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Boston is an excellent place for history buffs. As the site of such famous events like the Boston Tea Party, Paul Revere’s midnight ride, and the first American Revolutionary War battle, it’s no wonder that many of the things on our historical Boston bucket list revolve around historical events. Walking around the city will bring stories and characters to life. When deciding things to do in Boston, the most critical question is how to incorporate everything into your schedule!

1. Talk a Stroll on the Boston Freedom Trail

One of the first things on your historical Boston bucket list has to be walking the Boston Freedom Trail. It is best to do this at the beginning of your trip since it will take you past some of the most important historical sites in the city. It’s also a great way to get your bearings at the start of your trip.

The Freedom Trail starts in Boston Common and ends at Bunker Hill on the river. The trail is 2.5 miles (4km) long and takes you past 16 markers on the Freedom Trail. Red bricks mark the way, and copper plates indicate the locations of historical sites.

Boston Freedom Trail - one of the best things to do in Boston

A bronze plaque of a historic stop on the Freedom Trail

A walk along Boston’s Freedom Trail is likely to take a full day, as it includes visits to many historical sites. Once you reach the end of the Freedom Trail, you can head back to the city on foot or via the Charlestown Water Shuttle.

You can walk the Independence Trail on your own, or take one of the Independence Trail trips. Your guide might even wear 18th-century costumes and explain everyday life using historical information and stories.

Stops on the Boston Freedom Trail

Along the Freedom Trail, you will encounter 16 stops. We recommend finishing the trail in one day and then spending more time doing other things to do in Boston later.

  1. Boston Common – The Freedom Trail begins in America’s oldest park, which has a rich history and, to this day, is a popular meeting place for locals.
  2. Massachusetts State House – The Governor of Massachusetts still conducts his work in this historic building. The dome of the building was originally built by Paul Revere out of bronze and was later covered with gold.
  3. Park Street Church – This landmark was founded by orthodox Trinitarians in 1809 and is still an active Boston church.
  4. Granary Burying Ground – In this cemetery, you’ll be able to visit the final resting place of famous Boston residents like Samuel Adams, John Hancock, Paul Revere, and Mary Goose (mother goose).
  5. King’s Chapel and Burying Ground – This was the first Anglican church to be built in the colonies.
  6. Benjamin Franklin statue and the Boston Latin School – Take a photo with Mr. Franklin and visit the first public school in the USA.
  7. Old Corner Bookstore – literary greats such as Charles Dickens, Ralph Waldo Emerson, Nathaniel Hawthorne, and Henry Wadsworth Longfellow used this bookstore as a gathering place during revolutionary times.
  8. Old South Meeting House – Many revolutionary leaders attended the religious services here, but it’s more famously known as the place where they organized the Boston Tea Party.
  9. Old State House – Built in 1713, this is one of the oldest buildings in America. The Declaration of Independence was first read to the crowd from the balcony of this historic building.
  10. Site of the Boston Massacre – Often cited as the triggering event for the American Revolution, this was the site where British troops killed five unarmed colonists during the fighting. 
  11. Faneuil Hall – The Faneuil Hall is in itself on of the things on our historical Boston bucket list. It’s a famous market for food, boutiques, and street performers.
  12. Paul Revere’s House – Visit the colonial home of the great American Revolutionary figure.
  13. Old North Church – A place where the famous lamps that signaled “one by land, two by sea” were hung to warn the colonists.
  14. Copp’s Hill Burying Ground – A resting place for many early settlers in Boston.
  15. USS Constitution – A historic naval ship that can be viewed and toured today. The vessel saw the war on both American and British shores during the War of 1812.
  16. Bunker Hill Monument – The site of the great American Revolutionary battle on June 17, 1775.

2. Spend Time at the historic Faneuil Hall Market

Faneuil Hall Marketplace is a group of buildings that include Faneuil Hall, Quincy Market, North Market, and South Market.

It is a great place to try the traditional food available in the Boston market. Throughout Faneuil Hall, you will find first-class restaurants and small shops along the Quincy Market Colonnade. Faneuil Hall Marketplace is a popular meeting place for locals and tourists and one of the best places for street shows in the world.

Boston Faneuil Hall Marketplace Things to do in Boston

There is much to discover near Boston Faneuil Hall Marketplace

Faneuil Hall is called “Cradle of Liberty” because of the many important speeches made here. At Faneuil Hall, James Otis declared “no taxation without representation” against British rulers. You can also take a tour to learn more about the history of Faneuil Hall.

