We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Great Barrington Vacation Packages

Monument Mountain
Great Barrington, Massachussetts
One of the views
Great Barrington Vacation Packages
Want to book a vacation to Great Barrington? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Great Barrington vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Great Barrington on TripAdvisor by comparing Great Barrington hotel and flight prices. Travelers like you have written 2,644 reviews and posted 1,001 candid photos for Great Barrington hotels. Book your Great Barrington vacation today!
Or build your own Great Barrington vacation package
Briarcliff Motel
#1 Hotel in Great Barrington
Briarcliff Motel
Richard and Clare have turned an old roadside motel into a warm, but Euro-feel, B&B. They are the most generous, helpful innkeepers I've ever met. The breakfast was all food...
1. Find your perfect hotel
2. Find the right flight
Fairfield Inn & Suites Lenox Great Barrington/Berkshires
#2 Hotel in Great Barrington
Fairfield Inn & Suites Lenox Great Barrington/Berkshires
The Fairfield Inn & Suites in Great Barrington was a pleasure. Their staff is kind and courteous and with just a 5 minute drive to the ski-resort we wouldn't pick another place to...
1. Find your perfect hotel
2. Find the right flight
Monument Mountain Motel
#3 Hotel in Great Barrington
Monument Mountain Motel
“Great stay!” 02/01/2016
Stayed here for one night last weekend with my husband and son. We were in Great Barrington to go skiing at Butternut. Motel was very nice. Room had basic amenities but it was...
1. Find your perfect hotel
2. Find the right flight
Cheap Flights to Great Barrington
All Washington to Hartford (WAS-BDL) fares found by travelers in the past 72 hours*
Feb
$109 round trip
Mar
$93 round trip
Apr
$93 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.