Top 26 Fun Activities in Great Barrington (MA) (2023)

Looking for the best and most fun things to do in Great Barrington, MA?

Great Barrington is a small town in Berkshire County, Massachusetts, United States. The city is located along the Sousatonic River in Berkshire County.

The city is also part of the Pittsfield, Massachusetts Metropolitan Statistical Area. This sleepy town is home to the Mahican Indian tribe. The Mahican Indians called it Great Barrington Mahaiwe, which means "downriver place."

Great Barrington is a very laid back town with many galleries, historical sites and natural habitats, all of which attract tourists from all over the world.

Great Barrington offers a sanctuary from the hectic city life with a remarkably quiet life. These are the top attractions in Great Barrington, MA.

Things to do in Great Barrington

1. Monument Hill

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monument hillit is one of Great Barrington's main attractions and attracts people and hikers from all over the world. Perched 1,642 feet above sea level, the mountain offers beautiful views of the Shousatonic Valley from its summit.

at 19thMonument Hill has inspired many literary greats over the centuries; books, poems, and other literature have been written about Monument Hill. Even painters and other works of art created with reference to the mountain.

A mountain-inspired work of literature, Herman Melville's Moby-Dick was inspired by an 1850 encounter with Nathaniel Hawthorne Hawthorne at a picnic in the mountains. The book was later dedicated to Nathaniel Hawthorne.

Hiking Monument Hill is one of the best things to do in Great Barrington.

Address: Highway 7, Great Barrington, MA 01230

2. Ski Nut

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Enjoy skiing Great Barrington with your friends and familyski nut. This is one of the most fun things to do in Great Barrington, MA.

When you head to Great Barrington, Ski Butnut is the place to be for skiing, playing in the snow and having beautiful adventures with friends or family. Walnut Ski Resort offers specific fun snow areas based on your ability.

There are separate ski slopes for beginners and experts. Ski Butternut has about 110 acres of skiable terrain, one-fifth of which is suitable for kids to ski. There is something for everyone at Butternut Ski Resort.

Ski Butternut also offers beginner lessons and has 11 lifts for the convenience of visitors. So when you visit Great Barrington in the winter, head to Ski Butternut with your friends and family.

Address: 380 State Rd, Great Barrington, MA 01230-1463

3. Guthrie Center and Foundation

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The Guthrie Center and Foundation is a center for cultural preservation, promotion of educational achievement, and facilitation of community outreach to meet current community needs. The Guthrie Center and Foundation is known for using music and the arts for interfaith worship and cultural exchange.

The center was founded by Arlo Guthrie but named for his parents, Woody and Marjorie Guthrie, in 1991. Historic events organized by the Center and the Guthrie Foundation make it a relevant and thought-provoking place.

In addition to worship and cultural promotion, the center is a venue for dining and performing at Old Trinity Church, home of the Guthrie Center and Foundation. So bring your friends to this center to learn, meet new people and have fun.

Address: Old Trinity Church 2 Van Deusenville Road, Great Barrington, MA 01230

4. Mahavi Center for the Performing Arts

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Mahavi Center for the Performing Artsit is the theatrical port of Great Barrington. The center is designed to offer performing arts, film, educational and family programs to Berkshire and other neighboring communities year-round.

Watch talented artists in dance, music, theater and opera at the Mahaiwe Performing Arts Center. Take note of your best stage performances and interact with the audience as you watch.

Seeing a theater performance at the Mahavi Center for the Performing Arts with your friends or family is one of the best things to do in Great Barrington, MA, so add it to your bucket list.

Address: 14 Castle St, Great Barrington, MA 01230-1513

5. Branch Taft

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to explorebranch of taffetaLearn more about farming and try farming with your friends and family in Great Barrington, MA.

Taft Farms is a small family farm that has been serving the Berkshire community for over 50 years. The finca is clean and well maintained by the owner. Walk around the beautiful green farm and explore other unique parts of the farm.

When you visit Taft Farms, you'll learn how to run your farm and buy fresh produce. Since its founding in 1961, Taft Farms has been committed to sustainable agriculture and excellent yields.

