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Great Barrington Vacation Packages

Early morning docks
Monument Mountain
Great Barrington, Massachussetts
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 2,038 reviews and posted 659 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
Just arrived, but we've had time to look at our room and its amenities, which are unrecognisable from the "Lacking in many ways" review! Nicely decorated and furnished, very...
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Lantern House Motel Great Barrington
#2 Hotel in Great Barrington
Lantern House Motel Great Barrington
This is the real thing...you pull right up to your door. And the room is well appointed, comfortable and clean. Hasu, the owner, will probably greet you and he is most willing to...
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Monument Mountain Motel
#3 Hotel in Great Barrington
Monument Mountain Motel
Clean, recently remodeled everything is new, including the mattress. The only issue is the air conditioner is really loud hard to sleep with it on. Other than that it is a...
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Cheap Flights to Great Barrington
All Washington to Hartford (WAS-BDL) fares found by travelers in the past 72 hours*
Oct
$91 round trip
Nov
$91 round trip
Dec
$97 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.