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.
Want the lowest hotel prices? You're in the right place. We check 200+ sites for you.

Great Barrington Holiday Packages

Monument Mountain
Great Barrington, Massachussetts
One of the views
Great Barrington Holiday Packages
Want to book a holiday to Great Barrington? Whether you're off for a romantic holiday, family trip, or an all-inclusive holiday, Great Barrington holiday packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect holiday package for Great Barrington on TripAdvisor by comparing Great Barrington hotel and flight prices. Travellers like you have written 3,138 reviews and posted 1,356 candid photos for Great Barrington hotels. Book your Great Barrington holiday today!
Or build your own Great Barrington holiday package
Briarcliff Motel
#1 Hotel in Great Barrington
Briarcliff Motel
We spend every winter weekend at the Briarcliff because of the easy access to Butternut. We're big fans. The breakfast is wonderful. The rooms are clean and comfortable. The...
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
An excellent stay ahead of a day of skiing at Butternut. Miranda at the front was friendly,efficient and a pleasure to have a conversation with. Our room was clean and comfortable...
1. Find your perfect hotel
2. Find the right flight
Lantern House Motel Great Barrington
#3 Hotel in Great Barrington
Lantern House Motel Great Barrington
I went skiing at catamount with two friends and the ski and stay package was a great price! The room was excellent. It had a very home-like feel. The room was clean, and the beds...
1. Find your perfect hotel
2. Find the right flight
Cheap Flights to Great Barrington
All Washington to Hartford (WAS-BDL) fares found by travellers in the past 72 hours*
Feb
US$ 77 round trip
Mar
US$ 113 round trip
Apr
US$ 113 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travellers 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.