Photo by William Keller

Stockbridge Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Stockbridge hotels

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Loved our visit"
The price is P11,114
P14,987 total
includes taxes & fees
Aug 25 - Aug 26
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 P15,427
P15,427 total
includes taxes & fees
Aug 13 - Aug 14
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 P22,496
P27,214 total
includes taxes & fees
Aug 13 - Aug 14
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is P5,448
P8,007 total
includes taxes & fees
Aug 3 - Aug 4
Becket Motel

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (120)
"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 P9,534
P10,964 total
includes taxes & fees
Aug 12 - Aug 13
Blackberry River Inn

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (125)
"Great property"
Gedney Farm

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (87)
"Beautiful room and property. Perfect weekend getaway!"
The price is P16,700
P20,151 total
includes taxes & fees
Aug 3 - Aug 4
The Old Inn On The Green

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"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 P15,105
P15,966 total
includes taxes & fees
Aug 5 - Aug 6
Harbour House Inn

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (397)
"Nice property! a little dated but overall great for 1 night"
The price is P6,046
P6,953 total
includes taxes & fees
Aug 1 - Aug 2
Locust Tree Bed and Breakfast LLC

Pilgrim Inn

2.5 star property
5.8 out of 10, (310)
"Great location but no staff at check-in or checkout!"
The price is P4,594
P5,131 total
includes taxes & fees
Aug 13 - Aug 14
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is P7,107
P7,939 total
includes taxes & fees
Aug 25 - Aug 26
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (397)
"No frills but it was a great stay!"
The price is P6,334
P7,075 total
includes taxes & fees
Aug 18 - Aug 19
Sunset Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (757)
"Close to our target event a plus"
The price is P4,077
P4,555 total
includes taxes & fees
Aug 13 - Aug 14
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
6.4 out of 10, (615)
"It was a clean, well-run, low cost option. "
The price is P3,656
P4,084 total
includes taxes & fees
Aug 13 - Aug 14
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"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, (1000)
"Beautiful location!"
The price is P11,209
P12,520 total
includes taxes & fees
Aug 6 - Aug 7
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, (682)
"Had a great time"
The price is P7,544
P9,227 total
includes taxes & fees
Aug 6 - Aug 7
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, (4)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is P10,188
P11,380 total
includes taxes & fees
Aug 13 - Aug 14
Holiday Inn Express & Suites Pittsfield - Berkshires

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"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 P11,854
P13,241 total
includes taxes & fees
Aug 17 - Aug 18
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Stockbridge

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

Top Stockbridge Hotel Reviews

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 traveler data. This hotel offers 3 restaurants and an outdoor pool. Other good choices for your stay 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! You'll find that most hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Stockbridge.

Where can I learn more about changing or cancelling my trip to Stockbridge?

For additional details about rescheduling or cancelling your trip to Stockbridge, go to https://www.expedia.com/service/.

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

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

What's the best accommodation for a romantic vacation to Stockbridge?

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

What's the best pet-friendly accommodation in Stockbridge?

The Red Lion Inn is a top hotel for people traveling 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 hotel to stay close to Norman Rockwell Museum?

Tanglewood Suites is one of the top choices for your stay based on our traveler data, and this B&B offers free breakfast and free parking. It's located just a short 0.8 mi (1.2 km) from Norman Rockwell Museum. Another good option is Stockbridge Country Inn, located just 0.6 mi (1 km) away.

What about the best place to stay close to National Shrine of the Divine Mercy?

One of the top choices for your stay is The Red Lion Inn, located a short 0.5 mi (0.7 km) from National Shrine of the Divine Mercy, and this 3.5-star hotel offers 3 restaurants and an outdoor pool. Tanglewood Suites, located just 0.5 mi (0.8 km) away, is another good choice for your stay.

What's the best accommodation for a beach vacation in Stockbridge?

Stockbridge Country Inn is a top 4.5-star B&B for a beach vacation, 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 travelers looking for an elegant place to stay. Find more luxury hotels in Stockbridge.

What's the best boutique hotel in Stockbridge?

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

What's the best accommodation in Stockbridge to absorb the 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.

What's the best place to stay to stay near 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 ski trip 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 hotels 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 offer an onsite 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 center, a bar, and an outdoor pool. See all spa hotels in Stockbridge.

What's the best hotel for staying near Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What is staying in Stockbridge like?

Visitors to Stockbridge are sure to enjoy the bars. Tourists can also enjoy the city's gardens, museums, and architecture. In Stockbridge, there are 49 hotels and other accommodations to choose from. Find out more about Stockbridge.

What should I see while I'm in 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. Check out what more 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 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.