Villas in West Stockbridge

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5
No exact matches found, but these alternatives could be just right

Recommended hotels in West Stockbridge

Garden
Shaker Mill Inn

Bed & Breakfast in West Stockbridge

Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$102 nightly
The price is $112
Dec 14 - Dec 15
Total with taxes and fees
Shaker Mill Inn
Exterior
Pleasant Valley Motel West Stockbridge

Motel in West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
6.8 out of 10, (1001)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
$52 nightly
The price is $58
Jan 1 - Jan 2, 2026
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Exterior
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1001)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$94 nightly
The price is $105
Jan 4 - Jan 5, 2026
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Front of property
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
8.4 out of 10, Very Good, (10)
"lovely place!"
United States
Samyuktha
$261 nightly
The price is $295
Dec 21 - Dec 22
Total with taxes and fees
Pocketbook Hotel and Bath
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2 out of 10, Wonderful, (1008)
"Great stay there!! Very friendly staff"
United States
Ann
$75 nightly
The price is $84
Dec 24 - Dec 25
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (707)
"Great hospitality "
United States
regina maria
$107 nightly
The price is $120
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
Monument Mountain Motel

Motel in Great Barrington

Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (804)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
$67 nightly
The price is $74
Dec 11 - Dec 12
Total with taxes and fees
Monument Mountain Motel
Exterior
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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, (984)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$93 nightly
The price is $104
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
$131 nightly
The price is $146
Dec 17 - Dec 18
Total with taxes and fees
Element Lenox Berkshires
Exterior
Berkshire Mountain Lodge

Lodge in Pittsfield

Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (786)
"This place is so peaceful and the staff is always helpful "
United States
Leona
$108 nightly
The price is $120
Jan 8 - Jan 9, 2026
Total with taxes and fees
Berkshire Mountain Lodge
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$101 nightly
The price is $113
Dec 21 - Dec 22
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Travelodge by Wyndham Great Barrington Berkshires

Motel in Great Barrington

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
$75 nightly
The price is $84
Dec 11 - Dec 12
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Aerial view
Locust Tree Bed and Breakfast LLC

Bed & Breakfast in East Canaan

Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Dec 11 - Dec 12
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Exterior
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
8.4 out of 10, Very Good, (1002)
"Clean room and good breakfast "
United States
Kelly
$91 nightly
The price is $101
Dec 28 - Dec 29
Total with taxes and fees
Quality Inn Lee - Lenox South
Exterior
Howard Johnson by Wyndham Lenox

Motel in Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Dec 11 - Dec 12
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Exterior
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
$108 nightly
The price is $121
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior
Berkshire Inn

Motel in Pittsfield

Berkshire Inn
2.0 star property
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
$79 nightly
The price is $89
Dec 14 - Dec 15
Total with taxes and fees
Berkshire Inn
Exterior
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
$103 nightly
The price is $115
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
Exterior
The Central Downtown Inn & Suites

Guesthouse in Pittsfield

The Central Downtown Inn & Suites
4.0 star property
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
$85 nightly
The price is $95
Dec 11 - Dec 12
Total with taxes and fees
The Central Downtown Inn & Suites
Terrace/patio
Nautical Nest

Nautical Nest

Nautical Nest
2.5 star property
9.6 out of 10, Exceptional, (125)
"Very cute, great location in town, nice and quiet"
United States
Michael
$122 nightly
The price is $138
Jan 5 - Jan 6, 2026
Total with taxes and fees
Nautical Nest
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 Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Really quiet, peaceful stay and beautiful spot for the money. Front desk staff so nice. No elevator to second floor so keep in mind if have accessibility issues/wheelchair user. Great view and gluten free menu options. Would stay again if in area. Was just passing through on way to medical appointment. "
Meaghan 1-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about West Stockbridge

West Stockbridge Villas information

Number of reviews
12,852
Accommodation
3 Villas
Lowest Price
$58
Highest Price
$295

Frequently asked questions

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How can I find cheap villas in West Stockbridge?
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What is there to do near my villa in West Stockbridge?
Once you've unpacked your suitcases, get out and discover the awesome things West Stockbridge has to offer. Berkshire Botanical Garden is a popular attraction to add to your must-do list.

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