A widespread curiosity and one of the best things to do in Boston is to see the Faneuil Hall Weathervane and its famous Gold Grasshopper. This icon has been in the Boston market since 1742. The Grasshopper has watched over the birth of the nation and centuries of American history. There is even a time capsule in the body of the Grasshopper that contains historical newspaper debates, coins, and letters.

3. Relax at the Boston Common park

Boston Common is a beautiful city park and one of the places in Boston where locals love to hang out. This vast green space is America’s oldest public park and was founded in 1634.

Boston Common is one of the top things to do in Boston

Boston Common is a green oasis in the city center

In the early days, it served as a training ground for colonial troops, until British troops took over in 1768. Throughout history, many protests and celebrations have taken place at Boston Common.

Boston’s main attraction is usually the Frog Pool. In hot weather, it becomes a water fountain and is a great place for children to stay cool during the humid summer months. During the winter, the Frog Pong freezes over, and ice skating here is one of the best things to do in Boston during winter.

4. Immerse yourself in art and culture in the Museum of Fine Arts

The world-renowned Museum of Fine Arts in Boston has an extensive collection that ranges from Egyptian artifacts to Contemporary Art. Visiting this museum is one of the best historical bucket list activities for Boston.

They have an impressive collection of French impressionist paintings and frescoes. The most famous fresco on display at the Museum of Fine Arts was acquired from the Villa des Contrado Bottaro in Pompeii, Italy. You can even see samples of Paul Revere’s silver work. Before he was an art historian, he was a worker in silversmith by profession.

A visit here can be one of the best things to do in Winter when the weather is too cold to do much else. The museum is large, but fortunately, if you have a ticket to the museum, you have a full day of entry plus free entry for another visit within ten days. The museum opens its doors free of charge after 4 pm Wednesday and some public holidays.

5. Walk around Boston Public Garden

Boston Public Garden was the first public botanical garden. The garden has a Victorian flair with a lake and meandering paths, and many locals consider Boston Gardens to be their favorite place in the city.

Boston Gardens is home to more than 80 plant species from the region, as well as many imported species. It also includes a 4-hectare lagoon. And while you’re at it, let’s add taking a ride on the swan boats to our Boston historical bucket list. These famous and vintage boats have been in use for over 100 years.

6. Stroll along the waterfront at Boston Harbor

Boston is surrounded by water, with a beautiful harbor and plenty of water-based tourism opportunities.

Boston skyline as seen from Boston Harbor

Boston skyline as seen from Boston Harbor

Take a tour of the floating museum dedicated to the Boston Tea Party. The museum does a beautiful job of bringing these historical events and characters to life. There are examples of former tea boats and interactive displays, making Boston Harbor one of the most obvious activities on your historical Boston bucket list. You can even throw tea overboard and join the ranks of revolutionaries.

Another unique activity would be a harbor cruise in Boston or a ride on one of the Duck Boats. From the water, you get a different view of Boston. To get the best deal, check in advance on sites like can check the prices Get Your Guide and Tiqets, two websites of which work directly with local operators. While you’re at it, you might as well check for other activities and skip the line tickets for things to do in Boston.

7. Tour the John F. Kennedy Presidential Museum and Library

This museum is located on the coast overlooking Boston and offers a beautiful view of the city center. The location of the museum was a deliberate decision because of how much Kennedy loved his city of Boston.

The memorial is dedicated to John F. Kennedy and includes research, collections, and exhibitions on the life of the late president. The building is an attraction in itself and was designed by the famous architect I. M. Pei.

Anyone interested in fashion will also love to see some of Jackie Kennedy’s iconic outfits on display.

8. Dive into the history of the Old North Church

The old North Church is the oldest church still standing in Boston. The famous lamps, which signaled “one by land, two by sea,” were hung on the bell tower of this historic Boston church.

You can take a tour of the church and learn all about the history from a resident historian. The tour is free, but donations are always welcome to help maintain this historic building.

9. Tour Fenway Park (or attend a game!)

Fenway’s historical park is almost synonymous with Boston. The stadium is the oldest stadium of the Major Leagues.

