Engaging in all the exciting things to do in Great Barrington is key to making the most out of your visit to this city. Whether you are here for a short while or staying over for a longer period, this fun and best things to do in Great Barrington are your best shot at enjoying your time.
Great Barrington, located in Massachusetts, United States, has entertaining activities, attractions, and more to enjoy.
The city lies along the Housatonic River, part of Pittsfield, with a miniature landscape. It was once home to a Mahican Native tribe; it actually got its name- the Great Barrington Mahaiwe, meaning “the place downstream.”
Below are 27 fun things to do in Great Barrington:
Fun Things To Do In Great Barrington (MA)
1. Feel the Winter as you Ski in Ski Butternut
Have fun skiing with friends and family in Great Barrington at Ski Butternut. No jokes; this is one of the best experiences Great Barrington offers.
A ski session in the winter is exciting for all, kids, amateurs, and even pros.
Ski Butternut is filled with everything to make your trip fun. It has different special ski surroundings with different levels of difficulty for each person, so you don’t have to worry if you are a novice or beginner in skiing.
This place is guaranteed to make your winter memorable.
Address: 380 State Rd, Great Barrington, MA 01230, United States
2. Appreciate the Height of Monument Mountain
This is one of the most visited sites in the city. You can attribute this to its beautiful landscape and scenery.
The mountain has an elevation of over 1600 feet and offers a stunning view of the Housatonic River valley.
Looking at the history of the mountain, Monument Mountain served as a piece of inspiration for writers, artists, and poets alike in the 19th century.
Some of the works attributed to this beautiful scenery are The Moby Dick and the rest of them.
This attraction is an important part of the city and can be explored by hiking or enjoying the amazing scenery.
Address: Great Barrington, MA 01230, United States
Also see: 27 Best & Fun Things To Do In Falmouth (MA)
3. Come Alive at the Guthrie Center and Foundation
The Guthrie Center and Foundation is known for encouraging educational accomplishments, cultural preservation, and fostering community outreach to reach the community’s goals and aspirations. It is also known for cultural exchange using music, art, and interfaith worship in the city.
Apart from all these, you can also enjoy meals and performances displayed at the old Trinity Church, so grab your family and friends here and have fun.
Address: 2 Van Deusenville Rd, Great Barrington, MA 01230, United States
Things To Do In Great Barrington (MA) At Night
1. Exploring the Taft Farms
The Taft farm is a small family-owned farm that has served Berkshire for about 50 years. Here, you can explore the neat farm on the clear green grass and other parts.
In the Taft farms, you can learn how to farm and keep the farm in good shape.
This attraction is nice for more knowledge and family bonding. So do well to try it on your trip to Great Barrington.
Address: 119 Park St, Great Barrington, MA 01230, United States
2. Mahiwe Performing Arts
This is the venue for theatrical performances in Great Barrington with the aim to display educational, family, and performing arts all year round for Berkshire and tourists alike.
The Mahiwe performing arts showcase different talents through dances, songs, and even opera to engage the audience in a brim of entertainment.
This is really entertaining for all; you should check out this attraction with your family and friends.
Address: 14 Castle St, Great Barrington, MA 01230, United States
3. Lake Mansfield
This is a large 29-acre area with recreational activities and venues featuring a pond and forest.
It is one of the best places in Great Barrington to rest, bond with family, and relax while enjoying the beautiful scenery, the best that money can actually buy.
Enjoy a picnic aura with your family near the lake, take a stroll with a friend or a partner, and have a lonely time sitting and basking in the beauty of this beautiful lake.
Address: Great Barrington, MA 01230, USA
Things To Do In Great Barrington (MA) for Couples
1. Explore the Riverside Park
Riverside Park is one of the best bets on the list of best things to do in Great Barrington for couples.
It is a short walk from shops and restaurants in downtown Great Barrington. The park has a 1.5-mile walking track along the Housatonic River and features amazing fishing opportunities.
Having fun with friends after booking a fishing spot will add more relaxing vibes to the vacation.
Address: Sunderland, MA 01375, United States
2. The Mass MoCA Museum
This is one of the most recommended attractions in Great Barrington, as it displays over 400 modern art installations.
MASS MoCA was formerly an industrial facility that is now renovated into a world-class museum with a music center.
The museum is a proud contender for one of the best American attractions for creative minds. It has two art galleries and an outdoor sculpture showcase venue.
It also hosts local and international artists, so you can access all the entertaining features.
Address: 1040 Mass MoCA Way, North Adams, MA 01247, United States
3. Berkshire Botanical Gardens
Berkshire Botanical Gardens is a beautiful scenic place with an array of gorgeous flora. It is also home to a series of concerts as well as other events.
