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Featured Great Barrington Hotels with WiFi

Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd Great Barrington MA
$67 nightly
The price is $74 total per night
$74 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Monument Mountain Motel in Great Barrington, you'll be a 4-minute walk from Housatonic River and within a 5-minute drive of Housatonic River Walk.
Parking included
Free WiFi
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
$76 nightly
The price is $85 total per night
$85 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes by foot from Housatonic River.
Breakfast included
Parking included
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
$107 nightly
The price is $120 total per night
$120 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
With a stay at Holiday Inn Express Hotel & Suites Great Barrington by IHG in Great Barrington, you'll be on a river, just steps from Housatonic River and a 3-minute drive from Monument Mountain Reservation.
Pool
Breakfast included
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
$135 nightly
The price is $151 total per night
$151 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires places you in the heart of Great Barrington, within a 5-minute drive of Housatonic River Walk and Ski Butternut.
Pool
Breakfast included
Lantern House Motel

Lantern House Motel

2.5 out of 5
256 Stockbridge Road Great Barrington MA
With a stay at Lantern House Motel in Great Barrington, you'll be in the mountains, a 4-minute walk from Housatonic River and a 2-minute drive from Housatonic River Walk.
Pool
Breakfast included
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road Great Barrington MA
$110 nightly
The price is $123 total per night
$123 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Great Barrington, The Little Lion is within a 10-minute drive of Ski Butternut and Berkshire Botanical Garden.
Pet friendly
Parking included
The Old Inn On The Green

The Old Inn On The Green

4 out of 5
134 Hartsville-New Marlborough Rd Great Barrington MA
$336 nightly
The price is $368 total per night
$368 total
Dec 14 - Dec 15
Total with taxes and fees
Located in Great Barrington, The Old Inn On The Green is a 5-minute drive from Dry Hill and 7 minutes from Questing.
Pool
Breakfast included
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
400 Stockbridge Rd Great Barrington MA
$75 nightly
The price is $84 total per night
$84 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Travelodge by Wyndham Great Barrington Berkshires in Great Barrington, you'll be on the riverwalk, within a 5-minute drive of Monument Mountain Reservation and Monument Mountain.
Pet friendly
Parking included
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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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Great Barrington hotels essential information

Accommodation
1,555 hotels
Lowest Price
$74
Highest Price
$368
Popular hotels
Monument Mountain Motel, Quality Inn, Holiday Inn Express Hotel & Suites Great Barrington by IHG, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Lantern House Motel, The Little Lion, The Old Inn On The Green, Travelodge by Wyndham Great Barrington Berkshires

Most Recent Great Barrington Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"My husband and I needed a night away between the holidaze and it was perfect! Cozy, clean and warm fireplace to nurture us during a cold snap! Shelly went above and beyond to ensure that we were comfortable and in the quietest part of the hotel. We are booking our family members there"
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham

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