When in Great Barrington be sure to visit Taft Farm as it is one of the best things to do in Great Barrington.

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Address: 119 Park St N Route 183, Great Barrington, MA 01230-1135

6. Lago Mansfield

Mansfield Lake is a 29-acre recreational area with ponds and woods. Mansfield Lake is a great natural area to relax and spend time away from the city.

Enjoy a picnic near the beach area while gathering with friends or family. Take a walk through the forest paths with your partner or just sit back and enjoy the view. Hiking on Mansfield Lake is also an excellent activity.

At Lake Mansfield you will find a 0.25 mile trail in the woods area, put on your walking clothes and explore the beautiful green forest along the trail with your hiking buddies. Hiking Mansfield Lake is one of the fun things to do in Great Barrington.

7. Walk along the Sousatonic River

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It isSousatonic River WalkOne of the many walks around Great Barrington is a must. Walking the Housatonic River Walk is one of the most popular things to do in Great Barrington.

The Housatonic River Walk is a green trail that runs along the west bank of the Housatonic River through downtown Great Barrington. This trail is a great place to get some exercise in the fresh air. You can walk, run or jog around the neighborhood alone or with friends.

The Great Barrington community is seriously committed to preserving and restoring the beauty of the clean and peaceful Sousatonic River region. The Housatonic River Walk is also a great place to enjoy some peace and quiet.

Address: 195 Main St, Great Barrington, MA 01230-1602

8. Windy Mountain Farm

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Have you ever visited a garden place with a lot of fruits, flowers and other plants? if not you should seeHill Wind Farmin Greater Barrington.

Windy Hill Farms is a multi-plant horticultural company that has served Berkshire County and other Massachusetts counties. Windy Hill Farm features apple orchards, a retail garden center, blueberry fields, specialty field-grown ornamental seedlings and more.

The diverse horticultural farm has been in existence for over 28 years and features a variety of flowering specimens and trees; berries and small fruits; ornamental shrubs and grasses; conifers and broadleaf evergreens; vines; hardy shrub roses and more.

You will also discover native species and traditional cuisine; visit Windy Hill Farm for an exciting day of fruit picking and learn about the design, layout and installation of small fruit and home orchards.

Picking fruit at Windy Hill Farm is one of the fun things to do in Great Barrington. Visit Windy Hill Farm with friends and family for an amazing gardening experience.

Address: 686 Stockbridge Rd, Great Barrington, MA 01230-1270

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9. Geyser Pond State Park

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Fountain Pond State Park is an interesting state park located in the heart of the community in the South Berkshires; The park has pine forests, stone steps, walkways, bridges, trails, and diverse vegetation such as mushrooms and wild flowers.

Be sure to notify the South Berkshire area community before using the ropes course or any other equipment in the park. To find the stone steps, follow the trailhead towards the tree line, where you will see a pavilion.

Get ready before you start the hike, you have to climb 300 feet of major bushes and vines before crossing rocky outcrops and wetlands; at some point you will find boardwalks and bridges; your walk is half done.

Go on a park adventure with friends and have fun. If you can't take the long route, use the starting point of route number seven. Exploring Geyser Pool State Park is one of the fun things to do in Great Barrington.

Address: Us-7, Great Barrington, MA 01230

10. Berkshire Playwrights Lab

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Berkshire Playwrights LabA safe place for new playwrights to grow and develop their passion for storytelling and writing. Playwrights focus on creating new theatrical developments and assisting established and emerging playwrights.

The Berkshire Playwrights Lab hosts recitals, seminars and theater productions to communicate and promote the work of playwrights to the public. If you enjoy watching plays or listening to stories written by authors, you must visit the Berkshire Playwrights Lab.

The Berkshire Playwrights Lab was founded in 2007 by three passionate playwrights: Joe Cacaci, Jim Frangione, Bob Jaffe, and Matthew Penn. The Lab was established to encourage, develop, and introduce new repertoire to the Berkshire community.

