Title: Visit Great Barrington: 2026 Travel Guide for Great Barrington, Massachusetts | Expedia.com [Hotels in Great Barrington](https://expedia.com/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)[Vacation Rentals in Great Barrington](https://expedia.com/Great-Barrington-Vacation-Rentals.d110336.Travel-Guide-VacationRentals)[Flights to Great Barrington](https://expedia.com/Cheap-Flights-To-Great-Barrington.d110336.Travel-Guide-Flights)[Car Rentals in Great Barrington](https://expedia.com/Car-Rentals-In-Great-Barrington.d110336.Car-Rental-Guide)[Great Barrington Vacation Packages](https://expedia.com/Great-Barrington.d110336.Destination-Travel-Guides) # Great Barrington, MA ## Travel Guide ![Great Barrington](https://images.trvl-media.com/place/110336/0637a4e2-3fd9-47f4-811d-d18c1eac7d62.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington](https://images.trvl-media.com/place/110336/0637a4e2-3fd9-47f4-811d-d18c1eac7d62.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington which includes city views](https://images.trvl-media.com/place/110336/71344492-4983-4ba1-aeee-c045d63b7b4b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington showing central business district, cafe lifestyle and outdoor eating](https://images.trvl-media.com/place/110336/48a526b6-747c-484f-992f-ece90b6f27e6.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Great Barrington showing a church or cathedral](https://images.trvl-media.com/place/110336/8bc0aa8d-68ce-4fbf-a4c5-ac032f9ce9c2.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Great Barrington Things to do Reviews #### Enjoy fine dining and antique shopping at this Berkshires hub, along with hiking, biking and skiing in the surrounding countryside. Visit Great Barrington, the largest town in the southwest Berkshires, for outdoor activities. With more hotels, restaurants and services than in neighboring towns and villages, it’s an ideal weekend destination and a great base for exploring the area. While Great Barrington oozes with colonial charm, the town is not sleepy. You’ll find plenty to see and do. Get acquainted with the town center by strolling along Main Street and browsing numerous antique stores. Before shopping, consider converting your dollars into Berkshares. This local currency experiment is designed to strengthen the area’s economy visitors who use Berkshares receive discounts. Later, select from the town’s great restaurants and funky bars. Great Barrington is home to many ex-New Yorkers and is a popular weekend destination for Manhattanites. Its diverse and sophisticated selection of restaurants appeals to this cultured clientele. Head to the Saturday farmers market for fresh, locally sourced produce. Great Barrington has cultural attractions too. For drama, film and concerts, visit the Mahaiwe Performing Arts Center. Built in 1905, this local institution is still going strong after more than a century. Enjoy an art exhibit at the Vault Gallery and look for the namesake vault with the safe door still intact from the days when the building was used as a bank. While staying here, explore the great outdoors in a variety of ways. Head for the nearby nature reservation of Bartholomew’s Cobble, a rocky, tree-covered knoll with 6 miles (10 kilometers) ofscenic hiking trails. Just a 10-minute drive from the town, you’ll find Monument Mountain, which offers breathtaking views over the Housatonic River Valley. In winter, hit the slopes at the popular local ski resort Ski Butternut, which is 3 miles (5 kilometers) from Great Barrington. Reach Great Barrington in about 2.5 hours from Boston or New York. Getting to and around this rural area is easiest by car. After enjoying everything the town center offers, grab a map and head out to see the spectacular countryside. - Great Barrington Hotel Deals - Vacation Rentals in Great Barrington ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn 372 Main Street Great Barrington MA $76 nightly $85 total Feb 22 - Feb 23 Total with taxes and fees Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ... 8.4/10 Very Good! (1,001 reviews) Staff was very friendly, daily housekeeping, and very centrally located! Reviewed on Feb 4, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=128208&PinnedHotelID=128208&HadPinnedHotel=true®ionId=110336) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 415 Stockbridge Rd Great Barrington MA $107 nightly $120 total Feb 22 - Feb 23 Total with taxes and fees Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ... 