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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 2,266 reviews and posted 782 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
Trip Advisor scores again. Others' recommendations got us to stay here and we were not disappointed. An unassuming strip motel with 17 rooms, set back from the highway in a...
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Lantern House Motel Great Barrington
#2 Hotel in Great Barrington
Lantern House Motel Great Barrington
Arriving at the Lantern House Motel on a cold night after a long day of skiing, I met the proprietor as he was emerging from my reserved room: he had gone there to check the heat...
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Monument Mountain Motel
#3 Hotel in Great Barrington
Monument Mountain Motel
Wonderful motel. Drive up in front of door. Very cute. Ultra Clean with a microwave and fridge. Must be newly renovated. Great Heat. Super shower with hot water. We could walk to...
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Cheap Flights to Great Barrington
All Washington to Hartford (WAS-BDL) fares found by travelers in the past 72 hours*
Jun
$67 round trip
Jul
$67 round trip
Aug
$67 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.