Boston’s historic baseball stadium in Fenway Park

Boston’s historic baseball stadium in Fenway Park

With a little bit of planning ahead, you can add watching a baseball game at Fenway Park to your historical Boston bucket list. Doing so is undoubtedly one of the most quintessential things to do in Boston. Or visit the historic stadium and visit the Bleacher Bar at the stadium level. On game days, tours begin 3 hours before the game, and you can see the players while they warm up on the field. On non-game days, you can take a one-hour tour anytime from 9 am to 5 pm.

10. Take a beer tour at a local brewery

One fun thing to do in Boston is to visit a local brewery. Historically, beer has been a big part of the city of Boston, and visitors have the chance to visit historical and massive points of interest like the historical Sam Adams brewery, along with smaller modern microbreweries.

How to get around in Boston

Fortunately, the city’s historic center is very small and very accessible. Many of the most popular things to do in Boston are only 20 minutes from downtown. Public transport is easy to find, so a car is not required. The public transport system is called the MBTA and is well-managed with good connectors throughout the city.

Boston also has a public bike service called Blue Bikes, which is a great way to get around the city. To use a bike or car-sharing service, all you have to do is sign up for an account in advance. Once you have an account, it is straightforward to use.

As you can see, there is no shortage of things to add to your historical Boston bucket list. Enjoy your time at the center of American history!

Things to do in Boston - The Ultimate Guide

Anyone looking for things to do in St. Louis already knows to visit Tower Grove Park, the City Museum, the Grand Arch, and the Anheuser-Busch Brewery Tour, but maybe you’re looking for something more off the beaten path. Read on for the top picks of the best hidden gems in St Louis, places that are lesser-known but still well worth a visit!

 

1. Laumier Sculpture Park

Laumeier Sculpture Park - a hidden gem in St Louis

Discover more than 70 large-scale works of art in Laumeier Sculpture Park

The Laumeier Sculpture Park is a free open-air museum located in Sunset Hills which covers 105 acres. Here, you can find sixty sculptures that you can inspect when walking along the various trails across the park.

During your walk, you will come across a Tudor stone mansion which was built in 1816 and now houses a beautiful indoor gallery. 

You can opt to explore the park on your own with a self-guided tour or join the free walking tour, which takes place the first Sunday of every month from May to October. Whichever you choose, you will come away with a whole hoard of knowledge and you may even feel inspired artistically. 

2. Lemp Mansion

If you’re a fan of haunted houses and don’t scare too easily, you should definitely stop at the infamous Lemp Mansion. This historical house is located in Benton Park, where the Lemp family once lived. It is also known for the three suicides that occurred in the house, after the untimely death of the son, Frederick Lemp. 

Legend has it that the Lemp mansion is haunted by the Lemp family and has been named as one of the top ten haunted properties in the US. To see for yourself, you should consider taking the Lemp haunted neighborhood walking tour, where you will find out everything there is to know about the Lemp family, including their brewery business success and of course a few ghost stories. 

3. Union Station Whispering Arch

Hidden gems in St Louis' Union Station - The Whispering Arch

The Whispering Arch in St. Louis’ stunning Art Nouveau Union Station

The Whispering Arch in St. Louis’ Union Station isn’t hard to spot with its intricate green and gold decoration which stands out instantly along with the Tiffany stained-glass windows that feature three robed women. However, the arch is not just beautiful to look at, as it also has sound-altering abilities which make even the quietest of whispers sound clear as day. 

To test out the theory, head up to the second floor in Union Station with a friend. You should stand on opposite sides of the gallery and whisper as quietly as you can, and if the legend is true, it should be heard loud and clear. 

4. Forest Park Jewel Box

The recently restored Art Deco greenhouse is one of St. Louis' best hidden gems

Visit the recently-restored art deco Forest Park Jewel Box

One of the best hidden gems in St. Louis is the Forest Park Jewel Box. While this is not an actual gem, it is an art deco greenhouse that houses hundreds of flowers in the middle of the 17-acre park. 

The Jewel Box was first installed in 1936 and has since undergone a $3 million renovation to rejuvenate its glow by updating the flowers and creating a beautiful and bright space.

You can take a look around the Jewel Box for just $1, although you can keep a look out for any upcoming special events during your visit, as they are bound to be spectacular. 

5. Central Library

Whether you’re a bookworm looking for a quiet space to enjoy a good novel, or want to do a quick search to find out about a travel extension, so you can explore more of St. Louis, the Central Library is the place to go.