8.8/10 Excellent! (729 reviews) The staff was very nice. The breakfast very good. Comfortable bed. Adjustable temperature. Reviewed on Feb 2, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=892229&PinnedHotelID=892229&HadPinnedHotel=true®ionId=110336) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 249 Stockbridge Rd Great Barrington MA $151 nightly $169 total Feb 22 - Feb 23 Total with taxes and fees Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ... 9.2/10 Wonderful! (765 reviews) Clean room, kind and attentive staff Reviewed on Jan 25, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=913175&PinnedHotelID=913175&HadPinnedHotel=true®ionId=110336) [See all 1,547 properties in Great Barrington](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F9%2F2026&endDate=2%2F10%2F2026®ionId=110336) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![Amazing 2-bedroom apartment sunny and quiet in Great Barrington ](https://images.trvl-media.com/lodging/108000000/107230000/107227300/107227233/66fbfe59_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Amazing 2-bedroom apartment sunny and quiet in Great Barrington Great Barrington MA Stay at this apartment in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Housatonic River and Housatonic ... 9.4/10 Exceptional! (42 reviews) Great location! Walking distance to downtown attractions and the river walk. Nice sunny apartment with eclectic personally. Modern furnishings in an older building but it works! We had a great time exploring Great Barrington. Host answered questions quickly. We hope to go back this summer when things ... Reviewed on Jan 19, 2026 [](https://expedia.com/Great-Barrington-Hotels-Amazing-2-Bedroom-Apartment-Sunny-And-Quiet-With-WiFi-In-Great-Barrington.h107227233.Hotel-Information) ![Pet Friendly Riverfront Home in Great Barrington](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/406cc767_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pet Friendly Riverfront Home in Great Barrington Great Barrington MA Stay at this vacation home in Great Barrington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Monument Mountain Reservation and Art et ... 9.2/10 Wonderful! (8 reviews) Great location and nice size house for a family of 5\. We had a couple hiccups but the host responded quickly and handled things promptly. Reviewed on Feb 2, 2026 [](https://expedia.com/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information) ![Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/be941bed_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut! Great Barrington MA Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ski Butternut and Lake Buel are located ... 9.8/10 Exceptional! (31 reviews) Great house with plenty of bedrooms and space! Perfect location for a ski weekend. Reviewed on Jan 16, 2026 [](https://expedia.com/Great-Barrington-Hotels-Minutes-From-Ski-Butternut.h78701034.Hotel-Information) [See all properties in Great Barrington](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=110336&sort=VACATION_RENTAL) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Check Great Barrington hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2026-02-08&endDate=2026-02-09) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2026-02-09&endDate=2026-02-10)[Feb 9 - Feb 10](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2026-02-09&endDate=2026-02-10) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=110336&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026) ### Popular places to visit ![new england foliage overlooking pond with beautiful reflection](https://images.trvl-media.com/place/553248621560926695/7f9cc7a3-0724-4ed8-8050-41ee54686943.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lake Mansfield Park Explore the great outdoors at Lake Mansfield Park, a lovely green space in Great Barrington. Experience the area's theater scene and live music. [](https://expedia.com/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction) ![A relatively easy hike for this nice view. ](https://images.trvl-media.com/place/110336/0c19841e-0721-43a5-9e62-24d1eb025fa9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Monument Mountain Reservation You can take time to visit Monument Mountain Reservation during your travels to Great Barrington. While you're here, you can savor the top-notch restaurants. [](https://expedia.com/Monument-Mountain-Reservation-Great-Barrington.d974580971445694464.Vacation-Attraction) #### Ski Butternut Hit the slopes in