Address: 352 Main St Suite 202, Great Barrington, MA 01230-1814

11. Birthplace of WEB Du Bois

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One of Great Barrington's top attractions, WEB Du Bois Birthplace is the birthplace and hometown of legendary poet WEB Du Bois. It was established to educate the public about the life of W.E.B DuBois and his global importance and relevance to the important issues of our time.

WEB DuBois was born on five acres of land in Great Barrington. The idea for a place to commemorate the life of WEB Du Bois was pioneered in 1937 by Professors Edmund W. Gordon and Walter Wilson. Du Bois's birthplace was officially designated a National Historic Landmark in 1979.

Bring your family or friends to the birthplace of WEB Du Bois and learn about the life and impact of WEB Du Bois on the world. A visit to the birthplace of WEB DuBois is one of Great Barrington's top attractions.

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Address: Church Street, Great Barrington, MA 01230

12. The refuge gallery

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The Vault Gallery is a small art gallery located in a former bank building, the Mahaiwe Bank. The art gallery displays unique works by Marilyn Kalish; the buildings and facilities of the former bank also add color to the gallery exhibits.

Marilyn Kalish is multimedia with eclectic creative work. She explores the Vault gallery and sees your best works in the gallery. Her work is on display in the gallery; Marilyn also has her own workspace in the gallery.

In the gallery you will find beautiful contemporary art and the gallery rooms are beautifully decorated and full of beautiful pieces. When in the galleries, keep an eye out for paintings featuring women. Exploring the Sanctuary Gallery is one of the most fun things to do in Great Barrington, MA, so add it to your list of Great Barrington attractions.

Dirección: 322 Main Street, Great Barrington, MA, Great Barrington, MA 01230-1859

13. Emporium Ancient Art Center

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Do you love art? Are you fascinated by glass art? Well, it will help to visit the Emporium Antique and Art Center in Great Barrington, MA.

The Emporium Antiques and Art Center houses the largest collection of Lordes glass in Massachusetts and beyond. While you'll find the best glass art and collections in antique shops and art centers, many of the center's pieces are one-of-a-kind and museum-quality.

There are many vintage items such as furniture, jewelry, accessories, ceramics, and more. When you visit, you might be lucky enough to see a ceramic beer mug about 4-5 feet tall; you'll also see framed butterflies on the walls of the art center.

A visit to the Emporium Center for Art and Antiques is one of the top attractions in Great Barrington.

Address: 319 Main St, Great Barrington, MA 01230-1608

14. Housatonic Flats Trail

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Husatonic Apartmentsit's a short 0.9 mile loop in Great Barrington, ideal for novice hikers and family walks. This short loop leads to Great Barrington's 26-acre Housatonic Flats area.

Housatonic Flats is a great place to spot wildlife as you hike the wooded flats. The Shousatonic Plains are said to be the sacred ancestral homeland of the Mohicans.

As you walk through the area, you may be lucky enough to spot deer, river fish, otters, and many lurking birds. Enjoy the adventure on this trail and observe animals and birds as you walk.

Wildlife or bird watching is one of the best things to do at Housatonic Flats in Great Barrington.

Address: Highway 7, Great Barrington, MA 01230

15. Santiago Square

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Saint James Place is one of the oldest buildings in Great Barrington; the building is an Anglican church built in 1857. Over time, the church building has been restored and preserved for cultural purposes.

St James's Square is the cultural center and venue for the South Berkshires in Great Barrington. It is known for hosting operas, history lectures, Christmas markets, and more. St James's Square has a peaceful setting and stunning architecture and interiors.

Saint James Place keeps you entertained with special lectures on the history of Berkshire and its people and other fantastic theatrical performances; this attracts locals and tourists from far and wide to the cultural center.

St James' Square was established in 2017 and since its inception over 40 groups have used the building for different purposes including performance stages, office space and rehearsal spaces. Attend dance performances, theater, music and other interesting activities to do during your visit.

Address: 352 Main St, Great Barrington, MA 01230-187

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16. Asia Barong Gallery

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The Asian Baron Gallery is a unique museum where you can wander around and learn about world cultures through high-quality ethnographic art and other interesting artistic genres. At Asia Barong Gallery, let your children learn about the continent and its people.

