Photo by Photo courtesy of Berkshire Visitors Bureau

Find hotels in The Berkshires, MA from ฿2,859

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
7 Nov - 8 Nov
Tomorrow
8 Nov - 9 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Filter by

Guest rating
Guest rating
Star rating

Top 10 The Berkshires hotels and places to stay

Lobby
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2124)
"Clean and great pool and hot tub facilities "
United States
Alyce
The price is ฿2,981
฿3,686 total
includes taxes & fees
12 Nov - 13 Nov
Vacation Village in the Berkshires
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Good for one night stay"
United States
Marla
The price is ฿3,552
฿3,968 total
includes taxes & fees
30 Nov - 1 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (791)
"Easy parking, great community spaces, beautiful decor! "
United States
Kerry
The price is ฿3,001
฿3,353 total
includes taxes & fees
23 Nov - 24 Nov
Berkshires Untold
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (941)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is ฿3,175
฿3,546 total
includes taxes & fees
21 Nov - 22 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
The price is ฿3,287
฿3,671 total
includes taxes & fees
18 Nov - 19 Nov
The Yankee, Trademark Collection by Wyndham
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
8.8 out of 10, Excellent, (1002)
"Very clean and inviting Hotel located in downtown area. Very walkable area. Parking was free. Front desk very friendly and helpful. Would stay again."
United States
Tammy
The price is ฿4,533
฿5,063 total
includes taxes & fees
7 Dec - 8 Dec
Hotel Downstreet, an Ascend Collection Hotel
Front of property
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
9.0 out of 10, Wonderful, (1000)
"Honestly I just enjoyed being able to relax Play some games in the cute pub and the breakfast was yummy and stuff was inviting and so helpful "
United States
Sandra
The price is ฿4,173
฿5,928 total
includes taxes & fees
10 Nov - 11 Nov
The Cornell Inn, Lenox & The Berkshires
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
9.0 out of 10, Wonderful, (779)
"Place was great!"
United States
Benjamin
The price is ฿3,701
฿4,588 total
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (747)
"Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome. "
United States
Jeff
Berkshire Mountain Lodge
Outdoor pool, pool loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1002)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is ฿4,860
฿6,876 total
includes taxes & fees
13 Nov - 14 Nov
The Red Lion Inn
Front of property – evening/night
The Williams Inn
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (533)
"Great stay"
United States
SIDNEY
The price is ฿6,385
฿7,133 total
includes taxes & fees
24 Nov - 25 Nov
The Williams Inn
Suite, 2 Bedrooms | 2 bedrooms, Frette Italian sheets, premium bedding, down duvets
The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
3.5 star property
9.4 out of 10, Exceptional, (432)
"Excellent place! "
United States
Francisco
The price is ฿4,654
฿5,922 total
includes taxes & fees
8 Dec - 9 Dec
The Porches Inn at Mass MoCA
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (56)
"Bright new hotel with very friendly and helpful staff. "
United States
Mary
The price is ฿3,828
฿4,276 total
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Front of property – evening/night
Hotel On North
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (792)
"Perfect Stay in the Berkshire This hotel was spacious, clean, and had everything needed for a comfortable stay. The room was well-maintained, and the location was ideal—close to local attractions and easy to get around. Smooth check-in process and great access throughout. Highly recommend! "
United States
Ann
The price is ฿4,321
฿4,827 total
includes taxes & fees
23 Nov - 24 Nov
Hotel On North
Front of property
Chambery Inn
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (372)
"We LOVED our mini getaway at the Chambery Inn. The room was gorgeous, spacious, and very comfortable. The fireplace couldn't have been easier to operate. The jetted tubs were divine with plenty of hot water the towel warmer was a nice bonus. The room was fully stocked with glassware and a corkscrew which was appreciated. We look forward to coming back"
United States
Samuel
Chambery Inn
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (690)
"Solid location, great room, good breakfast. Fair Price. Been 3 different times and look forward to returning again "
United States
Jamie
The price is ฿3,314
฿3,702 total
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Single Room | 1 bedroom, in-room safe, desk, free WiFi
Blue Vista Motor Lodge
Blue Vista Motor Lodge
2.0 star property
9.8 out of 10, Exceptional, (193)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is ฿5,786
฿6,116 total
includes taxes & fees
12 Nov - 13 Nov
Blue Vista Motor Lodge
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (751)
"Very friendly and accommodating staff. Room was clean, which is very important to us. Breakfast in the morning was great. Nice variety of items and nice and fresh. It saved us money and the hassles of finding a breakfast restaurant. We are very pleased with our stay. "
United States
John
The price is ฿4,633
฿5,175 total
includes taxes & fees
13 Nov - 14 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
5.4 out of 10, (807)
"Room spotless and staff helpful."
United States
William
The price is ฿2,187
฿2,443 total
includes taxes & fees
23 Nov - 24 Nov
FairBridge Inn Express
Property amenity
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (586)
"Fabulous place"
United States
Mary
The price is ฿4,114
฿4,596 total
includes taxes & fees
30 Nov - 1 Dec
Courtyard by Marriott Lenox Berkshires
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.
View all properties

Great weekend hotel deals in The Berkshires, MA

Showing deals for:14 Nov - 16 Nov

Image gallery for Prospect Berkshires

Egyptian cotton sheets, premium bedding, down duvets, minibar

Prospect Berkshires

3.0 star property
Great Barrington
9.4/10Exceptional (13 reviews)
10% off
Price is ฿13,850
฿33,112 total
includes taxes & fees
Prospect Berkshires
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Check out hotels with a hot tub in The Berkshires

Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2 out of 10, Wonderful, (1000)
The price is ฿3,287
฿3,671 total
includes taxes & fees
18 Nov - 19 Nov
The Yankee, Trademark Collection by Wyndham
View all properties

Hotels with free breakfast in The Berkshires you'll enjoy

Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2 out of 10, Wonderful, (1000)
The price is ฿3,287
฿3,671 total
includes taxes & fees
18 Nov - 19 Nov
The Yankee, Trademark Collection by Wyndham
View all properties

Hotels with a pool in The Berkshires may fit your trip

Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (747)
Berkshire Mountain Lodge
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.
View all properties

Stay near popular Western Massachusetts attractions

A road near Tanglewood. Driving through the Berkshires is never a disappointing #roadtrip
Photo by Wanderlustfemale
Open Photo by Wanderlustfemale

Tanglewood Music Center

4.8/5 (235 reviews)
Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.
See properties
Wide paths in the middle pf a forest shows the ski trails on the mountains in the summer

Jiminy Peak Mountain Resort

4.3/5 (199 reviews)
Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.
See properties

Learn more about The Berkshires

Tucked in western Massachusetts, this region blends culture and nature with world-class museums and lush hiking trails. Catch a summer concert at Tanglewood, explore Norman Rockwell's art in Stockbridge, or ski the slopes at Jiminy Peak in nearby Hancock.

See all hotels in The Berkshires
The Berkshires featuring flowers
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau

Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"We truly enjoyed our stay. Our room was spacious, beds comfy and the charm and history of the inn is truly enchanting. "
Lori 1-night trip
Posted 4 days ago
The Red Lion Inn

More cheap stays in The Berkshires

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is ฿2,559 per night from 10 Nov to 11 Nov
฿2,559
฿2,859 total
10 Nov - 11 Nov
includes taxes & fees
7.4/10 Good! (817 reviews)

Explore a world of travel with Expedia