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Top Stockbridge Boutique Hotels

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Recommended hotels in Stockbridge

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1021)
"Great Indian restaurant in the hotel!"
The price is 3.029.744 ₫
3.384.224 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (737)
"Great location and very clean. Beautifully decorated and the restaurant is amazing. Just wish it offered a free breakfast with the room. "
The price is 3.369.973 ₫
3.764.261 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Berkshires Untold

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1005)
"Nice and clean would stay again."
The price is 2.446.238 ₫
2.732.448 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Quality Inn

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 4.726.137 ₫
6.458.702 ₫ total
includes taxes & fees
30 Oct - 31 Oct
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, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is 8.170.936 ₫
9.884.701 ₫ total
includes taxes & fees
14 Oct - 15 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Tanglewood Suites

2.5 star property
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
The price is 7.102.407 ₫
7.102.407 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Tanglewood Suites

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (136)
"Loved everything especially Lucas and Joe💟☮️"
The price is 4.339.333 ₫
4.990.233 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Blackberry River Inn

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (759)
"Good value for the price"
Monument Mountain Motel

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (68)
"Quiet and quaint place. I have stayed a couple of times."
The price is 2.705.384 ₫
2.967.807 ₫ total
includes taxes & fees
30 Sept - 1 Oct
The Springs Motel

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (883)
"Our stay was very pleasant "
The price is 2.590.134 ₫
2.893.180 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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.

Top Stockbridge Hotel Reviews

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Frequently asked questions

What's there to see and do in Stockbridge?
The bars and historic landmarks are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Stockbridge include Naumkeag Museum, Norman Rockwell Museum and Frelinghuysen Morris House and Studio. For even more to see and do, make a stop at National Shrine of the Divine Mercy, Berkshire Botanical Garden and Housatonic River.
What kind of weather should I plan for when I travel to Stockbridge?
Having a good idea of the weather in Stockbridge will help you enjoy your stay to the fullest. 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 Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's the best way to get to my boutique hotel in Stockbridge?
You have a few options for travelling to and around Stockbridge. The nearest major airport is Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) from the heart of the city, but Hudson, NY (HCC-Columbia County) may also be an option. If you'd like to venture out around the area, consider renting a car to explore more sights.