Great Barrington Holiday Packages

Save when you book Great Barrington package deals

Choose two or more items and save on your trip:

Book your Great Barrington holiday

Wotif is here to help you save your hard-earned money.

Combine your flight and hotel bookings into one handy package.

With the extra spending money you can see stacks more in Great Barrington.

Your savings could reach if you lock in a package today. How do you do this? Simply mix and match from more than 550 airlines and 665,000 worldwide properties.

Wotif boasts some of the top prices under the sun. So stop daydreaming and start making new experiences.

Great Barrington Accommodation

Wotif has an excellent range of accommodation in Great Barrington for your upcoming holiday. Reserve your favourite choice today so you can get on with mapping out the rest of your itinerary.

If you can't treat yourself on holidays, when can you? Add some decadence to your well-deserved break by spending your evenings at The Barrington (281 Main St, Level 3). You know you deserve it. If you want something more comfy and easy on the wallet, we've got a couple of excellent options as well. Start with The Briarcliff Motel (506 Stockbridge Road).

Car Hire in Great Barrington

The nearest car rental outlet to Pittsfield Municipal Airport is Enterprise (526 East St), which is a short drive from the airport terminal. You'll have plenty of time to find out a few local secrets from your taxi driver during the ride there.

Holidays to Great Barrington

Isn't it time you gave up fantasising about Great Barrington and got on that plane already? We think it is. But before you start battling with your neighbour for that armrest, let us fill you in on the basics.

Want to picture where you'll be based? Great Barrington is 170 kilometres north of the popular city of New York.

Travelling's about meeting lots of new people and sharing extraordinary experiences. With approximately 2 000 residents in this part of The Berkshires, you're certain to make friends with a few like-minded folk.

Top Great Barrington hotels

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
Fully refundable
The price is NZ$231 per night from 8 May to 9 May
NZ$231
includes taxes & fees
8 May - 9 May
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
"Staff was very nice and the room was clean and quiet."

Reviewed on 28 Mar. 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is NZ$140 per night from 1 May to 2 May
NZ$140
includes taxes & fees
1 May - 2 May
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
room
"Room was clean and the frig was updated to a larger size, which was nice. There is a bit of a danger with the bathtub. It has a high step in and out of the shower/ tub. Pillows were too soft. There was no neck support."

Reviewed on 21 Apr. 2025

Quality Inn
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is NZ$142 per night from 6 May to 7 May
NZ$142
includes taxes & fees
6 May - 7 May
Stay at this 3-star motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
"My stay here was very pleasant. Booking was a breeze and I did like the fact they were easy to communicate with and checking in was so easy. Love the simplicity. Whenever I have to travel back to that town I will surely stay here again. In fact I will be next week."

Reviewed on 19 Apr. 2025

The Little Lion
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.