This is not only a building with great resources, but it is also brimming with history and beauty, so it’s no wonder that it is known as one of St Louis’ hidden gems and grandest works of art. 

St. Louis’ Central Library is a stunning building that was once voted one of the top 12 architecturally significant libraries globally. To uncover its beauty, you can take your own personal tour of the building or attend one of the many lectures held in the library, where you are guaranteed to come away with a whole host of knowledge. 

6. St. Louis Hills Art in the Park

Another hidden gem in St. Louis is the Art in the Park festival in the St. Louis Hills which takes place every September. Here you can enjoy an array of masterpieces from sculptors to musicians and more. 

If you decide to attend Art in the Park, you will be in for a treat as there is plenty of delicious food available from street vendors. Another great thing about Art in the Park is that admission is free, and it also offers a wide range of child-friendly activities which are guaranteed to entertain any little ones in your party. 

7. Turtle Playground

If you are bringing children along on your trip, then Turtle Playground should be at the top of your list of places to visit. The kids will be entranced by the huge sculptures of snapping turtles, box turtles, and even oversized turtle eggs which are all made of concrete. 

The Turtle Playground was designed as a gift to the children of St. Louis, offering a place to play and explore in the middle of such a busy city. However, just because it was built for the children does not mean you have to resist climbing on the back of a forty-foot-long turtle. 

 


Now that you’ve uncovered some of the best hidden gems in St Louis off the beaten track, it’s time to start planning your itinerary.

Will you be brave enough to face the dreaded Lemp mansion, or would you prefer to discover the beautiful architectural wonders that St. Louis has to offer? Either way, enjoy your visit to ‘The Gateway to the West!’

Santa Barbara, California is one of those cities that feels like an escape every time you visit! You can’t go wrong with year-round sunshine, beautiful beaches and mountains, and the gorgeous Spanish-style architecture throughout the whole city. Beyond the more popular tourist options such as visiting the Santa Barbara Mission, shopping on State Street, and visiting the breweries and wineries in the Funk Zone – there are many unique hidden gems in Santa Barbara to explore.

Here are 11 of the best hidden gems and unique things to do when visiting Santa Barbara:

1. Tangerine Falls

The Tangerine Falls Trail is a true hidden gem in Santa Barbara – I lived there for four years before learning about this beautiful hike! The trail is unique because there are not many waterfalls in Santa Barbara since the area doesn’t get a lot of rain.

The hike is a 2.2 mile out and back trail that starts on a path then transitions to scrambling over rocks for most of the hike, so it is a bit more difficult for some. However, the effort is well worth it when you reach the waterfall.

The rocks behind the waterfall have a beautiful orange tint and the water collects enough at the bottom that there is usually a shallow swimming hole, and it all overlooks a great view of Santa Barbara with views out to the ocean! Plus, you might see some animal life (like newts!) and nature that is hard to see anywhere else in Santa Barbara.

2. Montecito Hot Springs Canyon Trail

Santa Barbara has a few areas with hot springs (naturally heated pools of water that have bacteria and sulphur with amazing health benefits) but these Montecito ones are my favorite.

The Hot Springs Canyon Trail is a 3.7 mile moderately challenging loop trail. The hike itself is lush and mostly shady, but the best part is dipping in the hot spring pools at the end.

The hottest pool is at the top and each gets a bit cooler as the water flows down. Whichever pool you choose, you will leave feeling like you came from the spa! Just make sure to follow the signs closely to choose the right turns to reach the hot springs.

3. Visit the Sunstone Winery

Located 35-minutes north of Santa Barbara in the Santa Ynez Valley, the Sunstone Winery is truly a hidden gem for those looking for a gorgeous California vineyard. It has been voted “Santa Barbara’s Favorite Red Wine” and “Best Santa Ynez Valley Tasting Room” by the Santa Barbara Independent, proving the Sunstone Winery is a local favorite.

With French inspired courtyards, stone barrel-aging caves, and picnic tables under the olive and oak trees, not to mention the wonderful wines that can only be bought onsite… this is the perfect afternoon activity for those looking to get off the beaten path in Santa Barbara!

4. Tour Casa del Herrero

Casa del Herrero Home and Gardens is great for those who want to experience a piece of Santa Barbara’s history by diving into a more unique experience than the typical tours.

