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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 3,646 reviews and posted 1,759 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 had never travelled with our dog before but wanted to bring her along this time. Not many places accept dogs but Briarcliff does. The first thing we noticed was the fire pit...
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Fairfield Inn & Suites Lenox Great Barrington/Berkshires
#2 Hotel in Great Barrington
Fairfield Inn & Suites Lenox Great Barrington/Berkshires
Good location for overnight stay after day in Berkshires. Modern facility with nice amenities though did not use pool—it did look inviting! My only complaint was lack of vending...
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Lantern House Motel Great Barrington
#3 Hotel in Great Barrington
Lantern House Motel Great Barrington
We found this place by accident. Looking for a place to stay and used Hotels.com app and this Motel showed up. When we arrived, the owner greeted us and made sure we were happy...
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Cheap Flights to Great Barrington
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†  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.