A stroll around this garden is relaxing and can help unwind as it is open for all year-round explorations.
If you feel like spending time in activities besides biking, hiking, or partying, this is the best place to be.
A glimpse of this beautiful scenery will keep your mind at ease, and once or twice while you visit, you can get gifts from the gift shop for friends and family alike.
Address: 5 W Stockbridge Rd, Stockbridge, MA 01262, United States
Things To Do In Great Barrington (MA) For Kids
1. The Norman Rockwell Museum
Looking for an archive of amazing art? Then this is the place for you.
The Norman Rockwell Museum is located at 9 Glendale Stockbridge and is surrounded by three beautiful Berkshire mountains. However, the artworks portrayed here are that of Rockwell.
The museum offers tours of his former home and library. Some of his most famous works are guaranteed to be only here, and it showcases more than 60 editions of The Saturday Evening Post.
You are also obliged to have brunch while you explore the music and listen to calming jazz. So head down to Great Barrington and have fun in this wonderful museum.
Address: 9 Glendale Rd, Stockbridge, MA 01262, United States
2. Housatonic River Walk
There is no better way to enjoy nature than to stroll through beautiful trees and nature on the Housatonic River Walk. This is such liberty.
The river walk is perfect for fresh air while walking on the trail. It is very enjoyable to walk around the plentiful wildlife and beauty attributed to this river walk.
It is also home to some restaurants and parks where you can stop for a quick meal and a fun time with friends and family.
Address: 7 Cottage St, Great Barrington, MA 01230, United States
3. Windy Hill Farm
Windy Hill Farms features a horticultural scenery with beautiful flowers and diverse plants, serving Berkshire County and neighboring counties.
It is a perfect place to explore the beauty of plants in their original habitat. There’s a horticultural farm that was established 28 years ago, and it produces a species of ornament trees, small fruits, tree shrubs, and more beautiful natural scenery you can explore.
You can also find local fruits you can pluck and eat while exploring.
Address: 686 Stockbridge Rd, Great Barrington, MA 01230, United States
Indoor Activities To Do In Great Barrington (MA)
1. The Fountain Pond
This attraction is home to beautiful trails, parks, and even restaurants.
The fountain pond consists of pine trees, steps, boardwalks, bridges, and various plants. However, the trail is engulfed by some high-end shrubs that may obstruct your walk, so you have to be prepared mentally and physically to engage in the trail.
Expect the vibes and hurting shrubs but still have fun while you’re here.
Address: US-7, Great Barrington, MA 01230, United States
2. Berkshire Playwrights Labs
Are you looking for an intellectually laid-down trip? Then this place is just right for you. The Lab features many intriguing activities, such as discovering and nurturing playwrights’ works of art.
It also offers workshops and assistance with various writing projects, plays, and musicals.
At the Berkshire Playwrights Lab, there are various books or works to engage your mind and soul.
If you’re ready to have so much intellectual fun, come down to Great Barrington; we’re sure it’ll be pretty hard to find this kind of fun anywhere else.
Address: 352 Main St #202, Great Barrington, MA 01230, United States
3. The Vault Gallery
A trip to Great Barrington is a sign to enjoy the views of exquisite art, and the Vault Gallery has you covered.
It is a unique art gallery on Mainstreet and has gracious pieces from both established and emerging artists from all over the world.
This is the perfect place to have conversations with art lovers.
The setting is perfect for such auspicious meetings, so come with that beautiful art lover, friend, or partner and enjoy the beauty Vault Gallery offers.
Address: 322 Main St, Great Barrington, MA 01230, United States
Romantic Things To Do In Great Barrington (MA)
1. The Emporium Antique and Arts Center
Glass art is quite an intriguing form of art. It is both rare and classy, more like glassy. (Ha ha; we hope you get the joke?)
If you are someone who has loved art all your life, Then this art center is where you should be on your visit to Great Barrington.
The Emporium Antique and Arts Center features a wide selection of artworks ranging from Loetz glass to some of the best glass-cased antiques.
Apart from that, you are at liberty to see other numerous antiques like jewelry, ceramics, furniture, and more.
You can explore all the antique artifacts the Emporium offers and be amazed by what you see.
Address: 162 Main St, Great Barrington, MA 01230, United States
2. The Housatonic Flats Loop
This is the place for you if you seek a religious hiking experience. It is a 0.9-mile trail perfect for new hikers and even family; you can explore 26 acres of the Housatonic Flats Loop using this trail.
