A nighttime view of a residential area with houses adorned with holiday lights.

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Our top choices for Stockbridge hotels

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,006 reviews)
"Clean room and breakfast"
United States
Raphael
The price is ᅣ24,163
ᅣ34,208 total
includes taxes & fees
Jul 8 - Jul 9
The Red Lion Inn

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, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is ᅣ53,339
ᅣ64,524 total
includes taxes & fees
Jul 8 - Jul 9
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is ᅣ23,134
ᅣ25,840 total
includes taxes & fees
Jul 7 - Jul 8
The Yankee Inn

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is ᅣ19,257
ᅣ21,510 total
includes taxes & fees
Jun 29 - Jun 30
Best Western Plus Berkshire Hills Inn & Suites

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (56 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is ᅣ27,698
ᅣ30,939 total
includes taxes & fees
Jul 1 - Jul 2
Wilder House Berkshires

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (462 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ᅣ27,846
ᅣ30,546 total
includes taxes & fees
Jul 1 - Jul 2
Shaker Mill Inn

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (990 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is ᅣ26,636
ᅣ29,753 total
includes taxes & fees
Jul 8 - Jul 9
Berkshires Untold

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (829 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is ᅣ9,149
ᅣ10,220 total
includes taxes & fees
Jul 9 - Jul 10
FairBridge Inn Express

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (87 reviews)
"Excellent lodge, recommend."
United States
Jason
The price is ᅣ35,622
ᅣ39,894 total
includes taxes & fees
Jul 15 - Jul 16
Little Cat Lodge

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (866 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is ᅣ12,706
ᅣ14,193 total
includes taxes & fees
Jul 1 - Jul 2
Berkshire Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is ᅣ17,609
ᅣ19,669 total
includes taxes & fees
Jun 25 - Jun 26
Quality Inn Great Barrington

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (113 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is ᅣ26,656
ᅣ29,776 total
includes taxes & fees
Jul 7 - Jul 8
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (49 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is ᅣ20,794
ᅣ23,227 total
includes taxes & fees
Jul 8 - Jul 9
East Rock Inn

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (230 reviews)
"It’s a wonderful place to rest for a while. it has all you need, everything it’s in good conditions also it’s near of many activities like hiking."
United States
Daniel
The price is ᅣ27,464
ᅣ30,760 total
includes taxes & fees
Jul 8 - Jul 9
the Alander

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (570 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is ᅣ19,386
ᅣ21,654 total
includes taxes & fees
Jul 7 - Jul 8
The Little Lion

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (424 reviews)
"Below average B&B"
United States
Larry
The price is ᅣ16,963
ᅣ19,507 total
includes taxes & fees
Jun 28 - Jun 29
Locust Tree Bed and Breakfast LLC

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect!!"
United States
Grzegorz
The price is ᅣ22,829
ᅣ25,501 total
includes taxes & fees
Jun 29 - Jun 30
Berkshire Lake Lodge

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (472 reviews)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is ᅣ10,903
ᅣ12,212 total
includes taxes & fees
Jun 30 - Jul 1
Berkshire Travel Lodge

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (102 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is ᅣ17,093
ᅣ18,751 total
includes taxes & fees
Jun 25 - Jun 26
The Springs Motel

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (227 reviews)
"Very clean. Updated "
United States
jennifer
The price is ᅣ18,069
ᅣ20,235 total
includes taxes & fees
Jun 28 - Jun 29
Chatham Travel Lodge
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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Stay near popular Stockbridge attractions

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.

A calm lake reflecting a forest with autumn foliage.

Top Stockbridge Hotel Reviews

More cheap stays in Stockbridge

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Scenic Charm: Stockbridge offers picturesque views and a quaint downtown area, perfect for leisurely strolls.
  • Cultural Experiences: Enjoy music concerts, theater performances, and local art that celebrate the town's vibrant community.
  • Outdoor Activities: Explore beautiful hiking trails and serene reserves, ideal for nature enthusiasts.
  • Historic Attractions: Visit historic houses and the local library, showcasing Stockbridge's rich heritage.
  • Cozy Accommodations: Stay at charming inns and bed-and-breakfasts for a unique and memorable experience.

