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Resorts in Stockbridge

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Recommended hotels in Stockbridge

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1009)
"great place have stayed several times, and hope to return."
The price is ¥20,951
¥30,157 total
includes taxes & fees
Nov 9 - Nov 10
The Red Lion Inn

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (107)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
The price is ¥46,789
¥56,603 total
includes taxes & fees
Oct 27 - Oct 28
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1010)
"Great property would certainly stay again."
The price is ¥15,373
¥17,171 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Plus Berkshire Hills Inn & Suites

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (76)
"The Springs Motel was a delight! Something away from the boring, staple type of hotel. The staff was so friendly and welcoming. The coffee and breakfast is a great touch! Can't wait to go back"
The price is ¥15,183
¥16,655 total
includes taxes & fees
Oct 13 - Oct 14
The Springs Motel

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (674)
"Great place to have a girls night for old friends when one of us is back in town for a night. Very convenient place well kept. "
The price is ¥15,603
¥17,428 total
includes taxes & fees
Nov 10 - Nov 11
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Element Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is ¥20,411
¥22,800 total
includes taxes & fees
Nov 9 - Nov 10
Element Lenox Berkshires

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great Indian restaurant in the hotel!"
The price is ¥16,064
¥17,944 total
includes taxes & fees
Nov 2 - Nov 3
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (896)
"Excellent customer service and great rooms"
The price is ¥15,573
¥17,394 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1008)
"Staff was very helpful - easy location - clean rooms!"
The price is ¥14,008
¥15,647 total
includes taxes & fees
Oct 26 - Oct 27
Quality Inn

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (323)
"Nice place "
The price is ¥14,938
¥16,686 total
includes taxes & fees
Oct 31 - Nov 1
The Central Downtown Inn & Suites

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1009)
"Nice and clean would stay again."
The price is ¥12,723
¥14,212 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (428)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is ¥20,259
¥22,225 total
includes taxes & fees
Nov 12 - Nov 13
Shaker Mill Inn

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2057)
"Nice room clean and friendly staff"
The price is ¥13,868
¥17,149 total
includes taxes & fees
Nov 2 - Nov 3
Vacation Village in the Berkshires

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Very clean, nice amenities , great location!!"
The price is ¥18,022
¥20,130 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Berkshires-Lenox

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (406)
"Peaceful area and great staff; Thank you for the service and experience "
The price is ¥15,875
¥18,256 total
includes taxes & fees
Oct 13 - Oct 14
Locust Tree Bed and Breakfast LLC

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (755)
"Easy parking, great community spaces, beautiful decor! "
The price is ¥13,228
¥14,775 total
includes taxes & fees
Nov 2 - Nov 3
Berkshires Untold

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (766)
"Excellent value. Owners are attentive. Rooms are clean and comfortable. "
Monument Mountain Motel

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (695)
"Great stay, perfect "
The price is ¥14,091
¥19,118 total
includes taxes & fees
Nov 2 - Nov 3
Berkshire Mountain Lodge

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (981)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
The price is ¥22,076
¥24,658 total
includes taxes & fees
Oct 19 - Oct 20
Jiminy Peak Mountain Resort

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (807)
"Good for the one night drive through! "
The price is ¥11,944
¥13,341 total
includes taxes & fees
Oct 19 - Oct 20
Howard Johnson by Wyndham Lenox
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 Stockbridge Hotel Reviews

Find out more about Stockbridge

Stockbridge Resorts information

Number of reviews
14,790
Accommodation
34 Resorts
Lowest Price
¥13,341
Highest Price
¥56,603

Frequently asked questions

What can I expect from a resort vacation in Stockbridge?
You deserve a getaway, and a resort is just the place to treat yourself to the services and amenities you need for a relaxing time in Stockbridge. One of the comfortable resorts in the area might be just what you're searching for, whether you want an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What's the best resort for my stay in Stockbridge?
Our highest-rated resort near Stockbridge: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 2.7 mi (4.3 km) from Stockbridge. Access to a sauna, a fitness center, and a terrace.
What can I do in Stockbridge?
Travelers enjoy visiting the historic sites and other landmarks in Stockbridge, and also have good things to say about its bars. Learn about the local history at monuments like National Shrine of the Divine Mercy, or bring the kids to Berkshire Botanical Garden for some family fun. Additional attractions in the area include Naumkeag Museum and Norman Rockwell Museum.
What's the weather like in 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 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 Stockbridge?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) away from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 20 mi (32.3 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.