This 1920s home is one of the finest examples of Spanish revival architecture in the U.S. and is full of 15th and 16th century pieces from the “Golden Age” of Spain. Plus, the Moorish-style gardens are spectacular.

5. Lizard’s Mouth

Lizard’s Mouth is a rock formation near the top of the Santa Ynez Mountains. It is aptly named for its resemblance to a lizard’s mouth (from a distance) and has some of the best views of the Santa Barbara area.

The distinct silhouette that gives Lizard's Mouth Rock its name

The distinct silhouette that gives Lizard’s Mouth Rock its name

You must do a little walking (~0.3 miles) to see the rock formation, but the area is primarily made up of rocks and does not really have trails. This is a popular spot in Santa Barbara for outdoors enthusiasts and people who like bouldering and rock climbing.

6. Walk Through the Goleta Butterfly Grove

The Monarch butterflies migrate through Goleta from November to February and can be seen at the Butterfly Grove. It’s incredible to see the butterflies come through, but the site itself is gorgeous all year round too.

Hidden gems in Santa Barbara - monarch roosts in the Goleta butterfly grove

At the right time of year, you can see monarch roosts in the Goleta butterfly grove

Situated on the Goleta bluffs, there are a few trails through the trees that take you to the cliffs and some that have beach access. The Goleta Butterfly Grove is a beautiful and lesser-known spot for a stroll, picnic, or to watch the sunset.

7. Visit Santa Barbara’s Most Unique Coffee Chain: Cajé

Cajé is my absolute favorite coffee chain in Santa Barbara! They of course have great coffee, but they are unique because there’s multiple locations across Santa Barbara that each have a distinctly different vibe and slightly different menu.

The Cajé I highly recommend visiting is across from the Arlington Theater on State Street. It’s a stunning location (often used as a wedding venue!) and serves signature coffee cocktails. The Haley St. Cajé also has nice vibes and “fancy” cocktails and even occasionally (it’s not advertised) turns into a speakeasy at night with a full bar.

For a more casual cup of coffee visit the Cajé downtown State Street or in Isla Vista. The original Cajé is in Isla Vista and mainly serves the local UCSB college community, but it has a more extensive breakfast food menu and a casual, fun feel with a 5-minute walk to the beach.

8. Have a Picnic and Watch the Planes at the Santa Barbara Airport

The Santa Barbara Airport is a tiny airport located in Goleta. It’s a very easy airport to fly in and out of when visiting, especially for inexperienced flyers, but it’s also a great place to see unique, old-school airplanes.

A fun, hidden gem activity is to pick up Dave’s Dogs (a nearby place that serves hotdogs with all kinds of toppings imaginable) and watch the planes from the benches in the waiting lot right outside of the airport.

9. Spend a Day in Solvang – “The Danish Capital of America”

Solvang is a town that is 34 miles (~45-minute drive) north of Santa Barbara, but is well worth a day trip. Most buildings have Danish-style architecture, there are plenty of amazing wine tasting rooms, and multiple authentic Danish bakeries and restaurants.

Discover Danish architecture of the nearby town of Solvang

Discover Danish architecture in the nearby town of Solvang

In Solvang Village, you can tour Old Mission Santa Inés, shop at The Book Loft or Rasmussen’s, visit a museum, enjoy an outdoor performance, or pet the alpacas!

10. Hidden Gem in Santa Barbara for Foodies: Zaytoon

Somehow, Zaytoon is rarely mentioned in places to eat in Santa Barbara, which makes it hands down the best hidden gem restaurant in the area and the one place I always have dinner at every time I’m in town again!

Zaytoon is a Lebanese and Middle Eastern restaurant with a delicious gourmet menu and beautiful patio. It’s a hidden oasis full of flowers and greenery with fire pits, live entertainment, and a beautiful fountain and architecture.

11. Hidden Gem in Santa Barbara for Extreme Adventurers: Kayak to Platform Holly

There are plenty of outdoor and adventurous activities for people to explore in Santa Barbara from surfing, stand-up paddle boarding, hiking, rock climbing, and more. One that many people don’t know about is kayaking towards Platform Holly.

Platform Holly is a decommissioned oil rig sitting about two miles off Coal Oil Point just west of Isla Vista. Rent a kayak, pack a lunch, and pick a fair-weather day to kayak out to the oil rig. You will get amazing views of the Santa Barbara coast and cliffs and likely see some sea life along the way!