Find great hotels near Stockbridge

Explore charming hotel options in Stockbridge, Massachusetts, where you can find delightful bed and breakfasts alongside inviting inns. Whether you're seeking a luxury getaway or a historic-themed vacation, Stockbridge offers accommodations that cater to adventurous families and travelers alike. Enjoy a memorable stay at popular spots like the Inn at Stockbridge or the Stockbridge Country Inn, ensuring a unique experience in this picturesque town.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the scenic Berkshires and only 5km from Stockbridge, this 3.5-star resort is ideal for families and adventure seekers. With a guest rating of 9.2 out of 10, the resort offers a range of outdoor activities, including skiing, snowboarding, and hiking. Families will appreciate the onsite amenities, such as a mini-golf course, arcade game room, and a playground for children. The resort also provides easy access to ski shuttles and various adventure sports nearby, ensuring a fun-filled stay amidst nature's beauty.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: Located 6km from Stockbridge, this 3-star hotel boasts a guest rating of 9.0 out of 10 and caters to families and pet owners alike. With a charming atmosphere, guests can enjoy activities such as kayaking and fishing onsite, or explore nearby snowboarding and mountain climbing. The hotel also provides child-friendly amenities and welcomes pets, making it a comfortable choice for those traveling with furry friends. The unique blend of adventure and hospitality makes The Black Swan a wonderful getaway.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: This budget-friendly option, situated 8km from Stockbridge, holds a guest rating of 8.8 out of 10 and is well-suited for business travelers. The Holiday Inn Express offers modern amenities and a convenient location, making it a practical choice for those who need to mix work with leisure. Guests can enjoy a complimentary breakfast, ensuring a good start to their day, along with easy access to local attractions and business centers in the Great Barrington area.

Where to stay near Stockbridge

Experience the charm of Stockbridge, Massachusetts, where romance meets culture. Stroll through the downtown area, soaking in the scenic views and historical sites that embody the town's rich heritage. Discover the heart of Stockbridge with its inviting atmosphere, perfect for family-friendly outings and relaxing escapes. Don’t miss the local cultural offerings that showcase the vibrant community spirit, making your vacation both entertaining and enriching.

  • Lenox: Nestled just 8km from Stockbridge, Lenox is a charming city known for its vibrant cultural scene. The town experiences a moderate flow of visitors year-round, with peak tourism from June to August. Travelers flock to Lenox for its entertainment-themed offerings, romantic ambiance, and rich cultural experiences. Visitors can enjoy music concerts, theatrical performances, and winter sports at nearby ski resorts. The picturesque landscape features beautiful lakes and mountains, making it a perfect backdrop for outdoor activities and events, including conferences and gatherings.
  • The Berkshires: Approximately 19km from Stockbridge, The Berkshires is a stunning region that draws visitors throughout the year, with especially high numbers from June to August. Known for its breathtaking scenery and outdoor adventures, this area is a haven for nature lovers and thrill-seekers alike. Popular activities include skiing at local resorts, hiking, and exploring the lush landscapes. With its proximity to serene lakes and majestic mountains, The Berkshires is an ideal destination for those looking to immerse themselves in nature and partake in outdoor events.
  • Great Barrington: Just 11km from Stockbridge, Great Barrington is a lively city that attracts visitors year-round, peaking from June to August and again in October to December. Known for its adventurous spirit, Great Barrington is a prime spot for skiing and other sports activities. The region is surrounded by stunning lakes, mountains, and even a national state park, offering plenty of opportunities for exploration and adventure. Travelers can enjoy a variety of outdoor activities, making it a great destination for those seeking excitement and natural beauty.

Things to do near Stockbridge

Shopping

In Stockbridge, visit local shops like The Red Lion Inn Gift Shop for unique souvenirs and handcrafted items. If you're up for a drive, check out Berkshire Mall, located 19km away, featuring a variety of retail stores and dining options for a broader shopping experience.

Recreation

The Kripalu Center for Yoga & Health offers a tranquil environment for yoga, meditation, and wellness workshops. Guests can enjoy nutritious meals and scenic walks along the nearby trails, fostering relaxation and rejuvenation in the beautiful Berkshire Mountains.

