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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 3,286 reviews and posted 1,481 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 have stayed at the Briarcliff several times and most recently hosted our family for our daughter's graduation from Simon's Rock. We occupied 10 rooms.I highly recommend the...
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2. Find the right flight
Fairfield Inn & Suites Lenox Great Barrington/Berkshires
#2 Hotel in Great Barrington
Fairfield Inn & Suites Lenox Great Barrington/Berkshires
Recently, I was on a 4 week assignment for work which took me to Great Barrington, MA. Though I've been a lifelong resident of Massachusetts, I'd never been to Great Barrington...
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Days Inn Great Barrington
#3 Hotel in Great Barrington
Days Inn Great Barrington
I am a Platinum Member of IHG, have their credit card and usually stay in their properties, particularly Holiday Inn Express. What a wonderful surprise we found at this Days Inn...
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Cheap Flights to Great Barrington
All Washington to Hartford (WAS-BDL) fares found by travellers in the past 72 hours*
Jun
US$123 round trip
Jul
US$123 round trip
Aug
US$123 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.