Stockbridge Hotels from S$91

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Top 10 trending Stockbridge hotels

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"I had excellent stay at the Red Lion Inn "
The price is S$315
includes taxes & fees
23 Jul - 24 Jul
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$344
includes taxes & fees
13 Jul - 14 Jul
Tanglewood Suites

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$675
includes taxes & fees
30 Jul - 31 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Becket Motel

2.5 star property
6.6 out of 10, (57)
"Comfortable stay "
The price is S$174
includes taxes & fees
14 Jul - 15 Jul
Becket Motel

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (113)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is S$245
includes taxes & fees
14 Jul - 15 Jul
Blackberry River Inn

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (120)
"Great staff. Quiet.. and an excellent chef! Unique property and well worth it!"
Gedney Farm

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (86)
"Beautiful room and property. Perfect weekend getaway!"
The price is S$448
includes taxes & fees
13 Jul - 14 Jul
The Old Inn On The Green

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (50)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is S$319
includes taxes & fees
22 Jul - 23 Jul
Harbour House Inn

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (390)
"A positively delightful B&B in a beautiful town. "
The price is S$155
includes taxes & fees
13 Jul - 14 Jul
Locust Tree Bed and Breakfast LLC

Pilgrim Inn

2.5 star property
5.8 out of 10, (309)
"Great location but no staff at check-in or checkout!"
The price is S$106
includes taxes & fees
31 Jul - 1 Aug
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"Friendly staff, easy parking"
The price is S$169
includes taxes & fees
23 Jul - 24 Jul
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (389)
"No frills but it was a great stay!"
The price is S$153
includes taxes & fees
21 Jul - 22 Jul
Sunset Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (739)
"A total dump !"
The price is S$102
includes taxes & fees
23 Jul - 24 Jul
FairBridge Inn Express

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (605)
"Good location. Nice for an evening after a show at Tanglewood. "
The price is S$91
includes taxes & fees
3 Aug - 4 Aug
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Beautiful location!"
The price is S$278
includes taxes & fees
16 Jul - 17 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection

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

3.5 star property
9.0 out of 10, Wonderful, (668)
"We love this place. It's a wonderful location in the Berkshires, easy to get to all of the surrounding towns and attractions. The amenities are awesome, the units are spotless, and the service is friendly and prompt. Have stayed twice and cannot wait to return again!"
The price is S$249
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (2)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is S$217
includes taxes & fees
15 Jul - 16 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (636)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is S$321
includes taxes & fees
14 Jul - 15 Jul
Hilton Garden Inn Lenox Pittsfield
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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Family-friendly hotels in Stockbridge you'll enjoy

Hotels with a spa in Stockbridge may fit your trip

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.

Learn more about Stockbridge

Get away to romantic Stockbridge! Enjoy the gardens, camping and history.

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 Howard Johnson by Wyndham Lenox 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 47 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.