Stockbridge Hotels from S$97

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Top 10 trending Stockbridge hotels

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 S$533
includes taxes & fees
16 Jun - 17 Jun
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Quaint & hospitable!"
The price is S$306
includes taxes & fees
16 Jun - 17 Jun
The Red Lion Inn

Tanglewood Suites

2.5 star property
8.0 out of 10, Very good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
The price is S$345
includes taxes & fees
16 Jun - 17 Jun
Tanglewood Suites

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (44)
"Wonderful stay! Very cute property, would visit again."
Little Cat Lodge

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Friendly staff"
The price is S$192
includes taxes & fees
16 Jun - 17 Jun
The Yankee, Trademark Collection by Wyndham

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (545)
"Great, and quiet place. Friendly staff!"
The price is S$200
includes taxes & fees
16 Jun - 17 Jun
Berkshire Valley Inn

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (469)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."
The price is S$210
includes taxes & fees
23 Jun - 24 Jun
The Constance by the Lenox Collection

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (496)
"Quaint."
The price is S$158
includes taxes & fees
16 Jun - 17 Jun
The Little Lion

The Dewey

3.5 star property
8.8 out of 10, Excellent, (313)
"Gorgeous place with clean room and excellent areas to have breakfast, read, and relax. Friendly staff and easy checking process. Would stay here again!"
The price is S$236
includes taxes & fees
16 Jun - 17 Jun
The Dewey

the Alander

2.5 star property
9.0 out of 10, Wonderful, (135)
"Cute room, perfect for an overnight stay in the area. "
The price is S$222
includes taxes & fees
17 Jun - 18 Jun
the Alander

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Very good service and breakfast!"
The price is S$183
includes taxes & fees
30 Jun - 1 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (933)
"Amazing place!"
The price is S$205
includes taxes & fees
16 Jun - 17 Jun
Jiminy Peak Mountain Resort

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (24)
"Always perfect! "
The price is S$224
includes taxes & fees
16 Jun - 17 Jun
Wilder House Berkshires

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Beautiful rooms, wonderful hosts, been here several times and plan to come again. "
The price is S$423
includes taxes & fees
1 Jul - 2 Jul
Granville House

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (84)
"Beautiful room and property. Perfect weekend getaway!"
The price is S$449
includes taxes & fees
16 Jun - 17 Jun
The Old Inn On The Green

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (244)
"Always a great place to stay and the location is excellent!"
The price is S$244
includes taxes & fees
16 Jun - 17 Jun
The Whitlock

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (285)
"Very nice place to stay. Recently upgraded. Great location and convenient parking."
The price is S$185
includes taxes & fees
29 Jun - 30 Jun
The Central Downtown Inn & Suites

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (556)
"Easy access to town..."
The price is S$242
includes taxes & fees
22 Jun - 23 Jun
Courtyard by Marriott Lenox Berkshires

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (736)
"Best hotel in the Berkshire! "
The price is S$236
includes taxes & fees
30 Jun - 1 Jul
Hotel On North

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (606)
"Amazing place . "
The price is S$514
includes taxes & fees
12 Jul - 13 Jul
Berkshires Untold
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

Norman Rockwell's Museum showcases the artist's iconic paintings of small-town American life in his former studio. Stroll down Main Street's historic district before hiking Monument Mountain for views that inspired Nathaniel Hawthorne's literary works.

More cheap stays in Stockbridge

More cheap stays in Stockbridge

Hotels near Stockbridge Attractions

Hotels near Stockbridge Attractions

Recent Reviews in Stockbridge

Recent Reviews in Stockbridge

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. Tanglewood Suites is another good choice for your stay. 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 accommodation for a budget-friendly stay in Stockbridge?

Based on reviews, The Red Lion Inn is a popular 3.5-star hotel for our travellers looking for an economical choice, and features free WiFi and 3 restaurants. View all budget hotels in Stockbridge.

What's the best place to stay for a romantic holiday in Stockbridge?

The Red Lion Inn is a favourite hotel for couples, and features Frette Italian sheets and 24-hour room service. Another choice for a romantic stay is The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood. See all romantic hotels 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 place to stay for a beach holiday in Stockbridge?

Stockbridge Country Inn is a top 4.5-star B&B for a beach holiday, and features a seasonal outdoor pool and free breakfast. Other good choices to stay near the beach include The Red Lion Inn and 1862 Seasons on Main Bed and Breakfast. Spend some quality time by the water at Iroquis Waterfront.

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 boutique accommodation in Stockbridge?

1862 Seasons on Main Bed and Breakfast is a favourite 4.5-star B&B with our travellers looking for stylish accommodation, and features 5 guestrooms, a restaurant and spa services.

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, Mission House and Berkshire Theatre Festival.

What's the best hotel for a trip to the slopes in Stockbridge?

Based on our travel data, Conroy's B&B is a top 3.5-star B&B for hitting the ski slopes, and features free breakfast and an outdoor pool. Other good choices for your winter getaway include Stockbridge Country Inn and The Red Lion Inn. Enjoy the skiing and snowboarding by visiting Ski Butternut or Catamount Ski Area.

What are some accommodation options with pools in Stockbridge?

The Red Lion Inn: Features 3 restaurants, an outdoor pool and spa services. Vacation Village in the Berkshires and The Yankee, Trademark Collection by Wyndham are two additional hotels that feature an on-site pool. View all hotels with pools in Stockbridge.

What is the best spa hotel in Stockbridge?

The Red Lion Inn is a top spa hotel featuring 3 restaurants, a fitness centre, a bar and an outdoor pool. See all spa hotels 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 44 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, Mission House and Berkshire Theatre Festival. 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.