Kayaking by Isla Vista

Kayaking by Isla Vista

It is certainly a challenge and not something to do alone or if you don’t have plenty of water experience. Be aware of the currents and conditions of the day, stay your distance from the sea lions that lay on Holly, and practice utmost safety while on the open ocean water.


Santa Barbara has hidden gems to explore for every type of tourist whether you prefer to stay out in nature or want to explore the ins and outs of the city. There is so much to see and do in Santa Barbara and the surrounding areas, especially when you get off the beaten path!

Hidden gems in Santa Barbara

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Backpacking continues to be a popular American pastime as more people want to engage in low-cost activities to improve their mood and well-being. According to a recent study compiled by the Outdoor Foundation, about 10.3 million people went backpacking in the USA in 2021, which is a stable number from the 10.1 million backpackers back in 2014. There are over 250,000 miles of backpacking trails across the nation, and some of them can be found in the New England region, specifically in Connecticut. 

Blessed with parks, edge forests, and majestic mountains, Connecticut is a haven for all outdoor adventure enthusiasts. Most of the locals have their favorite spots for backpacking, and these areas are quite popular during peak camping season, which is from May to October. If you’re planning to go on a New England adventure sometime this year, here’s a guide on backpacking regulations, as well as the best backpacking campsites in Connecticut.

Know the Local Regulations

Before going on your trip, it’s important to know the local backpacking and camping regulations to have a hassle-free experience while you’re in Connecticut. First, check out the Connecticut Visitor Guide to have a general idea of which towns you’d like to visit, then see if these areas are anywhere near the Blue-Blazed Hiking Trail System. These trails have over 800 miles of public footpaths that are maintained by the Connecticut Forest and Park Association to keep them safe for hiking. Keep in mind that backpack camping is only allowed on the trail’s campsites, so avoid setting up anywhere else for the sake of your own safety. 

Some of these sites are on private lands, so be sure to respect the rights and property of the landowners if you’re camping on a privately owned area. Be mindful of the local wildlife since a lot of animals, such as songbirds, deer, squirrels, bears, and red-backed salamanders, have made homes in the forests where most of these campsites are situated. You’ll also want to be careful when going on trails in forests where hunting is permitted. Hunting is allowed in some of Connecticut’s state forests and state parks, so steer clear of areas where people hunt for small game like squirrels, rabbits, and ducks. 

Be aware that the majority of these campsites have limited facilities, so bring a tent, some drinking water, a GPS, and other essentials. For forest camping, check out these state parks for your backpacking trip.

Pachaug State Forest- Voluntown

Pachaug is the largest state forest in Connecticut, and it covers nearly 27,000 acres in six towns. Hunting and camping are allowed here, and there are four areas with Adirondack-style lean-tos or log shelters where you can stay for the night in case you don’t have a tent. The lean-to near Dawley Pond is an excellent place to set up if you want to be near a water source, while the Peg Mill shelter is the farthest from the reservoir. Get a map from the state forest management office to identify the exact locations of these lean-tos. 

Nipmuck State Forest- Stafford Springs

If you want to go backpack camping in a site that offers more recreation opportunities, consider setting up a tent in Nipmuck State Forest Park. Here, backpackers can enjoy boating and fishing, and even cross-country skiing and snowmobiling during the winter months. Nipmuck also has a dedicated campsite and two separate areas with lean-tos, giving you more options for your stay. Facilities include pit toilets and picnic tables, making it the perfect place for novice backpackers. 

Tunxis State Forest- Hartland

The Tunxis State Forest is a vast area that’s spread over the towns of Hartland, Granby, and Barkhamsted. Several trails can be found all over the forest for you to explore, but hiking is not the only activity that backpackers can enjoy here. Winter sports fans can also engage in some cross-country skiing as a recreational activity or as a way to traverse the snowy terrain. Simply head to the Balance Rock Road, cross the Blue Blazed Tunxis Trail, and you’ll see the ski cabin on the right. You can also do some snowshoeing, hunting, fishing, or mountain biking if you’re planning on having an adventure-filled day at Tunxis Forest. 

