Great Barrington Vacations from $223
Book a Hotel + Flight or Car together to unlock savings
Your Great Barrington Vacation
Say goodbye to the worries of planning and hello to a Great Barrington vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with Canann Village Historic District, which is good for dining, culture and shopping. Fill your spare time with visits to Ski Butternut, Housatonic River Walk and Lake Buel, some of the things you simply have to see during a trip to Great Barrington. Expedia is here to help you escape the everyday. Tailor your vacation to Great Barrington to suit your travel style, whatever that may be!
The Latest Great Barrington vacation packages
Marriott Albany
Reviewed on Nov 29, 2025
The Equinox Golf Resort & Spa
Reviewed on Nov 21, 2025
South Shire
Reviewed on Oct 31, 2025
Discover the most popular places to visit in Great Barrington
Ski Butternut
Hit the slopes in Great Barrington with a visit to Ski Butternut. While you're in the area, stroll along the lakeside.
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.
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.
Great Barrington Hotel Deals
Quality Inn
Room was extremely clean, beds very comfortable, staff friendly. The only problem was the noisy heating system which loudly switched on and off at night preventing us from getting a good nights sleep. I would also suggest getting a room in the front of the hotel, rather than the back, since a train ...
Reviewed on Nov 22, 2025
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Pancake machine was a hoot! However brown sugar for oatmeal was hard as rock just like the breakfast potatoes. Staff was nearby but no one refreshing or checking on breakfast entrees. Enjoyed the updates to thr room. Room 241 very nice! Fascia board near toilet roll needs repair. Overall I would ...
Reviewed on Nov 23, 2025
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Yes
Reviewed on Nov 21, 2025
Find the Best Great Barrington Vacation Packages
Great Barrington Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 2,200 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Norman Rockwell Museum, Ski Butternut and Bash Bish Falls State Park |
Great Barrington Ski Vacation Packages
Do it your way with one of our Great Barrington ski vacation packages. Whether you're after an adrenaline-filled adventure, some respite at altitude or a bit of both, your ultimate getaway begins with Expedia. Travel to Great Barrington between December and March and choose from about 22 runs operating at this renowned ski spot in United States of America. Make your way to a beginners' area and hone your skills before going downhill skiing. If you need some extra gear, you can rent it at the ski village. When it's time to hang up your skis, head on over to the resort's day spa. It's the perfect way to recharge your batteries following hours of endless fun. A family ski vacation in Great Barrington is a wonderful opportunity to enjoy new things with your gang. Once you've all honed your skiing technique, be sure to go snowboarding and tobogganing.
How To Get Around
Pick up one of Expedia's Great Barrington vacation packages and your next unforgettable adventure is just a flight away. After landing at Albany International Airport, it's one hour to reach this terrific ski destination. It takes 10 minutes to arrive at the runs from the middle of Great Barrington, and parking is free. If you're driving during winter, tire chains are recommended. Save big bucks on your ski vacation when you bundle your bookings. Select from a season-pass ticket or a full-day ticket, then combine your hotel, flights and a car rental into a package to get the cheapest price possible. Scroll through our Great Barrington ski package deals for some ideas.
Great Barrington Ski Accommodations
Expedia also has your back if you'd prefer a vacation package that includes a hotel. You'll find 2 lodging options in and around Great Barrington where you can rest up after an energetic day on the snow. Here are our best picks:
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Check in here and take advantage of amenities such as windsurfing and complimentary breakfast.
- Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel: Make happy new memories at this popular retreat which features windsurfing and complimentary breakfast.
For even more inspiration, browse Expedia's entire selection of Great Barrington accommodations and start planning your ski vacation!
Great Barrington Resort Ski Info
Average yearly snowfall | 10 ft |
|---|---|
Elevation of lowest ski lift | 820 ft |
Cost of 1-day lift pass | Under $75 |
Easy runs | 8 |
Moderate runs | 8 |
Advanced runs | 6 |
Longest run | 1.5 mi |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
- Hotels near Housatonic River Walk
- Hotels near Mahaiwe Performing Arts Center
- Hotels near Lake Mansfield Park
- Hotels near W.E.B. Du Bois Boyhood Homesite
- Hotels near Ski Butternut
- Hotels near Walter J. Koladza
- South Egremont Hotels
- Cabin Rentals in South Egremont
- Hotels with Restaurants in South Egremont
- Cottages in South Egremont
- Pet-friendly Hotels in South Egremont
- Guest Houses in South Egremont
- Beach Hotels in South Egremont
- Resorts in South Egremont
- Motels in South Egremont
- B&B in South Egremont
- Alford Hotels
- 5 Star Hotels in Alford
- Motels in Alford
- Cabin Rentals in Alford
- Cottages in Alford
- B&B in Alford
- Hotels near Art et Industrie
- Egremont Hotels
- Housatonic Hotels
- 3 Star Hotels in Housatonic
- B&B in Housatonic
- Motels in Housatonic
- Lodges in Housatonic
- Family Hotels in Housatonic
- Hotels near Les Trois Emme Winery
- Hotels near Beartown State Forest
- Sheffield Hotels
- B&B in Sheffield
- Pet-friendly Hotels in Sheffield
- Cottages in Sheffield
- Cabin Rentals in Sheffield
- Hotels with a Pool in Sheffield
- Motels in Sheffield
- Hotels with Kitchenettes in Sheffield
- Resorts in Sheffield
- 4 Star Hotels in Sheffield
- Hotels with Restaurants in Sheffield
- Historic Hotels in Sheffield
- Aparthotels in Sheffield
- Flights from New York (JFK) to Great Barrington (GBR)
- Flights from Boston (BOS) to Great Barrington (GBR)
- Flights from Albany (ALB) to Great Barrington (GBR)
- Flights from Walter J. Koladza
- Flights from Atlanta (ATL) to Great Barrington (GBR)
- Flights from Denver (DEN) to Great Barrington (GBR)
- Flights from Fort Lauderdale (FLL) to Great Barrington (GBR)
- Flights from Nashville (BNA) to Great Barrington (GBR)
- Flights from Chicago (ORD) to Great Barrington (GBR)
- Flights from Seattle (SEA) to Great Barrington (GBR)
- Flights from Allentown (ABE) to Great Barrington (GBR)
- Flights from Portland (PWM) to Great Barrington (GBR)
- Flights from Manchester (MAN) to Great Barrington (GBR)
- Flights from Dallas (DFW) to Great Barrington (GBR)
- Flights from Hartford (BDL) to Great Barrington (GBR)
- Flights from Wilkes-Barre (AVP) to Great Barrington (GBR)
- Flights from Orlando (MCO) to Great Barrington (GBR)
- Flights from San Francisco (SFO) to Great Barrington (GBR)
- Flights from Detroit (DTW) to Great Barrington (GBR)
- Flights from Milwaukee (MKE) to Great Barrington (GBR)
- Flights from Houston (IAH) to Great Barrington (GBR)
- Flights from Tampa (TPA) to Great Barrington (GBR)
- Flights from Knoxville (TYS) to Great Barrington (GBR)
- Flights from Charlotte (CLT) to Great Barrington (GBR)
- Flights from Fort Myers (RSW) to Great Barrington (GBR)
- Flights from West Palm Beach (PBI) to Great Barrington (GBR)
- Flights from Frankfurt (FRA) to Great Barrington (GBR)
- Flights to South Egremont
- Flights to Alford
- Flights from Alford
- Flights from Housatonic
- Flights to Sheffield
- Flights from Sheffield