Best Resorts in West Stockbridge

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Check prices for these dates

Next weekend
Apr 17 - Apr 19
In two weeks
Apr 24 - Apr 26
In one month
May 8 - May 10
In two months
Jun 5 - Jun 7
No exact matches found, but these alternatives could be just right

Recommended hotels in West Stockbridge

Desk, laptop workspace, blackout drapes, iron/ironing board

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
$71 nightly
The price is $78
Apr 10 - Apr 11
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
$106 nightly
The price is $116
Apr 23 - Apr 24
Total with taxes and fees
Shaker Mill Inn
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

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, (1,002 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
$111 nightly
The price is $124
Apr 12 - Apr 13
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
$143 nightly
The price is $160
Apr 16 - Apr 17
Total with taxes and fees
Element Lenox Berkshires
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (892 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
$103 nightly
The price is $115
Apr 12 - Apr 13
Total with taxes and fees
Berkshires Untold
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Apr 11 - Apr 12
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Double Room | Individually decorated, iron/ironing board, free WiFi

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.6 out of 10, Exceptional, (5 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
$180 nightly
The price is $201
Apr 27 - Apr 28
Total with taxes and fees
The Berkshire Mountain Inn
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,000 reviews)
"Great location, friendly staff"
United States
James
$67 nightly
The price is $75
Apr 26 - Apr 27
Total with taxes and fees
Quality Inn Great Barrington
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (838 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
$67 nightly
The price is $74
Apr 12 - Apr 13
Total with taxes and fees
Monument Mountain Motel
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (897 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
$108 nightly
The price is $120
May 10 - May 11
Total with taxes and fees
Berkshire Mountain Lodge
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (44 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
$149 nightly
The price is $166
Apr 22 - Apr 23
Total with taxes and fees
Wilder House Berkshires
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, (846 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
$79 nightly
The price is $88
Apr 10 - Apr 11
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (88 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
$118 nightly
The price is $132
Apr 16 - Apr 17
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (173 reviews)
"Best host (Lucas) makes all the difference! Great views and delicious breakfasts. "
United States
diane
$150 nightly
The price is $172
Apr 24 - Apr 25
Total with taxes and fees
Blackberry River Inn
Property grounds

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (36 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
$386 nightly
The price is $431
Apr 13 - Apr 14
Total with taxes and fees
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (114 reviews)
"We had a great stay! Close to Hudson and all the great spots there. Spacious and lovely room. We'll definitely stay here again!"
United States
Jeremy
$175 nightly
The price is $196
Apr 12 - Apr 13
Total with taxes and fees
Changing Times Boutique Country Lodging
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (214 reviews)
"Delightful and well appointed stay! Close to so many things and very cozy."
United States
Jackie
$140 nightly
The price is $157
Apr 12 - Apr 13
Total with taxes and fees
the Alander
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
$91 nightly
The price is $102
Apr 27 - Apr 28
Total with taxes and fees
Quality Inn Lee - Lenox South
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
$189 nightly
The price is $211
Apr 12 - Apr 13
Total with taxes and fees
The Red Lion Inn
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
$110 nightly
The price is $123
Apr 12 - Apr 13
Total with taxes and fees
The Little Lion
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

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Friendly staff, clean room, good breakfast"
Andrii 3-night trip
Posted 10 hours ago
Quality Inn Great Barrington

Find out more about West Stockbridge

West Stockbridge Resorts information

Number of reviews
9,140
Accommodation
28 Resorts
Lowest Price
$74
Highest Price
$431

Frequently asked questions

What is West Stockbridge like for a resort vacation?
Longing for a relaxing escape? You deserve the comforts of a resort, where you can find everything you want for your vacation from convenient dining options to activities and entertainment. Browse the resorts in the area and discover the best one for you, whether you envision yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.
What's the best resort in West Stockbridge?
Our highest-rated resort near West Stockbridge: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 6.4 mi (10.3 km) from West Stockbridge. Access to a sauna, a fitness center, and a terrace.
What can I do in West Stockbridge?
Travelers enjoy exploring the gardens, and also have good things to say about the dining options here. If you brought the kids, you can head to Charles H. Baldwin & Sons or Hotchkiss Mobile Studio for some family fun. For more to see in the area, you can spend time at Stockbridge Bowl or Ebenezer II Gifts and Antiques.
What's the weather like in West Stockbridge?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in West Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around West Stockbridge?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 7.4 mi (11.9 km) away from the city center. 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 take in more sights.

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