
Great Barrington Vacations from $316
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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


The Perch Hotel
Reviewed on Jul 22, 2025

Lodges At Cresthaven
Reviewed on Jul 25, 2025


Hilton Garden Inn Saratoga Springs
Reviewed on Aug 8, 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
Reviewed on Aug 8, 2025

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Reviewed on Aug 6, 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Reviewed on Aug 10, 2025
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 |
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