This ethnographic art is unique and rare, the artworks in the gallery are sourced from artisan families in developing countries and brought west to be sold with the proceeds returned to the artisan families.

Asia Barong acts as an intermediary between Asian artisan families and Western buyers. Asia Barong Gallery aims to help and support local Asian artisans by presenting their work in the West. Explore these beautiful works of art while visiting Great Barrington.

This answers what to do in Great Barrington and have a fun time, which makes it one of the best places to visit in Great Barrington, MA.

Address: 199 Stockbridge Rd, Great Barrington, MA 01230-1227

17. Yellow House Bookstore

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Read a book or buy a book for family or friends at the Yellow House bookstore in Great Barrington, MA.


Yellow House Books is a three-room bookstore and library offering a wide range of rare and second-hand books in Great Barrington. The books are carefully arranged according to their genre and type.

At Yellow House Books, you'll find books on music, art, photography, DIY, and inspiration. There are also lovely children's books and adult self-help books for all ages. You can find books on mythology, metaphysics, religion, philosophy, etc. in the bookshop.

Browse the bookstore for an amazing collection and if music is your thing, the Yellow House Bookstore has a wide variety of sheet music.

Address: 252 Main St, Great Barrington, MA 01230-1779

18. The well restaurant + bar

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Dining at the Well restaurant is one of the best things to do in Great Barrington.

The Well Restaurant is a beautiful restaurant with a great variety of food. When you visit a restaurant, check out their menu and try their delicious specialties.

When you visit a restaurant, you can choose to stay outside or inside. Enjoy a delicious meal in a relaxed atmosphere with family or friends at Well Restaurant. The restaurant has both indoor and outdoor settings.

The Well Restaurant is open Wednesday through Saturday from 4:00 p.m. m. to 8:00 p.m. m. and it is the perfect place to enjoy a dinner with your loved ones. You can also order takeaway if you don't want to stay in the restaurant.

19. Jameson Limited Reserves

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Jameson Limited Reserve produces rare whiskeys in hand-selected European and American oak casks. This extraordinary whiskey has an intense blend of vanilla, wood, spices and toffee, a unique flavor due to the special process that goes into making these wines.

One of Jameson Limited Reserve's premium and award-winning spirits is Angel's Envy Kentucky Straight Bourbon Whiskey. Each batch of craft bourbon is carefully blended, blended, and processed.

Enjoy the taste of exceptionally rich and smooth whiskey when you visit Jameson Limited Reserve. Visiting the Whiskey Sanctuary is one of the best things to do in Great Barrington.

Address: 312 Main St, Great Barrington, MA 01230-1742

20. Bernay Art Museum

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Bernay Fine Art is a contemporary art gallery in Great Barrington, brimming with contemporary art in all its forms: painting, glass, sculpture, ceramics and more. The art gallery also organizes performances and art exhibitions for locals and tourists.

At Bernay Fine Art you will find works of art by artists from all over the world; the gallery features work by local Berkshire artists.

Bring your family or friends to explore the Bernay Art Gallery in Great Barrington. Established in 2019, Bernay Fine Art represents the unique works of art by leading artists in various media.

Address: 296 Main St Suite #1, Great Barrington, MA 01230-1607

21. Guido's Fresh Market

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Guido's Fresh Marketplace is your one stop shop for your new food needs. While visiting Great Barrington, shop for vegetables, fruits, flowers, meats, seafood, fresh produce and more at Guido's Fresh Marketplace.

Guido's Fresh Marketplace is a family business, family run and managed. You can also find freshly prepared food to eat at independent markets. Take your family or friends to the market for an exciting day of shopping.

The market is a great place to buy food. The staff is friendly and willing to help you with your purchases. Shopping for groceries at Guido's Fresh Marketplace is fun in Great Barrington, MA.

Address: 760 South Main Street, Great Barrington, MA 01230-2014

22. Berkshire fletado

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It isauthorized berkshireis a fishing guide service that offers fishing trips and amazing outdoor experiences in the Berkshires. The chartered tour will travel through the Berkshire Mountains in western Massachusetts.

