A mountainous landscape with a lake and dense forests.

Search Holiday Homes in West Stockbridge

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for West Stockbridge holiday homes

Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is £106
includes taxes & fees
6 Jul - 7 Jul
The Yankee Inn
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (427 reviews)
"Below average B&B"
United States
Larry
The price is £90
includes taxes & fees
5 Jul - 6 Jul
Locust Tree Bed and Breakfast LLC
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (56 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is £128
includes taxes & fees
7 Jul - 8 Jul
Wilder House Berkshires
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (462 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is £129
includes taxes & fees
6 Jul - 7 Jul
Shaker Mill Inn
Deep-tissue massages, Swedish massages, facials, 5 treatment rooms

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.6 out of 10, Excellent, (53 reviews)
"Beautiful property and rooms great bar and restaurant "
United States
ANDREW
The price is £198
includes taxes & fees
27 Jul - 28 Jul
Pocketbook Hotel and Bath
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (840 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is £48
includes taxes & fees
19 Jul - 20 Jul
FairBridge Inn Express
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (481 reviews)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is £57
includes taxes & fees
6 Jul - 7 Jul
Berkshire Travel Lodge
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (576 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is £94
includes taxes & fees
5 Jul - 6 Jul
The Little Lion
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"Clean room and breakfast"
United States
Raphael
The price is £181
includes taxes & fees
22 Jul - 23 Jul
The Red Lion Inn
Children’s activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"The property is in terrible condition."
United States
Olga V
The price is £61
includes taxes & fees
7 Jul - 8 Jul
Pleasant Valley Motel West Stockbridge
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,005 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is £140
includes taxes & fees
7 Jul - 8 Jul
Berkshires Untold
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (871 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is £65
includes taxes & fees
5 Jul - 6 Jul
Berkshire Inn
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (91 reviews)
"Excellent lodge, recommend."
United States
Jason
The price is £128
includes taxes & fees
5 Jul - 6 Jul
Little Cat Lodge
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (120 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is £132
includes taxes & fees
8 Jul - 9 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (190 reviews)
"beautiful inn"
United States
Maura
The price is £117
includes taxes & fees
6 Jul - 7 Jul
Blackberry River Inn
Signature Apartment | Private kitchen | Fridge, espresso maker, coffee/tea maker, electric kettle

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (158 reviews)
"Great location, spacious rooms, comfortable and well decorated"
United States
Jack
The price is £105
includes taxes & fees
28 Jul - 29 Jul
Howard Hotel
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (231 reviews)
"Very clean. Updated "
United States
jennifer
The price is £94
includes taxes & fees
6 Jul - 7 Jul
Chatham Travel Lodge
BBQ/picnic Area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (11 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is £122
includes taxes & fees
8 Jul - 9 Jul
Hideaway Inn Lenox
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (105 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is £112
includes taxes & fees
6 Jul - 7 Jul
The Springs Motel
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (49 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is £121
includes taxes & fees
21 Jul - 22 Jul
East Rock Inn
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Stockbridge Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Great “motel” close to Lenox and Tanglewood! Nice rooms, nicely decorated. Vibrant restaurant/bar in lobby. Nice outdoor seating with a band playing. Small but good menu."
Kimberly 1-night trip
Posted 1 hour ago
Berkshires Untold

Find out more about West Stockbridge

West Stockbridge Holiday Homes information

Number of reviews
8,731
Accommodation
492 Holiday Homes
Lowest Price
£48
Highest Price
£198