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Find hotels in Stockbridge, MA from ฿2,297

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Top 10 Stockbridge hotels and places to stay

The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1008)
"Wonderful old inn; chock full of charm."
The price is ฿6,430
฿8,626 total
includes taxes & fees
10 Sept - 11 Sept
The Red Lion Inn
Tanglewood Suites
2 Bedrooms 1 Bath | 1 bedroom, premium bedding, iron/ironing board, free WiFi

Tanglewood Suites

2.5 star property
6.8 out of 10, (20)
"The owner did not honor our confirmed Expedia reservation, so we had to find a hotel at the last minute. She made up various excuses and was very rude."
The price is ฿8,692
฿8,692 total
includes taxes & fees
16 Sept - 17 Sept
Tanglewood Suites
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

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 ฿9,999
฿12,097 total
includes taxes & fees
16 Sept - 17 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1016)
"Good location, lovely grounds, we enjoyed the pool"
The price is ฿4,044
฿4,518 total
includes taxes & fees
21 Sept - 22 Sept
The Yankee, Trademark Collection by Wyndham
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is ฿4,092
฿4,571 total
includes taxes & fees
10 Sept - 11 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (708)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is ฿5,190
฿5,798 total
includes taxes & fees
16 Sept - 17 Sept
Berkshires Untold
The Constance by the Lenox Collection
Front of property

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (538)
"Great place , love it, will return"
The price is ฿5,355
฿5,982 total
includes taxes & fees
15 Sept - 16 Sept
The Constance by the Lenox Collection
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (32)
"Do hotel, very clean we had a great day"
The price is ฿4,574
฿5,109 total
includes taxes & fees
9 Sept - 10 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (546)
"Excellent location, friendly service, clean, comfortable room."
The price is ฿2,423
฿2,707 total
includes taxes & fees
7 Sept - 8 Sept
Travelodge by Wyndham Great Barrington Berkshires
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (776)
"Close to our target event a plus"
The price is ฿2,297
฿2,566 total
includes taxes & fees
16 Sept - 17 Sept
FairBridge Inn Express
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (870)
"Consistently a clean room with welcoming staff."
The price is ฿3,522
฿3,934 total
includes taxes & fees
9 Sept - 10 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (715)
"Pleasant stay"
The price is ฿3,076
฿3,887 total
includes taxes & fees
16 Sept - 17 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Huttopia Berkshires
Restaurant

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is ฿3,166
฿3,537 total
includes taxes & fees
8 Sept - 9 Sept
Huttopia Berkshires
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (768)
"Quite and good location to around towns"
The price is ฿5,140
฿5,742 total
includes taxes & fees
28 Sept - 29 Sept
Hotel On North
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1009)
"Very clean rooms and excellent staff."
The price is ฿3,433
฿3,834 total
includes taxes & fees
9 Sept - 10 Sept
Best Western Plus Berkshire Hills Inn & Suites
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (617)
"the best value and nicest place in the berkshires. nightly rate unbeatable in the entire region "
The price is ฿3,190
฿4,286 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is ฿4,125
฿5,871 total
includes taxes & fees
4 Sept - 5 Sept
The Cornell Inn, Lenox & The Berkshires
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Premium bedding, pillow-top beds, in-room safe, desk

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (655)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is ฿4,007
฿4,475 total
includes taxes & fees
16 Sept - 17 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Berkshire Travel Lodge
Outdoor pool

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (438)
"Property is close to Tanglewood Musical Venues. Parking is easy. The rooms are impeccably clean and the office manger was curteous."
The price is ฿2,181
฿2,442 total
includes taxes & fees
16 Sept - 17 Sept
Berkshire Travel Lodge
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1991)
"Beautiful location!"
The price is ฿3,500
฿4,264 total
includes taxes & fees
14 Sept - 15 Sept
Vacation Village in the Berkshires
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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Learn more about Stockbridge

Get away to relaxing Stockbridge! Enjoy the gardens, camping and monuments.

See all hotels in Stockbridge

Top Stockbridge Hotel Reviews

More cheap stays in Stockbridge

More cheap stays in Stockbridge

Quality Inn

Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is ฿2,995 per night from 17 Sept to 18 Sept
฿2,995
฿3,346 total
17 Sept - 18 Sept
includes taxes & fees

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place for a stay in Stockbridge?

The Red Lion Inn is one of the top choices for your stay based on our traveller data. This hotel offers 3 restaurants and an outdoor pool. Other good choices for your trip include Tanglewood Suites and The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood. See all available top hotels, or vacation rentals in Stockbridge.

If I need to cancel my hotel reservation in Stockbridge, will I receive a refund?

Yes, the majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Stockbridge.

What's the best dog-friendly hotel in Stockbridge?

The Red Lion Inn is a top hotel for people travelling with their pets, and offers 3 restaurants and an outdoor pool for its human guests. See more pet-friendly hotel accommodations in Stockbridge.

What's the best high-end place to stay in Stockbridge?

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a luxury B&B with a seasonal outdoor pool and a terrace, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Stockbridge.

What's the best hotel in Stockbridge to learn about local history?

Based on our travel expertise, The Red Lion Inn is a top historic hotel bookable on our site and it features free WiFi. Also, notable landmarks to visit include Naumkeag Museum, Frelinghuysen Morris House and Studio and Mission House. See more options for historical stays in Stockbridge.

What are some accommodation options with pools in Stockbridge?

The Red Lion Inn: Features 3 restaurants, an outdoor pool and spa services. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and Vacation Village in the Berkshires are two additional hotels that feature an on-site pool. View all hotels with pools in Stockbridge.

What is staying in Stockbridge like?

Visitors to Stockbridge will definitely enjoy the bars. Tourists can also enjoy the city's gardens, museums and architecture. In Stockbridge, there are 50 hotels and other accommodation options to choose from. Find out more about Stockbridge.

What should I do while I'm visiting Stockbridge?

Cultural venues include Norman Rockwell Museum, Frelinghuysen Morris House and Studio and Mission House. Landmarks like Naumkeag Museum, National Shrine of the Divine Mercy and Stockbridge Bowl might be worth a visit. The picturesque setting of Berkshire Botanical Garden and Housatonic River exemplify the area's natural beauty. Take a look at what more there is to see and do in Expedia's Stockbridge guide.

What's the weather like in Stockbridge?

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.