While visiting the area, you can enjoy fishing in one of the many lakes, streams, and rivers. If you don't feel like fishing, you can just look at the water and enjoy the beauty of nature. Get the most out of your short adventure with Charter The Berkshires on a customized or solo trip with your family and friends.

Charter The Berkshires operates year-round because there's always something fun to do on a fishing trip. Going fishing with Charter The Berkshires is one of the fun things to do in Great Barrington, MA.

23. Lauren Clark Fine Art

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Lauren Clark Fine Art is another impressive contemporary art gallery in Great Barrington; Lauren Clark Fine Art features the work of more than 40 locally and internationally renowned artists.

Discover paintings, sculptures (interior and exterior), fine art prints, photography, jewelry, ceramics, and more as you explore the beautiful art gallery with friends and family.

Browsing artwork by Lauren Clark Fine Art is one of the best things to do in Great Barrington, MA. The fine art gallery is also home to an artist community where local artists share experiences and artistic inspiration.

At Lauren Clark Fine Art, you can bring your photographs to have them professionally framed. Designed by the artist, these frames are made from unique materials designed to last. The gallery has been framing paintings and other works of art for about 30 years.

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Bring your friends and family to this unique contemporary art gallery for an evening of art and relaxation.

Address: 684 Main St, Great Barrington, MA 01230-2156

24. Elsie Abrams Antiques

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One of the things to do in Great Barrington is to browse the wonderful selection of antiques at Elsie Abrams Antiques.

At Elsie Abrams Antique Restaurant, you're sure to be amazed at the selection of exquisite antique cuisine.

Whether you're looking for complete tableware, a gift, or something to add to your collection, you're sure to find what you're looking for here.

Elise Abrams began chilling antique stemware and china over 30 years ago and has established herself in the world of china ever since.

Her passion for creating spectacular tables from her incomparable collection led her to found Elsie Abrams Antiques in 1989.

Its gallery has become the country's leading source for antique china and goblets.

Elise's collection also includes antiques from the gliding era of 1880 to 1920, including Royal Worcester, Minton, Coalport, Wedgwood, and Maison (Meissen).

Elise Abrams also offers an attractive range of antique accessories including cutlery, decanters, centerpieces, candle holders and punch bowls.

Where: Elsie Abrams Antiques

25. Pfeiffer Arboretum

Would you like to visit a less noisy area during your Great Barrington holiday?

If so, you should try visiting the Pfeiffer Arboretum on Long Pond.

Many consider this tourist attraction one of Great Barrington's hidden gems.

The Pfeiffer Arboretum covers miles 0-7 and features a circular walk through magnificent forests and wetlands.

The forest management team tasked with protecting the site ensures that invasive plant species are controlled to ensure native plant populations remain healthy.

Walking along the promenade you can enjoy the natural landscape of the botanical garden.

There is a lot to see here, from the stunning greenery to the stunning views of the long pond, so head to this tourist spot and enjoy the beauty and serenity of nature.

Address: 249 Long Pond Rd, Great Barrington, MA 01230, USA.

26. Three-story cinema.

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The attraction is a 4-screen cinema showing independent, wide-release and limited-release films.

There are also shooting ranges, trendy cafes and restaurants nearby.three story cinema

Each summer, the Triplex Theater co-hosts the International Film Festival, screenings of documentaries, short films, and family films, as well as other special events.

Address: 70 Railroad St, Great Barrington, MA 01230, USA.

Massachusetts has many interesting things to see and do, explore some interesting cities, these are some of theriver fall,lenox, yspringfield

Start planning for Great Barrington

Great Barrington is a stunning city with many wonderful things to do and enjoy. W.E.B DuBois Birthplace and Mahavi Center for the Performing Arts are top international attractions and must-see places in Great Barrington.

Explore the sleepy town, visit museums, art galleries, historical sites, parks, restaurants, forest trails, hotels, and more.

Also visit Fountain Pool Park, Monument Hill, Taft Farm, Lake Mansfield, Walnut Ski Area, Antique and Art Center, Vault Gallery and many more interesting places to enjoy the beautiful city.

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