A river surrounded by autumn-colored trees and a forested hill.

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13
No exact matches found, but these alternatives could be just right

Recommended hotels in Stockbridge

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

1. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,004 reviews)
"Great staff, clean room and quiet."
United States
Stephan
The price is ￥24,900
￥35,667 total
includes taxes & fees
Nov 15 - Nov 16
The Red Lion Inn
Front of property

2. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (107 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is ￥57,664
￥67,631 total
includes taxes & fees
Nov 12 - Nov 13
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (119 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ￥54,337
￥65,732 total
includes taxes & fees
Nov 6 - Nov 7
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A building with a porch and multiple windows, surrounded by purple flowers.

4. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"The facilities and property made for a wonderful family visit to the Bershires."
United States
Jared
The price is ￥18,495
￥23,749 total
includes taxes & fees
Oct 28 - Oct 29
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

5. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,000 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is ￥18,005
￥20,111 total
includes taxes & fees
Nov 15 - Nov 16
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

6. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,006 reviews)
"Very nice stay"
United States
Christine
The price is ￥14,646
￥16,360 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Lee - Lenox South
A large house with a balcony and a grassy yard.

7. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (627 reviews)
"What a beautiful spot and the views! Pool and hot tub access is a plus!"
United States
Lidia
The price is ￥16,361
￥18,276 total
includes taxes & fees
Oct 21 - Oct 22
The Little Lion
A modern hotel lobby with seating areas, tables, and a reception desk.

8. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (836 reviews)
"The location is very convenient. We have been going and staying at this hotel for the past 6 years every time we come to the Berkshire area."
United States
Maria Dulce
The price is ￥13,142
￥14,679 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A red building with a sign reading "Shaker Mill Inn."

9. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (477 reviews)
"Very nice Inn in West Stockbridge. Easy walk to center of town and short drive to all the Berkshires attractions. Room was very quiet and the grounds are wonderful. Highly recommended!"
United States
Steven
The price is ￥20,550
￥22,544 total
includes taxes & fees
Nov 9 - Nov 10
Shaker Mill Inn
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

10. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (815 reviews)
"Excellent room! Clean and good breakfast!"
Canada
Kelly
The price is ￥22,746
￥25,408 total
includes taxes & fees
Nov 3 - Nov 4
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

11. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (619 reviews)
"The owners and staff are very helpful. The rooms are comfortable and clean."
United States
Mark
The price is ￥12,488
￥13,949 total
includes taxes & fees
Oct 21 - Oct 22
Travelodge by Wyndham Great Barrington Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

12. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (924 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is ￥9,461
￥10,568 total
includes taxes & fees
Nov 15 - Nov 16
Monument Mountain Motel
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

13. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (671 reviews)
"Nice hotel."
United States
Tracy
The price is ￥19,856
￥22,179 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Lenox Berkshires
A group of people performing yoga in an outdoor setting with grass and trees.

14. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
The price is ￥10,833
￥11,883 total
includes taxes & fees
Oct 19 - Oct 20
Pleasant Valley Motel West Stockbridge
A hotel room with a bed, a desk, and two wall-mounted lamps.

15. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (703 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
The price is ￥10,363
￥11,575 total
includes taxes & fees
Nov 6 - Nov 7
Econo Lodge Lee - Great Barrington
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

16. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
"The location was good for our trip."
United States
Basil
The price is ￥16,784
￥18,747 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

17. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"A clean, well maintained, close to everything, motel. Would highly recommend and will stay again next time we are in the area."
United States
Joan
The price is ￥11,877
￥13,267 total
includes taxes & fees
Nov 8 - Nov 9
Quality Inn Great Barrington
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

18. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,037 reviews)
"A very good place to stay"
United States
Madhavi R
The price is ￥20,581
￥22,989 total
includes taxes & fees
Nov 11 - Nov 12
Berkshires Untold
A spacious hotel lobby with multiple seating areas, large windows, and a television.

19. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is ￥17,333
￥19,361 total
includes taxes & fees
Nov 7 - Nov 8
Hampton Inn & Suites Berkshires-Lenox
A large house with a covered patio area featuring outdoor seating and a fire pit.

20. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (396 reviews)
"The hotel staff were very friendly and helpful. There is ample parking and the location in town is great for walking to shops and restaurants. This is a very nice property."
United States
Michael
The price is ￥21,376
￥23,877 total
includes taxes & fees
Nov 2 - Nov 3
The Whitlock
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

Hotel On North

Hotel On North

10/10 Excellent
"The hotel is charming in the heart of Pittsfield. The rooms were large and clean. It’s a great boutique hotel with 35 rooms. There is a restaurant attached to the hotel that had great food and drinks! Will definitely be back."
Tanya 2-night trip
Posted 9 hours ago
Hotel On North

Find out more about Stockbridge

Stockbridge Resorts information

Number of reviews
9,690
Accommodation
12 Resorts
Lowest Price
￥10,568
Highest Price
￥67,631

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 top-rated resorts near Stockbridge: In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort right by Jiminy Peak Mountain Resort. 18.6 mi (29.9 km) from Stockbridge. Has ski-in/ski-out access, a fitness center, and a garden. COZY CABIN IN BERKSHIRES RESORT. - Ski resort right by Jiminy Peak Mountain Resort. 18.6 mi (30 km) from Stockbridge. Enjoy the ski-in/ski-out access, fitness center, and beach sun loungers. Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out - Ski resort, 5-minute walk from Jiminy Peak Mountain Resort. 18.7 mi (30.1 km) from Stockbridge. Access to ski-in/ski-out access, a fitness center, and an indoor pool.
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.

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