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

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Our top choices for Stockbridge hotels

1. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,005 reviews)
"Fantastic pool to top off the great location and fun historic hotel!"
United States
Antoinette G.
The price is ā‚©257,786
ā‚©359,454 total
includes taxes & fees
Aug 23 - Aug 24
The Red Lion Inn

2. 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, (114 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is ā‚©475,227
ā‚©574,886 total
includes taxes & fees
Aug 17 - Aug 18
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

3. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (101 reviews)
"Beautifully decorated inside and gorgeous gardens and landscaping outside. A lovely serene spot away from the crowds that are only minutes away in downtown Stockbridge. The breakfasts were plentiful, artfully presented and delicious. Staff were friendly and very competent."
United States
Barbara
The price is ā‚©585,524
ā‚©686,739 total
includes taxes & fees
Aug 10 - Aug 11
The Inn at Stockbridge

4. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"First class staff and wonderful breakfast."
United States
Larry
The price is ā‚©226,696
ā‚©253,223 total
includes taxes & fees
Aug 5 - Aug 6
The Yankee Inn

5. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (799 reviews)
"Extremely friendly and helpful staff upon arrival. Provide great insights on local restaurant opportunities, and included a five star breakfast. Highly recommend!"
United States
Lisa
The price is ā‚©280,168
ā‚©312,948 total
includes taxes & fees
Aug 17 - Aug 18
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

6. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
3.5 star property
South Lee
9.2 out of 10, Wonderful, (946 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is ā‚©193,015
ā‚©243,737 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Club Vacations Oak 'n Spruce Resort

7. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (797 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is ā‚©218,780
ā‚©244,378 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Express Hotel & Suites Great Barrington by IHG

8. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,004 reviews)
"great location very clean friendly staff"
United States
Jeanne
The price is ā‚©162,717
ā‚©181,745 total
includes taxes & fees
Aug 31 - Sep 1
Quality Inn Lee - Lenox South

9. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,003 reviews)
"enjoyable stay"
United States
James
The price is ā‚©295,065
ā‚©329,595 total
includes taxes & fees
Aug 5 - Aug 6
The Black Swan Lee - Lenox, an Ascend Collection Hotel

10. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,041 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is ā‚©173,007
ā‚©225,403 total
includes taxes & fees
Sep 3 - Sep 4
Berkshire Mountain Lodge

11. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (890 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is ā‚©123,064
ā‚©137,457 total
includes taxes & fees
Sep 1 - Sep 2
Monument Mountain Motel

12. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very Good, (342 reviews)
"Can’t beat the location. Hotel has a lot of character and great outdoor space."
United States
Marni
The price is ā‚©223,069
ā‚©249,168 total
includes taxes & fees
Aug 24 - Aug 25
The Whitlock

13. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
The price is ā‚©309,265
ā‚©355,813 total
includes taxes & fees
Aug 25 - Aug 26
The Cornell Inn, Lenox & The Berkshires

14. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (200 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is ā‚©273,475
ā‚©314,496 total
includes taxes & fees
Aug 4 - Aug 5
Blackberry River Inn

15. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (596 reviews)
"This place was a gem. It’s small and surrounded by nature but close to restaurants, shopping, wildlife viewing areas, and historical sites. I loved that pets are free. The grounds were nice with a picnic bench and a large fire pit. If I’m in the area again, I would definitely stay here."
United States
Linda
The price is ā‚©161,926
ā‚©180,871 total
includes taxes & fees
Sep 1 - Sep 2
The Little Lion

16. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,009 reviews)
"Nice place to stay."
United States
Debra
The price is ā‚©236,556
ā‚©264,235 total
includes taxes & fees
Sep 3 - Sep 4
Berkshires Untold

17. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (465 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ā‚©274,914
ā‚©301,580 total
includes taxes & fees
Aug 5 - Aug 6
Shaker Mill Inn

18. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,010 reviews)
"Comfortable rooms within walking distance to Great Barrington."
United States
Lynn
The price is ā‚©149,044
ā‚©166,474 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn Great Barrington

19. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
"Great comfortable beds Good breakfast"
United States
Nancy
The price is ā‚©234,872
ā‚©262,352 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn & Suites Berkshires-Lenox
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 Beauty: Stockbridge is surrounded by stunning landscapes, perfect for outdoor activities like hiking and skiing.
  • Cultural Experiences: Enjoy music concerts, theater performances, and explore historic sites that reflect the town's rich heritage.
  • Charming Downtown: Stroll through the picturesque downtown area, featuring unique shops and art galleries.
  • Family-Friendly Activities: Stockbridge offers a variety of attractions suitable for all ages, making it perfect for family outings.
  • Diverse Accommodations: Choose from charming B&Bs to luxurious hotels, catering to every traveler's needs.

Find great hotels near Stockbridge

Explore a variety of hotel accommodations in Stockbridge, Massachusetts, ideal for every type of traveler. Whether you're seeking a charming bed and breakfast, the historic Inn at Stockbridge, or a luxurious hotel experience, you'll find options that cater to adventure seekers and families alike. Enjoy a memorable stay in this picturesque town, rich in history and natural beauty.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: This 3.5-star resort, located 5km from Stockbridge, offers a family-friendly atmosphere with a distinctive focus on adventure and outdoor activities. Guests can take advantage of amenities like ski shuttles and lifts nearby, making it an excellent choice for winter sports enthusiasts. The resort provides a range of onsite activities, including mini-golf, an arcade game room, and a playground, ensuring that children have plenty of options for entertainment. With a guest rating of 9.2 out of 10, this property is perfect for families looking to explore the beautiful Berkshires while enjoying comfortable accommodations.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated 8km from Stockbridge, this budget-friendly hotel holds a guest rating of 8.8 out of 10, making it a solid choice for business travelers. The Holiday Inn Express offers modern rooms equipped with essential amenities for a productive stay. Guests can enjoy a complimentary breakfast each morning, designed to fuel their day. Its close proximity to local business hubs and attractions makes it suitable for those traveling on work, while the comfortable atmosphere ensures a restful night's sleep.
  • Quality Inn Lee - Lenox South: Located 6km from Stockbridge, this budget-friendly hotel boasts a guest rating of 8.4 out of 10. The Quality Inn Lee - Lenox South is ideal for business travelers seeking convenient and comfortable accommodations. The hotel features well-appointed rooms and essential amenities, providing guests with a pleasant stay. Its strategic location allows easy access to both business districts and leisure activities in the Berkshires, making it an excellent base for those balancing work and exploration.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of romance and culture for your vacation. Explore the charming downtown area, where you'll find unique shops and art galleries that showcase the town's rich heritage. The heart of Stockbridge invites you to relax and soak in the beautiful scenery, making it perfect for family-friendly outings or a romantic getaway. With its welcoming atmosphere and vibrant cultural offerings, Stockbridge is a memorable destination waiting to be discovered.

  • Lenox: Located a mere 8km from Stockbridge, Lenox is a charming town known for its vibrant cultural scene and romantic ambiance. The area experiences moderate seasonal travel, with peak visits from June to August. Visitors flock to Lenox for an entertainment-themed experience, enjoying music concerts, theater performances, and winter skiing. Nature lovers can explore local landmarks such as serene lakes and majestic mountains, making it an ideal destination for both relaxation and excitement.
  • The Berkshires: About 19km from Stockbridge, The Berkshires is a stunning region that offers year-round outdoor adventures. Travel to this area remains steady, with visitors particularly drawn in during the summer months. Known for its breathtaking scenery, The Berkshires is perfect for those seeking outdoor activities, including skiing at various resorts and exploring scenic landscapes. With local attractions like pristine lakes and event conference venues, this region is a must-visit for adventure enthusiasts and nature admirers alike.
  • Great Barrington: Situated just 11km from Stockbridge, Great Barrington is a lively city that thrives on adventure and sports. The area sees consistent traveler arrivals, with a peak in summer and a slight dip from October to December. Renowned for its skiing opportunities, visitors can enjoy exhilarating days on the slopes at nearby ski fields and resorts. Additionally, Great Barrington offers access to breathtaking natural wonders, including lakes and national state parks, making it a perfect spot for outdoor fun and exploration.

