Cheap Vacations in Great Barrington

Choose two or more items and save on your trip:

3-night Great Barrington vacations

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Kingston
Kingston Carriage House
Hudson Whaler
Hudson Mariner
Life House Berkshires
The Old Catskill Game Farm Inn
The Ponds at Foxhollow by Capital Vacations
Church Des Artistes Guest House
Hasbrouck House
The Wiltwyck
The Red Lion Inn
Little Cat Lodge

5-night Great Barrington vacations

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Albany-Wolf Road (Airport)
Saratoga Casino Hotel
Comfort Inn Latham - Albany North
The Landing Hotel at Rivers Casino & Resort
La Quinta Inn & Suites by Wyndham Clifton Park
Fairfield Inn & Suites by Marriott Albany Downtown
Hampton Inn & Suites Saratoga Springs Downtown
Microtel Inn by Wyndham Albany Airport
The Century House, Ascend Hotel Collection
Saratoga Lakeside Retreat
Hilton Garden Inn Troy
Park Manor Hotel

6-7 night Great Barrington vacations

Price found within the past 48 hours. Click for updated prices.
The Little Lion
Life House Berkshires
The Red Lion Inn
The Ponds at Foxhollow by Capital Vacations
Whitney by Avantstay Private Berkshires Estate
Gedney Farm
Vacation Village in the Berkshires
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Berkshire Mountain Lodge
Valley Craft Ales
Wilder House Berkshires
33 Main

Where is Great Barrington?

Well hello there, proud penny-pinchers. We know you're itching to get the most out of your Great Barrington escape for the least amount of dough. But first, let's learn a bit about this incredible destination!

It lies 19 miles to the south of Pittsfield, and 298 miles to the north-east of Washington, the nation's capital.

Would you like to meet the locals? That shouldn't be a problem, as 2,200 people call this area of Berkshire County home.

Cheap Things to do in Great Barrington

Want to know all the free things you can do in or near Great Barrington? We know you do! Read on for a few fabulous (and totally free!) activities that will definitely help balance your budget:

  • When you leave the confines of your hotel room, it can be far too easy to unwittingly spend your cash. But that certainly won't happen at Lake Mansfield Park! It's a popular place have some fun outdoors.
  • Step back into a different time and discover W.E.B. Du Bois Boyhood Homesite. This age-old attraction is a great place to get a taste of the local history without having to pay for pricey entry fees.
  • Step away from all the tourist traps and get out into the fresh air instead! Questing and Housatonic River Walk are up there with the area's best places to head outside and marvel at striking scenery.
  • Pull out your smartphone and see if you can discover a few facts about the plant species at the Ashintully Gardens. Knowledge is totally free, and guess what... so is this attraction!

Cheap Great Barrington Vacation Package Deals

Tired of making trade-offs on quality just to save money? Rest easy, CheapTickets is here to help. When you book with us, there's no need to sacrifice comfort or spend a king's ransom.

With access to 500 airline partners and around 500,000 properties around the world, you know that we will hunt down the thriftiest deals around. But it doesn't stop there! If you combine your flight and hotel bookings, you could save as much as $287.

You head to CheapTickets for the most competitive bargains, and we make sure you receive them with our Price Guarantee. If you somehow find your vacation package for a lower price within 48 hours, the difference will go straight back into your pocket.

Get CheapCash

Not only do we have great deals, we've got sensational rewards as well. With our simple program you can save heaps of dollars on any qualifying CheapTickets hotel. All you need to do now is book your flights!

Using our CheapCash program couldn't be any simpler. Log in to your existing account or sign up for a new one (for free!), and you'll be able to save on eligible bookings, as well as getting the inside word on other fantastically-thrifty bonus offers and super-scrimpy perks!

Cheap Car Rentals in Great Barrington

Watch out cheapsters — if you're using cabs to get from one place to another while vacationing, it's not hard to rack up a big bill. So, why not get your hands on a rental car for your time in Great Barrington? Not only will you get more bang for your buck, you'll also be able to hit the highway whenever you want!

Cheap Hotels in Great Barrington

Are you ready to kick start your budget-friendly vacation? Sort out your room today! CheapTickets has 12 hotels in Great Barrington.

The Barrington and the Days Inn by Wyndham Great Barrington are our recommendations. Choose your favorite and start looking forward to your island adventure!

Flight deals to Great Barrington

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your Great Barrington vacation

Don't see what you're looking for?
See all available properties in Great Barrington
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.