Great Barrington Holiday Packages

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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 accommodations 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

Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
The price is AU$354 per night from 16 Mar to 17 Mar
AU$354
16 Mar - 17 Mar
includes taxes & fees
Prospect Berkshires: Hotel with free WiFi and free parking. Located near ski runs.
Excellent local stay - would recommend to all

Reviewed on 25 Jan 2026

Opens in a new windowProspect Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is AU$237 per night from 8 Mar to 9 Mar
AU$237
8 Mar - 9 Mar
includes taxes & fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Business-friendly hotel with free breakfast and free WiFi. Located near skiing.
Clean room, kind and attentive staff

Reviewed on 25 Jan 2026

Opens in a new windowFairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is AU$119 per night from 12 Mar to 13 Mar
AU$119
12 Mar - 13 Mar
includes taxes & fees
Quality Inn Great Barrington: Business-friendly hotel with free breakfast and free WiFi. Located near ski lifts.
Staff was helpful and friendly. Room was clean and comfortable.

Reviewed on 12 Feb 2026

Opens in a new windowQuality Inn
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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.

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