Great Barrington with a visit to Ski Butternut. While you're in the area, stroll along the lakeside. [](https://expedia.com/Ski-Butternut-Great-Barrington.d6182072.Vacation-Attraction) #### Mahaiwe Performing Arts Center You can enjoy a show at Mahaiwe Performing Arts Center on your trip to Great Barrington. While you're here, you can savor the top-notch restaurants. [](https://expedia.com/Mahaiwe-Performing-Arts-Center-Great-Barrington.d553248621532665242.Vacation-Attraction) #### Housatonic River Walk You can take time to visit Housatonic River Walk during your travels to Great Barrington. Experience the area's theater scene and live music. [](https://expedia.com/Housatonic-River-Walk-Great-Barrington.d553248621532665241.Vacation-Attraction) #### Lake Buel Commune with nature and explore the great outdoors at Lake Buel during your travels in Great Barrington. While you're here, you can savor the top-notch restaurants. [](https://expedia.com/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction) ## Reviews of Great Barrington 4.4 Top Destination 5 - Excellent 105 4 - Good 65 3 - Okay 17 2 - Disappointing 2 1 - Terrible 0 ### 5/5 - Excellent Verified traveler It's a good sized town with some very interesting shopping. We didn't eat there so I can't say anything about the restaurants. ### 3/5 - Okay Verified traveler This hotels breakfast was awful. Old dried out eggs. Moldy bread. Grinds in coffee. Heater was broken in room. Had it set on 68 and it felt like 80\. Finally turned it off and had no heat. ### 4/5 - Good Verified traveler This was a holiday trip to visit with family. The location was convenient with easy access to neighboring towns ### 5/5 - Excellent Verified traveler It was an excellent "base" for a few days of hiking on the Appalachian Trail in Western Massachusetts. Surprising variety of restaurants in the town, all that we tried were excellent. ### 3/5 - Okay Verified traveler Went to visit my daughter at Bard. They should consider a shuttle to college. There are no taxis and public transport is extremely limited. ### 5/5 - Excellent Verified traveler Great Barrington is a quaint town, with great shopping, dining, hiking, and views. It's beautiful any time of year. Check out the concerts put out by the professional choral group, Crescendo. ## Cities near Great Barrington ![Lee which includes a sunset](https://images.trvl-media.com/place/8572/3624b023-3883-407a-895c-5e19a97e5a3e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Lee ![Scenic view of Eagle Lake at Callahan State Park in Framingham, Boston, Massachusetts, USA.](https://images.trvl-media.com/place/137834/7067f2e5-0290-4bbd-be08-b4012c85c091.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### New Marlborough ![FTYTP1 The Upper Sheffield Covered Bridge, Sheffield, Massachusetts, USA](https://images.trvl-media.com/place/157238/14d96789-8e82-406f-8456-70392b70b95e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Sheffield ![Norman Rockwell Museum located at Stockbridge Massachusetts](https://images.trvl-media.com/place/162575/47b8e491-e5e2-4491-8119-5d0ea8ef10fc.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Stockbridge ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Housatonic River Walk ](https://www.expedia.com/Housatonic-River-Walk-Hotels.0-l553248621532665241-0.Travel-Guide-Filter-Hotels) - [Hotels near Mahaiwe Performing Arts Center ](https://www.expedia.com/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels) - [Hotels near Lake Mansfield Park ](https://www.expedia.com/Lake-Mansfield-Park-Hotels.0-l553248621560926695-0.Travel-Guide-Filter-Hotels) - [Hotels near W.E.B. 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[Flights from New York (JFK) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/jfk/gbr/new-york-to-great-barrington) - [Flights from Boston (BOS) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/bos/gbr/boston-to-great-barrington) - [Flights from Albany (ALB) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/alb/gbr/albany-to-great-barrington) - [Flights from Walter J. Koladza ](https://www.expedia.com/lp/airports/gbr/flights-from-walter-j-koladza-airport) - [Flights from Atlanta (ATL) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/atl/gbr/atlanta-to-great-barrington) - [Flights from Denver (DEN) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/den/gbr/denver-to-great-barrington) - [Flights from Fort Lauderdale (FLL) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/fll/gbr/fort-lauderdale-to-great-barrington) - [Flights