Olivias Overlook - West Stockbridge, Massachusetts

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Our top choices for West Stockbridge hotels

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
The price is AU$112
includes taxes & fees
15 June - 16 June
Pleasant Valley Motel West Stockbridge

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is AU$213
includes taxes & fees
17 June - 18 June
Shaker Mill Inn

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,013 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is AU$166
includes taxes & fees
15 June - 16 June
The Yankee Inn

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is AU$183
includes taxes & fees
17 June - 18 June
Best Western Plus Berkshire Hills Inn & Suites

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is AU$149
includes taxes & fees
17 June - 18 June
Quality Inn Great Barrington

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (978 reviews)
"Very quiet and clean will book again"
United States
Sade
The price is AU$225
includes taxes & fees
22 June - 23 June
Berkshire Mountain Lodge

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (867 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is AU$122
includes taxes & fees
15 June - 16 June
Monument Mountain Motel

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (469 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is AU$104
includes taxes & fees
15 June - 16 June
Berkshire Travel Lodge

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (420 reviews)
"Below average B&B"
United States
Larry
The price is AU$171
includes taxes & fees
15 June - 16 June
Locust Tree Bed and Breakfast LLC

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (583 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is AU$125
includes taxes & fees
15 June - 16 June
Travelodge by Wyndham Great Barrington Berkshires

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (828 reviews)
"Quiet"
United States
William
The price is AU$109
includes taxes & fees
28 June - 29 June
FairBridge Inn Express

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (772 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is AU$217
includes taxes & fees
23 June - 24 June
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (186 reviews)
"beautiful inn"
United States
Maura
The price is AU$243
includes taxes & fees
22 June - 23 June
Blackberry River Inn

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (565 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is AU$139
includes taxes & fees
17 June - 18 June
The Little Lion

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,006 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is AU$209
includes taxes & fees
16 June - 17 June
Quality Inn Lee - Lenox South

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (226 reviews)
"Very clean. Updated "
United States
jennifer
The price is AU$178
includes taxes & fees
15 June - 16 June
Chatham Travel Lodge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (986 reviews)
"Very nice hotel. Highly recommend the restaurant."
United States
Thomas
The price is AU$225
includes taxes & fees
16 June - 17 June
Berkshires Untold

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,007 reviews)
"They were doing some renovations which made parking an issue but otherwise great place."
United States
Eric
The price is AU$192
includes taxes & fees
22 June - 23 June
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (865 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is AU$125
includes taxes & fees
15 June - 16 June
Howard Johnson by Wyndham Lenox

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (81 reviews)
"Excellent lodge, recommend."
United States
Jason
The price is AU$242
includes taxes & fees
16 June - 17 June
Little Cat 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.
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Stay near popular West Stockbridge attractions

Learn more about West Stockbridge

The historic Turn Park Art Space showcases outdoor sculptures along winding paths overlooking the Housatonic River. Grab breakfast at Six Depot Roastery before browsing the charming shops and galleries along Main Street.

Olivias Overlook - West Stockbridge, Massachusetts

Top West Stockbridge Hotel Reviews

More cheap accommodation in West Stockbridge

Frequently asked questions

What's the best place to stay in West Stockbridge?
Shaker Mill Inn is one of the top choices for your stay based on our traveller data. This B&B offers free parking and a library. Pleasant Valley Motel West Stockbridge is another good choice for your stay. See all available top hotels, or vacation rentals in West Stockbridge.
What are some of the best holiday rentals that West Stockbridge has to offer?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This highly rated holiday home rental in West Stockbridge is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in West Stockbridge.
If I need to cancel my hotel reservation in West Stockbridge, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in West Stockbridge.
What is the top LGBTQ-friendly hotel in West Stockbridge?
Shaker Mill Inn is a top LGBTQ-friendly B&B that features free breakfast and free parking. See all available hotels listed as LGBTQ-friendly in West Stockbridge.
What are some hotels with pools in West Stockbridge?
Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Vacation Village in the Berkshires and The Yankee Inn are a couple of other choices with an on-site pool. View all hotels with pools in West Stockbridge.
What is staying in West Stockbridge like?
Budget-minded travellers will find good deals in West Stockbridge, and many visitors will definitely appreciate the gardens and restaurants. Tourists can also enjoy so much more including its lake views. In West Stockbridge, there are 35 hotels and other accommodation options to choose from. Find out more about West Stockbridge.
What should I do while I'm visiting West Stockbridge?
Attractions such as Charles H. Baldwin & Sons, Hotchkiss Mobile Studio and Ebenezer II Gifts and Antiques are fun for children of all ages. A couple of additional sights to add to your itinerary are Stockbridge Bowl and Hoffman's Pottery. Take a look at what more there is to see and do in Expedia's West Stockbridge guide.
What's the weather like in West Stockbridge?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in West Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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