We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

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 3,540 reviews and posted 1,688 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
The rooms are tidy and the continental breakfast just the right touch. Good homemade granola to go over locally sourced yogurt, and a different muffin or scone each morning. Rich...
1. Find your perfect hotel
2. Find the right flight
Fairfield Inn & Suites Lenox Great Barrington/Berkshires
#2 Hotel in Great Barrington
Fairfield Inn & Suites Lenox Great Barrington/Berkshires
The Fairfield Inn was the perfect place for wedding guests. I had over 20 rooms booked at the Fairfield for my Daughter's wedding and the rooms and check in went beautifully. I...
1. Find your perfect hotel
2. Find the right flight
Lantern House Motel Great Barrington
#3 Hotel in Great Barrington
Lantern House Motel Great Barrington
I have been coming to the Lantern for years during the ski season. Now bring my kids. The rooms are clean, comfortable and homey. There aren't many hotels or motels I've...
1. Find your perfect hotel
2. Find the right flight
Cheap Flights to Great Barrington
Oct
find price return
Nov
find price return
Dec
find price return
†  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.