At the Canyon Ranch in Lenox, indulge in holistic treatments, fitness classes, and healthy cuisine. The serene setting encourages self-discovery and offers various outdoor activities, including hiking and biking, to enhance your wellness journey.

Adventure

Experience the thrill of motor racing at Lime Rock Park, located 40km from Stockbridge, where adrenaline and speed take center stage. For a different adventure, explore the Catamount Aerial Adventure Park, just 18km away, featuring exciting zip lines and rope courses set in a beautiful outdoor environment.

Nightlife

In Stockbridge, you can enjoy an evening at The Red Lion Inn, where you can savor local craft beers and live music. For a more intimate setting, visit the nearby Berkshire Theatre Group for captivating performances that showcase local talent and creativity.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Stockbridge

Stockbridge, Massachusetts, offers a charming blend of romance and culture, making it an ideal vacation spot. Visitors can explore historic houses, serene reserves, and the local library, providing a rich cultural and outdoor experience for families and travelers alike. Don't miss the opportunity to visit Stockbridge itself, where you'll find plenty of attractions that cater to diverse interests, ensuring a memorable getaway.

  • Hancock Shaker Village: Located 16km from Stockbridge, this living history museum offers a glimpse into the unique lifestyle of the Shakers, known for their simple living and craftsmanship. Visitors can explore beautifully preserved buildings, interact with costumed interpreters, and learn about Shaker innovations in agriculture and design.
  • National Shrine of the Divine Mercy: Situated in Stockbridge, this serene shrine is dedicated to the message of Divine Mercy. Visitors can experience a peaceful atmosphere, beautiful gardens, and the opportunity for reflection and prayer, making it a perfect spot for spiritual renewal.
  • Norman Rockwell Museum: Also located in Stockbridge, this museum showcases the works of the beloved American illustrator Norman Rockwell. The extensive collection includes original paintings and sketches, providing insight into Rockwell's storytelling through art and his portrayal of American life.

Best time to go to Stockbridge

The best time to visit Stockbridge can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Stockbridge falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Stockbridge falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.8°F (-5.1°C)Light RainMostly CloudySlightly LowAverage
February24.6°F (-4.1°C)Light RainMostly CloudySlightly LowAverage
March32.5°F (0.3°C)Light RainMostly CloudySlightly LowSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnySlightly HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnySlightly HighAverage
October50.0°F (10.0°C)Light RainMostly SunnyAverageSlightly High
November37.8°F (3.2°C)Light RainMostly SunnyAverageSlightly Low
December29.5°F (-1.4°C)Light RainMostly CloudyAverageAverage

The nearest major airports for your trip to Stockbridge

Traveling to Stockbridge, Massachusetts, is convenient with several nearby airports. Hartford's Bradley International Airport (BDL) is 66km away, with nearby hotels like the DoubleTree by Hilton Hartford and Marriott Hartford Downtown offering easy access. ALBany International Airport (ALB), located 64km from Stockbridge, features hotels such as The Landing Hotel at Rivers Casino and DoubleTree by Hilton Schenectady Downtown. For those considering White Plains' Westchester County Airport (HPN), situated 140km away, options include The Opus Westchester and Sonesta White Plains Downtown, both providing transportation services. Choose the airport that best suits your travel plans for a smooth journey to Stockbridge.

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 is a short 15-minute walk from National Shrine of the Divine Mercy, and it offers 3 restaurants and an outdoor pool. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is another good choice for your trip. See all available top hotels, or vacation rentals in Stockbridge.
What are some of the best vacation home rentals in Stockbridge?
Cozy Riverside Berkshires Retreat: This vacation home rental near Stockbridge is located on a river and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and an electric kettle, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. See all 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 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 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 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, Mission House, and Berkshire Theatre Festival. See more options for historical stays in Stockbridge.
What are some hotels with pools in Stockbridge?
The Red Lion Inn: Hotel, 15-minute walk from National Shrine of the Divine Mercy. Features 3 restaurants, an outdoor pool, and spa services. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and Berkshire Mountain Lodge are two additional hotels that offer an onsite pool. View all hotels with pools 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 51 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, Mission House, and Schantz Galleries. 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.

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