Things to do near Stockbridge

Shopping

In Stockbridge, you can explore local shops and galleries offering unique gifts and souvenirs. If you're up for a drive, check out the Lee Premium Outlets, about 16km away, featuring a variety of brand-name stores at discounted prices.

Recreation

The Kripalu Center for Yoga & Health offers transformative yoga classes and wellness programs amidst a tranquil setting. Enjoy guided meditations and nourishing meals, while the nearby Berkshire mountains provide scenic hiking trails for an invigorating outdoor experience.

Blantyre is a luxurious retreat where you can indulge in spa treatments and unwind in elegant surroundings. Stroll through beautiful gardens or relax by the pool, soaking in the peaceful ambiance of this historic estate.

The Stockbridge Bowl invites visitors for kayaking, paddleboarding, or simply lounging by the water's edge. Surrounded by nature, it’s an excellent spot for picnicking or enjoying leisurely walks along the scenic trails.

Adventure

At Catamount Aerial Adventure Park, located 18km from Stockbridge, you can soar through the trees on zip lines and navigate thrilling ropes courses amidst beautiful outdoor scenery. For motorsport enthusiasts, Lime Rock Park, 40km away, offers exciting racing events in a vibrant atmosphere filled with adrenaline.

Nightlife

In Stockbridge, the Red Lion Inn features cozy tavern vibes with live music and local brews. For a more intimate atmosphere, check out the nearby Berkshire Theatre Group, offering performances that often extend into the evening, enriching your experience in this charming New England town.

*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 delightful blend of romantic and cultural experiences, perfect for any traveler. Explore historic houses, scenic reserves, and local libraries that showcase the area’s rich heritage. Whether you seek outdoor adventures or family-friendly activities, Stockbridge has something for everyone. Don't miss the chance to immerse yourself in the charming atmosphere by visiting the town itself, where history and beauty intertwine seamlessly.

  • Norman Rockwell Museum: Dive into the world of American illustration at the Norman Rockwell Museum, where you can admire a vast collection of the artist's iconic works. The museum captures the essence of everyday life and nostalgia through Rockwell's lens, offering a unique cultural experience that reflects American values and humor.
  • National Shrine of the Divine Mercy: This serene sanctuary invites visitors to reflect and find peace. The National Shrine of the Divine Mercy features beautiful architecture and gardens, providing a tranquil atmosphere for prayer and contemplation, enriched by its deep spiritual significance.
  • The Mount: Explore the former home of author Edith Wharton, The Mount showcases stunning architecture and lush gardens. Located just 6km from Stockbridge, the estate offers insight into Wharton's life and literary contributions, all set against the backdrop of the scenic Berkshires.

Best time to go to Stockbridge

The best time to visit Stockbridge is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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, CT (BDL-Bradley Intl.) is 66km away, with nearby hotel options like DoubleTree by Hilton Hartford - Bradley Airport, 2km from the airport, and Marriott Hartford Downtown, 19km away. Albany, NY (ALB-Albany Intl.) is 64km distant, featuring accommodations such as The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown, both 13km from the airport. For those flying into White Plains, NY (HPN-Westchester County), located 140km from Stockbridge, hotels like The Opus Westchester and Sonesta White Plains Downtown, both 6km away, provide accessible transportation services.

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 The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and The Inn at Stockbridge. 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 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. The Inn at Stockbridge is another good option for a stay with your pet. 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, Berkshire Theatre Festival, and Mission House. See more options for historical stays in Stockbridge.
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 The Inn at Stockbridge 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 54 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, Schantz Galleries, 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. 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.