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Great Barrington Vacation Packages

Monument Mountain
Great Barrington, Massachussetts
One of the views
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 3,182 reviews and posted 1,409 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
“What a find!” 02/23/2017
We have been scouring for an affordable option for ski weekends for our family and this is your answer. This hotel is a GOLDEN find. It is so inexpensive and the hosts - Clare...
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Fairfield Inn & Suites Lenox Great Barrington/Berkshires
#2 Hotel in Great Barrington
Fairfield Inn & Suites Lenox Great Barrington/Berkshires
This is a good family hotel that is just a few minutes drive from Ski Butternut. Amenities for families include: breakfast offered in the morning (the kids love to make their own...
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Lantern House Motel Great Barrington
#3 Hotel in Great Barrington
Lantern House Motel Great Barrington
After a 16 hour workday this place had everything I needed. Includes full bath, small table to eat at, mini fridge, microwave, and a very comfortable queen plush matress. The...
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Cheap Flights to Great Barrington
All Washington to Hartford (WAS-BDL) fares found by travelers in the past 72 hours*
Mar
$123 round trip
Apr
$123 round trip
May
$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 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.