Olivias Overlook - West Stockbridge, Massachusetts

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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for West Stockbridge motels

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 S$102
includes taxes & fees
29 Jun - 30 Jun
Pleasant Valley Motel West Stockbridge
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (873 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 S$111
includes taxes & fees
25 Jun - 26 Jun
Monument Mountain Motel
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (472 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 S$98
includes taxes & fees
29 Jun - 30 Jun
Berkshire Travel Lodge
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (227 reviews)
"Very clean. Updated "
United States
jennifer
The price is S$162
includes taxes & fees
30 Jun - 1 Jul
Chatham Travel Lodge
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (102 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 S$162
includes taxes & fees
25 Jun - 26 Jun
The Springs Motel
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (829 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is S$82
includes taxes & fees
7 Jul - 8 Jul
FairBridge Inn Express
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (587 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 S$114
includes taxes & fees
24 Jun - 25 Jun
Travelodge by Wyndham Great Barrington Berkshires
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (866 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 S$111
includes taxes & fees
8 Jul - 9 Jul
Berkshire Inn
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (871 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is S$143
includes taxes & fees
24 Jun - 25 Jun
Howard Johnson by Wyndham Lenox
Bathroom

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 S$183
includes taxes & fees
6 Jul - 7 Jul
East Rock Inn
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (669 reviews)
"Decent place.friendly, quiet"
United States
William
The price is S$127
includes taxes & fees
25 Jun - 26 Jun
Econo Lodge Lee - Great Barrington
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect!!"
United States
Grzegorz
The price is S$202
includes taxes & fees
30 Jun - 1 Jul
Berkshire Lake Lodge
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (569 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is S$127
includes taxes & fees
25 Jun - 26 Jun
The Little Lion
Egyptian cotton sheets, premium bedding, memory-foam beds, desk

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (139 reviews)
"Nice "
United States
Daljit
The price is S$160
includes taxes & fees
24 Jun - 25 Jun
The Brooks Motel
Front of property

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
The price is S$174
includes taxes & fees
24 Jun - 25 Jun
Becket Motel
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (416 reviews)
"Nice place for a stay"
United States
Jay
The price is S$136
includes taxes & fees
6 Jul - 7 Jul
Sunset 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.
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Top West Stockbridge Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"I had an excellent experience with the Yankee Inn. The room was updated and the house keeping was excellent. The location was good and the staff was very nice. The breakfast was very good. I would definitely recommend staying here."
Nicolina 2-night trip
Posted less than an hour ago
The Yankee Inn

Find out more about West Stockbridge

West Stockbridge Motels information

Number of reviews
7,593
Accommodation
26 Motels
Lowest Price
S$82
Highest Price
S$202

Frequently asked questions

What can I expect from a motel trip to West Stockbridge?
If you're not able to find a motel in West Stockbridge, expand your search to find motels in the surrounding area or let Expedia help you find a similar property from more than 35 hotels and other accommodation options. Simply use our search tools to filter by price per night or money-saving amenities such as free breakfast and free airport transport.
What's it like to stay in a motel?
When you stay at a motel, you'll often find a free parking spot and an outdoor pool. With a stay at a motel, you'll usually access your room from an outside corridor overlooking the car park. Motels made their debut in the 1920s as convenient lodging for the weary traveller taking a road trip along America's major roadways.
What are the best motels in West Stockbridge?
These are some of Expedia customers' favourite motels to book in the larger area. Pleasant Valley Motel West Stockbridge: Stay within a short 9-minute drive of National Shrine of the Divine Mercy. Enjoy access to the free Wi-Fi and free parking, as well as room amenities such as a microwave. Howard Johnson by Wyndham Lenox: Free parking, a 24-hour front desk and coffee in the lobby are available during your stay. Central West Stockbridge is 7 mi (11.3 km) away. Monument Mountain Motel: Enjoy access to the picnic area, and freebies including WiFi and self-parking. Located 8.8 mi (14.2 km) from the heart of West Stockbridge. The Little Lion: Central West Stockbridge is 6.7 mi (10.7 km) away. Free WiFi and free parking are available during your stay, along with room amenities such as a microwave. Berkshire Inn: 9.3 mi (15 km) from the heart of West Stockbridge. Enjoy access to the seasonal outdoor pool, and freebies including WiFi and self-parking.
What can I do in West Stockbridge?
Visitors to West Stockbridge like its gardens and restaurants. As you're sightseeing around the area, make sure that you enjoy all there is to see and do. Some outdoorsy places nearby include Stockbridge Bowl, Berkshire Botanical Garden and Naumkeag Museum. You'll find these family-friendly attractions: Charles H. Baldwin & Sons, Hotchkiss Mobile Studio and Ebenezer II Gifts and Antiques. While you're exploring the area, consider visiting Hoffman's Pottery, Tanglewood Music Center and Norman Rockwell Museum.
What's the weather like in West Stockbridge?
Weather can make or break a road trip, so here's some data about year-round temperatures in West Stockbridge to help you plan yours: 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.
What are my options for getting around West Stockbridge while staying in a motel?
We've gathered some information about local transportation options in West Stockbridge to help you navigate your stay: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 7.4 mi (11.9 km) away from the city centre. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 17.8 mi (28.7 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.

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