To establish your base camp, head to the Nepaug Campsite, which has access to some of the best trails in the forest. This area is secluded and quiet, so you’re sure to get a peaceful night’s sleep here. If you’re feeling social or if you don’t feel like roughing it for the night, camp at the Roaring Brook Campground. This backpacking campsite has 400 sites for tents, as well as showers, toilets, a store, and access to water, propane, and electricity. 

Connecticut is a paradise for adventure seekers. Plan on going on a backpacking trip here sometime this year to get close to nature and have peaceful and relaxing nights under the stars.

The city of Boston is one that encompasses many things; extensive history, impressive academics, world-class health care and that infamous thick accent that screenwriters across the country have come to know and love. While Boston is known for many “touristy” things, such as Faneuil Hall and the Freedom trail, there are so many other hidden gems in Boston that only locals typically frequent. 

While COVID-19 has affected us, like the rest of the world, Boston is opening its doors and the city is starting to come alive again.  As we are living in unprecedented times, please remember to follow any local COVID guidelines and double check to make sure everything is open prior to arrival!

Off the Beaten Path around Charles Street

In terms of restaurants and bars, some of Boston’s best kept secrets are in the heart of the city, right on Charles Street. Running down the middle of Beacon Hill, Charles Street is a quaint yet bustling street that connects down to the Boston Common.

One of my favorite breakfast spots of all time is The Paramount. It’s a small place but be careful, it gets packed on the weekends so head there early. It’s cafeteria style, but the food is top notch. After grabbing breakfast there, you can head on down to the common and walk through the Boston Public Garden

Explore hidden gems around Boston Public Garden

The Boston Public Garden

If you’re looking for more of a true Boston bar in that area, then you have to stop at The Sevens, also on Charles Street. It’s a small bar that perfectly encompasses the intersection of dive bar and historical haunt, and is always overlooked by tourists. If you’re looking for one of those hidden gems in Boston with a true pub room feel, The Sevens definitely is a bar for you.

Exploring Around Newbury & Boylston Street

After exploring the area around Charles Street, you can head on over to Newbury and Boylston streets to do some shopping (window or otherwise), check out the Boston Marathon Finish Line and see the map room at the Boston Public Library

Hidden Gems in Boston: Newbury Street - eight blocks filled with salons, boutiques, and dining.

Boston’s Newbury Street – eight blocks filled with salons, boutiques, and dining.

If you’re exhausted from your shopping and want to grab some food or a drink, there are plenty of great spots along Newbury and Boylston. One of my favorites is Sonsie on Newbury. Sonsie is more of an upscale place but they have a cute bar with great food.

Boston overall is a very casual town though, so even “upscale” here really just means put on your jeans instead of your COVID-friendly sweatpants. Stephanie’s on Newbury also is great and has a cute front patio if you want to relax and people watch as well. 

Hidden Gems and Boston Harbor Views in the Seaport District

If you don’t want to get up early for breakfast, then starting your trip in the Seaport District is another great way to go. There they have the Barking Crab, which is a seafood restaurant with a unique atmospheric blend that’s casual, but with fantastic waterfront views.

Hidden Gems in Boston - The Barking Crab in the Seaport District

The Barking Crab in Boston’s Seaport District

Nearby is the Envoy Hotel which has more of a high class feel. There you can go to the roof and check out the Lookout Rooftop and Bar. While the drinks are on the pricier side, the scenery is gorgeous, and they even have COVID-approved igloos that you can rent as well.

In that area, you also can walk down the street to the rooftop at Legal Seafood, or you can get a true Boston experience by going to Harpoon Brewery for a brew tour and a few beers.

Breweries and Dive Bars off the Beaten Path in Boston

If our city’s watering holes are one of the reasons that brought you here, then look no further. Boston’s food scene is still up and coming, but our alcohol scene has been top level since the Revolution!

If you want a brewery feel in downtown, then I would suggest Trillium Brewery which has a Fort Point location and also has an outdoor spot in their Garden on the Greenway. They have great hazy IPAs and are typically rated some of the best beers in the country. 

If you’re looking to take more of a self-guided brewery tour, then I would suggest heading outside of downtown and going into the neighboring town of Somerville. There you can do your own “brew tour” and hit up places like Aeronaut, Remnant Brewing, and the Winter Hill Brewing Company. These places have more of a hipster vibe than the breweries downtown and also can tout some of the best hazy IPAs in the state. 