from Nashville (BNA) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/bna/gbr/nashville-to-great-barrington) - [Flights from Chicago (ORD) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/ord/gbr/chicago-to-great-barrington) - [Flights from Allentown (ABE) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/abe/gbr/allentown-to-great-barrington) - [Flights from Seattle (SEA) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/sea/gbr/seattle-to-great-barrington) - [Flights from Portland (PWM) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/pwm/gbr/portland-to-great-barrington) - [Flights from Manchester (MAN) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/man/gbr/manchester-to-great-barrington) - [Flights from Dallas (DFW) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/dfw/gbr/dallas-to-great-barrington) - [Flights from Hartford (BDL) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/bdl/gbr/hartford-to-great-barrington) - [Flights from Wilkes-Barre (AVP) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/avp/gbr/wilkes-barre-to-great-barrington) - [Flights from Orlando (MCO) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/mco/gbr/orlando-to-great-barrington) - [Flights from Detroit (DTW) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/dtw/gbr/detroit-to-great-barrington) - [Flights from San Francisco (SFO) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/sfo/gbr/san-francisco-to-great-barrington) - [Flights from Tampa (TPA) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/tpa/gbr/tampa-to-great-barrington) - [Flights from Houston (IAH) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/iah/gbr/houston-to-great-barrington) - [Flights from Milwaukee (MKE) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/mke/gbr/milwaukee-to-great-barrington) - [Flights from Knoxville (TYS) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/tys/gbr/knoxville-to-great-barrington) - [Flights from Charlotte (CLT) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/clt/gbr/charlotte-to-great-barrington) - [Flights from Fort Myers (RSW) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/rsw/gbr/fort-myers-to-great-barrington) - [Flights from West Palm Beach (PBI) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/pbi/gbr/west-palm-beach-to-great-barrington) - [Flights from Frankfurt (FRA) to Great Barrington (GBR) ](https://www.expedia.com/lp/flights/fra/gbr/frankfurt-to-great-barrington) - [Flights to South Egremont ](https://www.expedia.com/Cheap-Flights-To-South-Egremont.d183341.Travel-Guide-Flights) - [Flights to Alford ](https://www.expedia.com/Cheap-Flights-To-Alford.d3000421226.Travel-Guide-Flights) - [Flights from Alford ](https://www.expedia.com/lp/flights/3000421226/flights-from-alford) - [Flights from Housatonic ](https://www.expedia.com/lp/flights/3000441135/flights-from-housatonic) - [Flights to Sheffield ](https://www.expedia.com/Cheap-Flights-To-Sheffield.d157238.Travel-Guide-Flights) - [Flights from Sheffield ](https://www.expedia.com/lp/flights/157238/flights-from-sheffield) - [Housatonic River Walk ](https://www.expedia.com/Housatonic-River-Walk-Great-Barrington.d553248621532665241.Vacation-Attraction) - [Lake Mansfield Park ](https://www.expedia.com/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction) - [W.E.B. Du Bois Boyhood Homesite ](https://www.expedia.com/WEB-Du-Bois-Boyhood-Homesite-Great-Barrington.d553248621560926696.Vacation-Attraction) - [Ski Butternut ](https://www.expedia.com/Ski-Butternut-Great-Barrington.d6182072.Vacation-Attraction) - [Visit South Egremont ](https://www.expedia.com/South-Egremont.dx183341) - [Visit Alford ](https://www.expedia.com/Alford.dx3000421226) - [Alford Vacations ](https://www.expedia.com/Alford.d3000421226.Destination-Travel-Guides) - [Visit Housatonic ](https://www.expedia.com/Housatonic.dx3000441135) - [Les Trois Emme Winery ](https://www.expedia.com/Les-Trois-Emme-Winery-Great-Barrington.d553248621532664814.Vacation-Attraction) - [Visit Sheffield ](https://www.expedia.com/Sheffield.dx157238) - [Car rentals near Ski Butternut ](https://www.expedia.com/Car-Rentals-In-Ski-Butternut.d6182072.Car-Rental-Guide) - [Car rental Great Barrington Airport (GBR) ](https://www.expedia.com/Car-Rentals-In-Walter-J-Koladza.d6309544.Car-Rental-Guide) - [Car rentals near South Egremont ](https://www.expedia.com/Car-Rentals-In-South-Egremont.d183341.Car-Rental-Guide) - [Car rentals near Alford ](https://www.expedia.com/Car-Rentals-In-Alford.d3000421226.Car-Rental-Guide) - [Car rentals near North Egremont ](https://www.expedia.com/Car-Rentals-In-North-Egremont.d553248635976384751.Car-Rental-Guide) - [Car rentals near Egremont ](https://www.expedia.com/Car-Rentals-In-Egremont.d553248634998707560.Car-Rental-Guide) - [Car rentals near Housatonic ](https://www.expedia.com/Car-Rentals-In-Housatonic.d3000441135.Car-Rental-Guide) - [Car rentals near Sheffield ](https://www.expedia.com/Car-Rentals-In-Sheffield.d157238.Car-Rental-Guide) - [Alford Vacation Rentals ](https://www.expedia.com/Alford-Vacation-Rentals.d3000421226.Travel-Guide-VacationRentals) - [Housatonic Vacation Rentals ](https://www.expedia.com/Housatonic-Vacation-Rentals.d3000441135.Travel-Guide-VacationRentals) - [Sheffield Vacation Rentals ](https://www.expedia.com/Sheffield-Vacation-Rentals.d157238.Travel-Guide-VacationRentals) - Cities near Great Barrington - Places of interest [Lee](https://expedia.com/Lee.dx8572)[New Marlborough](https://expedia.com/New-Marlborough.dx137834)[Sheffield](https://expedia.com/Sheffield.dx157238)[Stockbridge](https://expedia.com/Stockbridge.dx162575)[West Stockbridge](https://expedia.com/West-Stockbridge.dx173346)[South Egremont](https://expedia.com/South-Egremont.dx183341)[South Lee](https://expedia.com/South-Lee.dx183343)[Tyringham](https://expedia.com/Tyringham.dx183347)[Hillsdale](https://expedia.com/Hillsdale.dx183683)[Monterey](https://expedia.com/Monterey.dx6005411)[Sandisfield](https://expedia.com/Sandisfield.dx6005416)[Southfield](https://expedia.com/Southfield.dx6339785)[Copake Falls](https://expedia.com/Copake-Falls.dx6339859)[Alford](https://expedia.com/Alford.dx3000421226)[Housatonic](https://expedia.com/Housatonic.dx3000441135)[Mill River](https://expedia.com/Mill-River.dx3000748895) - [Ski Butternut ](https://expedia.com/Ski-Butternut-Great-Barrington.d6182072.Vacation-Attraction) - [Mahaiwe Performing Arts Center ](https://expedia.com/Mahaiwe-Performing-Arts-Center-Great-Barrington.d553248621532665242.Vacation-Attraction) - [Housatonic River Walk ](https://expedia.com/Housatonic-River-Walk-Great-Barrington.d553248621532665241.Vacation-Attraction) - [Lake Mansfield Park ](https://expedia.com/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction) - [Les Trois Emme Winery ](https://expedia.com/Les-Trois-Emme-Winery-Great-Barrington.d553248621532664814.Vacation-Attraction) - [W.E.B. Du Bois Boyhood Homesite ](https://expedia.com/WEB-Du-Bois-Boyhood-Homesite-Great-Barrington.d553248621560926696.Vacation-Attraction) - [Dry Hill ](https://expedia.com/Dry-Hill-Great-Barrington.d553248621532664813.Vacation-Attraction) - [Tanglewood Music Center ](https://expedia.com/Tanglewood-Music-Center-Lenox.d503292.Vacation-Attraction) - [National Shrine of the Divine Mercy ](https://expedia.com/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction) - [Mohawk Mountain Ski Area ](https://expedia.com/Mohawk-Mountain-Ski-Area-Connecticut.d6182064.Vacation-Attraction) - [Catamount Ski Area ](https://expedia.com/Catamount-Ski-Area-United-States-of-America.d6087211.Vacation-Attraction) - [Lime Rock Park ](https://expedia.com/Lime-Rock-Park-Lakeville.d6127072.Vacation-Attraction) - [Norman Rockwell Museum ](https://expedia.com/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction) - [Hudson River ](https://expedia.com/Hudson-River-New-York.d681942362185793536.Vacation-Attraction) - [Olana State Historic Site ](https://expedia.com/Olana-State-Historic-Site-Hudson.d6093757.Vacation-Attraction) - [Lee Premium Outlets ](https://expedia.com/Lee-Premium-Outlets-Lee.d6127084.Vacation-Attraction) - [Bousquet Ski Area ](https://expedia.com/Bousquet-Ski-Area-Pittsfield.d553248621532665283.Vacation-Attraction) - [Jacob's Pillow ](https://expedia.com/Jacobs-Pillow-Becket.d553248621532666599.Vacation-Attraction) - [Catamount Aerial Adventure Park ](https://expedia.com/Catamount-Aerial-Adventure-Park-Hillsdale.d553248621532664791.Vacation-Attraction) - [Mohawk Mountain State Forest ](https://expedia.com/Mohawk-Mountain-State-Forest-Connecticut.d6341086.Vacation-Attraction) - [The Mount ](https://expedia.com/The-Mount-Lenox.d553248621532665265.Vacation-Attraction) - [Berkshire Botanical Garden ](https://expedia.com/Berkshire-Botanical-Garden-Stockbridge.d553248621532665247.Vacation-Attraction) - [Hancock Shaker Village ](https://expedia.com/Hancock-Shaker-Village-Pittsfield.d6091849.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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