It is also open to wildlife like deer, otters, and a wide variety of birds and fishes in the river. This trail is quite people-friendly, and anyone can follow the trail.
Address: 439 Stockbridge Rd, Great Barrington, MA 01230, United States
3. Saint James Place
Looking for an outdoor space to have unlimited fun? Then St. James Place has got you covered.
It has playgrounds for families and kids to have fun while enjoying their leisure and spending their vacations wisely.
It also has a picnic setting for families to bond and enjoy without much stress. Apparently, this is one of the best places to encounter in Great Barrington, as you will not regret your visit here.
Address: Great Barrington, MA 01230, USA
Cheap Things To Do In Great Barrington (MA)
1. Bernay Fineart
This modern art gallery has various media, such as glass sculptures, rare paintings, ceramics, and more.
If you are an art lover, Great Barrington covers you with this beautiful art gallery, Bernay Fineart.
The art gallery is known for hosting local and tourist arts displays and exhibitions to show diversity. It also features a collection of artworks from artists from all over the globe, especially Berkshire.
So head over to Great Barrington and have fun glancing through beautiful art.
Address: 296 Main St, Great Barrington, MA 01230, United States
2. The Well Restaurant
This is a unique establishment with a wide range of delectable cuisines, all to satisfy your taste buds.
At the Well Restaurant, you can choose from a set of delectable meals on the menu. You can also choose to have your meal inside or outside the restaurant.
The restaurant offers a relaxing aura and atmosphere for almost all occasions, from family bonding to a nice dinner date with your partner; any meeting you choose will become remarkable.
So why don’t you get that special someone a nice dinner date in this wonderful restaurant and live to enjoy it?
Address: 312 Main St, Great Barrington, MA 01230, United States
Cool Places To Visit In Great Barrington (MA)
1. Jameson Limited Reserve
Having a tough time finding a place to unwind with friends? Let Great Barrington show you around the Jameson Limited Reserve.
When you visit this attraction, you will get a taste of a distinctive, rich, and smooth whiskey you and your friends can enjoy.
This excellent whiskey boasts a complex flavor profile of vanilla, oak, spice, and toffee; all blended to give you an amazing taste.
Here at the Reserve, you get to witness first-hand whiskey beauty and handmade bourbon thoroughly mixed to satisfy all.
Address: 155 State Rd, Great Barrington, MA 01230, United States
2. Lauren Clark Fine Art
This is another amazing contemporary art gallery in Great Barrington featuring works by more than 40 local and international artists.
Paintings, sculptures (indoor and outdoor), fine art prints, pictures, jewelry, pottery, and other artworks may be found when you visit the lovely art gallery with your friends and family.
It composes to the likelihood of all the indoor and outdoor personalities, so grab your family and friends and have fun in places like this at Great Barrington.
Address: 684 Main St, Great Barrington, MA 01230, United States
Free Things To Do In Great Barrington
1. Guido’s Fresh Marketplace
Are you looking for the best marketplace to shop for your veggies, fruits, flowers, meat, seafood, fresh farm goods, and many other things?
Guido’s Fresh Marketplace is a top-notch market and is present to give you whatever you seek.
The marketplace is a lovely place to shop for groceries, and the personnel is polite and happy to help you with your purchases.
Address: 760 S Main St, Great Barrington, MA 01230, United States
2. Hudson State Historic Park
This park offers a relaxing avenue to walk around while exploring the park; unlike other sites like the hiking trails, it is a simple park opened to all and for all services to take place.
You can have your family here with a picnic basket and setting, so enjoy exploring the Hudson State Historical Park with friends and family.
Don’t miss this opportunity while you’re here.
Address: 61 Parker Ave, Poughkeepsie, NY 12601, United States
3. The Clark Art Institute
Are you a history lover? Then this is the best place for you to explore.
The Clark Art Institute is home to a large collection of Fresh Impressionist paintings; The Clark Art Institute is especially noted for housing over 30 paintings by Pierre-Auguste Renoir.
Established by prominent art collectors Robert Sterling and Francine Clark to house their vast private collection of European works, the museum now serves as both a gallery and a research center, offering numerous public lectures throughout the year.
In addition to masterpieces by some of the biggest names of Impressionism, the museum also features paintings by great American artists, including Winslow Homer and the rest.
The museum will give you an insight into how America was formed and birthed with the help of paintings.
Address: 225 South St, Williamstown, MA 01267, United States
Conclusion
Make our checklist of things to do in Great Barrington your guide as you set out on your vacation. We hope you have fun.
Remember to go along with something to capture all the moments you have.
Happy travels!
