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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 3,136 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...
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Fairfield Inn & Suites Lenox Great Barrington/Berkshires
#2 Hotel in Great Barrington
Fairfield Inn & Suites Lenox Great Barrington/Berkshires
My sister and I spent a night here for a girls night away from our busy lives in NY. We enjoyed the pool and whirlpool. There was only one other person sharing it with us and we...
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Days Inn Great Barrington
#3 Hotel in Great Barrington
Days Inn Great Barrington
“So easy!” 19/01/2017
This is the second MLK weekend my family of 4 have piled in to a room at this Days Inn for a ski weekend (this time at Catamount, last year was Butternut). We request a ground...
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Cheap Flights to Great Barrington
All Washington to Hartford (WAS-BDL) fares found by travellers in the past 72 hours*
Feb
USD 77 return
Mar
USD 107 return
Apr
USD 107 return
†  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.