The Craft Beer Taps at Night Shift Brewery - Everett

The Craft Beer Taps at Night Shift Brewery – Everett

If you’re staying slightly outside the city, I also would always suggest checking out Nightshift in Everett. They have a great outdoor spot and often times have a lot of fun beers relating to classic 80s and 90s themes.

They too have a satellite location called Nightshift – Lovejoy Wharf, which is right near the TD Garden and is a perfect spot to stop at if you’re in town checking out a game.

To continue the fun after the game, look no further than Sullivan’s (Sully’s) right down the street from the garden. This is true dive bar atmosphere but is a perfect place if you’re not ready to go home after watching a good Bruins or Celtics game.

Hidden Gems in the Boston North End

Close to the Garden lies Faneuil Hall and Quincy Market. This you need to check off your list if you’re coming to Boston, but personally I feel like it’s over touristy and doesn’t really give you a glimpse into the city.

After making a quick pit stop there, head over to the city’s famous North End. If you can catch it on a feast day, which occur sporadically throughout the summer, then I would highly suggest checking it out. 

Walk through the city’s old cobblestoned narrow streets and experience our Little Italy, either with friends or on a date night. They have amazing restaurants there, my personal favorite being Bricco, which has incredible food and a dark moody, yet modern, atmosphere. Ristorante Fiore is also fantastic and has a beautiful roof deck for the summer months. 

The Improv Asylum is a great little comedy club right on Hanover Street and makes a perfect pairing with some good Italian food later in the night. After you’ve gone to dinner and checked out a comedy show, then you have to head over to the original Regina Pizzeria at 11 ½ Thatcher Street, just a few minutes’ walk from Hanover. The pizza is truly amazing and is perfect if you need a late-night snack.

Staying Active In Boston

At this point, if you’ve drunk all you can drink and eaten all that you can eat, then I would suggest taking a walk along the Charles River Esplanade to burn off some of those calories.

It’s also a great place to bring a picnic and watch the sunset over the river if the weather is nice enough. Parking in that area can be difficult, but you can park at the Boston Common (along the Beacon Street side) and walk over. 

The Charles River Esplanade - A favorite spot for Boston locals

The Charles River Esplanade – A favorite spot for Boston locals

If you want more activity than just a casual stroll and don’t mind waking up early, then you have to check out the November Project. This is a great work out and is free, which is even better! All you need to do is show up.

They offer workouts Monday, Wednesday and Friday mornings at varying locations across the city. Typically, these workouts involve things like doing the stairs at Harvard Stadium or running hill sprints in Brookline. More information can be found on november-project.com and I highly recommend joining their community if fitness is top of your priority list!

If you want to do an activity that doesn’t involve acting like Rocky Balboa running up and down stairs, then check out Boda Borg which is a combination of an escape room and an obstacle course.

It’s fun and easy for all levels, perfect for an afternoon with friends. You also could bring your skates and go skating at the public rink in the North End which has a partial glass wall where you can see the harbor. 

Lastly, the city’s location in beautiful New England makes it a great jumping-off point for some amazing day hikes near Boston. This four-season guide includes 60 great trails in Eastern Massachusetts to help you get even further off the beaten path when visiting Boston.

Boston’s Lesser-Known Guided Tour

Now at this point, I don’t know about you, but I’d be pretty tuckered out and would want someone just to show me around. While the Duck Tours are the most popular tour of the city, I always recommend something a little spookier.

The Ghost and Gravestones tour of Boston is fantastic, albeit a little gimmicky. They give you a great tour of the city while also enlightening you to some of the spookier aspects of Boston, such as the Boston Strangler, the Great Molasses Flood and the ghosts of the revolution that haunt our streets. You’ll need to make reservations in advance, but I always suggest this as I feel like it’s a little more off the beaten path and a fun way to explore Boston.


Truly, Boston is an amazing town full of a lot of character, grit, and plenty of hidden gems. Of course, if this is your first time visiting, be sure to also take a look at the top things to do in Boston to make sure you’re not missing out! And if you’re heading to Boston from the Big Apple, check out Wanderu for bus options from from NYC to Boston.

The history here is fantastic and there are enough things to do in and around the city to last a lifetime.  Once you’ve been once, you’ll understand why we Bostonians think our city is “wicked” cool. Have fun! 

 

Hidden Gems in Boston – A Local Insider’s Guide