Great Barrington, located in Massachusetts, is a highly appealing town and a must-visit destination for those seeking a charming escape.
The town is known for its scenic beauty and historic architecture, as well as its community spirit and welcoming atmosphere.
It has plenty to offer visitors at any time of year, including outdoor activities such as hiking and skiing, as well as cultural attractions like museums and art galleries.
You also don’t want to miss any of Great Barrington’s many dining options, from award-winning restaurants to neighborhood joints serving healthy meals and artisanal cocktails.
Visitors can also enjoy a range of entertainment options here, including live music, theatrical performances, and unique special events.
If you’re looking for an unforgettable vacation in the Berkshires, Great Barrington is the ideal destination.
Keep reading for a comprehensive list of everything the area has to offer so you can start planning your trip
The 35 Most Popular Things To Do In Great Barrington, Massachusetts
35. Butternut Basin
5.0 (1 review)
Credit: Делян Ковачев, License, Wikimedia commons
34. Peeskawso Peak
3.0 (1 review)
Credit: Tom Walsh, License, Wikimedia commons
33. Austerlitz Historical Society
4.7 (3 reviews)
Credit: V Pickett, Google Maps
Location: 11550 NY 22 Austerlitz NY
Tel: 518 392 0062
Web Address: https://oldausterlitz.org/
32. Sheffield Historical Society
5.0 (4 reviews)
Credit: Paul O’Brien, Google Maps
Location: 159 Main Street #161 Sheffield MA
Tel: 413 229 2694
Web Address: http://sheffieldhistory.weebly.com/
31. Steepletop
4.6 (7 reviews)
Credit: Daphne Barber, Google Maps
Location: 440 E Hill Road Austerlitz NY
Tel: 518 392 3362
30. Guilder Pond
5.0 (7 reviews)
Credit: jim catalfamo, Google Maps
29. Flag Rock
5.0 (8 reviews)
Credit: English: Fanny (Appleton), License, Wikimedia commons
28. Pfeiffer arboretum
4.2 (9 reviews)
Credit: Judy Burghardt, Google Maps
Location: 249 Long Pond Road Great Barrington MA
Web Address: https://gbland.org/pfeiffer-arboretum-long-pond
27. Lake Buel
5.0 (10 reviews)
Credit: Dzmitry Rusakevich, Google Maps
26. Thomas and Palmer Brook
4.6 (12 reviews)
Credit: Tara Richards, Google Maps
Location: 305 Streetate Road Great Barrington MA
Web Address: https://bnrc.org/trails-and-maps/thomas-and-palmer-brook/
25. Mount Everett
4.5 (15 reviews)
24. Benedict Pond
4.4 (16 reviews)
Credit: Mark Sheldon, Google Maps
23. Alford Springs
4.7 (21 reviews)
Credit: Drew Robertson, Google Maps
Location: 2 20 Old Village Road Great Barrington MA
Tel: 413 499 0596
Web Address: https://bnrc.org/trails-and-maps/top-berkshire-trails/alford-springs/
22. Mission House
4.2 (22 reviews)
Location: 19 Main Street Streetockbridge MA
Tel: 413 298 3239
Web Address: https://thetrustees.org/place/the-mission-house/
21. Race Brook Falls
4.6 (22 reviews)
20. Laurel Lake
4.7 (25 reviews)
Credit: Fishtress3, Google Maps
19. Benedict Pond Loop
4.7 (27 reviews)
Credit: Joseph Lagalla, Google Maps
Location: Great Barrington MA
Web Address: https://mass.gov/doc/beartown-state-forest-benedict-pond-loop-trail/download
18. Housatonic Flats Reserve
4.5 (46 reviews)
Location: 439 Streetockbridge Road Great Barrington MA
Tel: 413 499 0596
Web Address: https://bnrc.org/trails-and-maps/top-berkshire-trails/housatonic-flats/
17. Upper Sheffield Covered Bridge
4.5 (47 reviews)
Location: Covered Bridge Ln Sheffield MA
Web Address: https://visit-massachusetts.com/berkshiresandpioneervalley/covered-bridges/
16. W.E.B. Du Bois National Historic Site
4.4 (58 reviews)
Credit: Tony Lambert, Google Maps
Location: 612 S Egremont Road Great Barrington MA
Tel: 413 717 6259
Web Address: https://duboisnhs.org/
15. Thom Reed – UFO Monument Park
4.6 (61 reviews)
Location: Covered Bridge Ln Sheffield MA
Tel: 561 856 3456
Web Address: https://ufopark.org/
14. Mount Washington State Forest
4.7 (61 reviews)
Location: 143 East Street Mt Washington MA
Tel: 413 528 0330
Web Address: https://mass.gov/locations/mount-washington-state-forest
13. Fountain Pond State Park
4.4 (62 reviews)
Location: US 7 Great Barrington MA
Tel: 413 532 3985
Web Address: http://berkshirehiking.com/hikes/fountainpond.html
12. Circle Museum
4.6 (64 reviews)
Location: 11111 11373 NY 22 Austerlitz NY
Web Address: http://circlemuseum.com/
11. River Walk
4.4 (79 reviews)
Location: 7 Cottage Street Great Barrington MA
Web Address: https://gbriverwalk.org/
10. Guthrie Center
5.0 (83 reviews)
Credit: maureenml0521, License, Flickr
Location: 2 Van Deusenville Road Great Barrington MA
Tel: 413 528 1955
Web Address: http://guthriecenter.org/
Our Top picks
9. Race Brook Falls
5.0 (2 reviews)
Credit: Gregory Sliwoski, Google Maps
8. Monument Mountain
4.8 (10 reviews)
Credit: Tichnor Bros. Inc.,, License, Wikimedia commons
7. Lake Mansfield
4.4 (14 reviews)
Credit: Shudong Hao, License, Flickr
6. Catamount Aerial Adventure Park
4.6 (75 reviews)
Credit: Allen Livermore, Google Maps
Location: 17 Catamount Road South Egremont MA
Tel: 413 528 1262
Web Address: http://catamountski.com/
5. Mount Everett State Reservation
4.7 (149 reviews)
Location: 143 East Street Mt Washington MA
Tel: 413 528 0330
Web Address: https://mass.gov/locations/mount-everett-state-reservation
4. Beartown State Forest
4.6 (186 reviews)
Credit: Cate La Barre, Google Maps
Location: 69 Blue Hill Road Monterey MA
Tel: 877 422 6762
Web Address: https://mass.gov/locations/beartown-state-forest
3. Monument Mountain Reservation
4.8 (307 reviews)
Credit: Tom Walsh, License, Wikimedia commons
Location: Great Barrington MA
Tel: 413 298 3239
Web Address: https://thetrustees.org/place/monument-mountain/
2. Butternut Ski Area and Tubing Center
4.5 (966 reviews)
Credit: Butternut Ski Area and Tubing Center, Google Maps
Location: 380 Streetate Road Great Barrington MA
Tel: 413 528 2000
Web Address: https://skibutternut.com/
1. Catamount Mountain Resort
4.5 (982 reviews)
Credit: Slawomir Medon, Google Maps
Location: 78 Catamount Road Hillsdale NY
Tel: 413 528 1262
Web Address: http://catamountski.com/
Final Words:
Thank you for reading our list of the best things to do in Great Barrington, Massachusetts! We hope it helped you plan the perfect itinerary for your next trip to this fantastic destination. Happy travels!
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