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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, (1,000 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
The price is SAR 535
SAR 765 total
includes taxes & fees
19 May - 20 May
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 SAR 1,161
SAR 1,405 total
includes taxes & fees
31 May - 1 Jun
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, (1,001 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is SAR 409
SAR 457 total
includes taxes & fees
28 May - 29 May
The Yankee Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (454 reviews)
"Everything was excellent"
United States
Barbara
The price is SAR 394
SAR 433 total
includes taxes & fees
25 May - 26 May
Shaker Mill 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, (1,002 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is SAR 412
SAR 461 total
includes taxes & fees
21 May - 22 May
Best Western Plus Berkshire Hills Inn & Suites

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (942 reviews)
"Great stay!"
United States
Aditya
The price is SAR 402
SAR 449 total
includes taxes & fees
26 May - 27 May
Berkshires Untold

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (853 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is SAR 257
SAR 287 total
includes taxes & fees
21 May - 22 May
Monument Mountain Motel

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, (1,000 reviews)
"Nice location. Can rent their pontoon boat."
United States
Paul
The price is SAR 449
SAR 502 total
includes taxes & fees
27 May - 28 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is SAR 597
SAR 666 total
includes taxes & fees
28 May - 29 May
Element by Marriott Lenox Berkshires

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (932 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is SAR 329
SAR 452 total
includes taxes & fees
24 May - 25 May
Berkshire Mountain Lodge

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is SAR 317
SAR 354 total
includes taxes & fees
18 May - 19 May
Quality Inn Great Barrington

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
The price is SAR 356
SAR 398 total
includes taxes & fees
11 Jun - 12 Jun
The Little Lion

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (93 reviews)
"Room was clean, bed was comfortable, pool was nice, breakfast and coffee were good!"
United States
Haley
The price is SAR 442
SAR 494 total
includes taxes & fees
19 May - 20 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is SAR 394
SAR 453 total
includes taxes & fees
27 May - 28 May
Locust Tree Bed and Breakfast LLC

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (96 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 SAR 391
SAR 429 total
includes taxes & fees
18 May - 19 May
The Springs Motel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (853 reviews)
"Great value"
United States
Ralph
The price is SAR 296
SAR 331 total
includes taxes & fees
17 May - 18 May
Howard Johnson by Wyndham Lenox

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"enjoy your vacation"
United States
lev
The price is SAR 526
SAR 605 total
includes taxes & fees
19 May - 20 May
The Cornell Inn, Lenox & The Berkshires

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Good location and great breakfast."
United States
Linda
The price is SAR 520
SAR 581 total
includes taxes & fees
26 May - 27 May
Hampton Inn & Suites Berkshires-Lenox

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (178 reviews)
"Great staff. "
United States
wesley
The price is SAR 532
SAR 611 total
includes taxes & fees
26 May - 27 May
Blackberry River Inn

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,356 reviews)
"great stay. "
United States
John
The price is SAR 324
SAR 403 total
includes taxes & fees
17 May - 18 May
Vacation Village in the Berkshires
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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.

Vivid autumn foliage reflected in a calm lake surrounded by a dense forest under a clear blue sky in Stockbridge, Massachusetts

Top Stockbridge Hotel Reviews

More cheap stays in Stockbridge

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Charming Atmosphere: Stockbridge boasts a picturesque setting with beautiful streets and New England hospitality, perfect for leisurely exploration.
  • Cultural Experiences: Enjoy live music concerts, theatrical performances, and local museums that highlight the town's rich history and artistic vibe.
  • Outdoor Adventures: Engage in outdoor activities like skiing, golfing at the scenic Stockbridge Golf Club, and relaxing by the Stockbridge Bowl.
  • Romantic Getaways: The town offers a romantic backdrop ideal for couples seeking a memorable vacation.
  • Diverse Accommodations: Choose from charming bed & breakfasts to well-appointed hotels for a comfortable stay.

Find great hotels near Stockbridge

Explore a variety of hotel accommodation options in Stockbridge, Massachusetts, perfect for your vacation getaway. From charming bed & breakfasts to well-appointed hotels, there’s something for every traveler. Whether you're seeking adventure, a family-friendly environment, or a pet-friendly experience, Stockbridge has you covered. Discover the best hotels and inns, including the Stockbridge Inn and Inn at Stockbridge, to make your stay memorable.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the picturesque Berkshires, this 3.5-star resort is an inviting destination for families and LGBTQIA travelers alike. Located 4.8km from Stockbridge, the resort offers a ski vacation experience with easy access to ski shuttles and lifts. Families will appreciate on-site amenities such as a playground, arcade game room, and mini-golf, ensuring that children have plenty of entertainment. The welcoming atmosphere and family-oriented services make this resort a perfect choice for a memorable getaway.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: Located 6.4km from Stockbridge, The Black Swan is a charming 3-star hotel that caters to families and pet lovers seeking an adventurous escape. With a range of outdoor activities available nearby, including snowboarding, fishing, and mountain climbing, guests can immerse themselves in the natural beauty of the area. The hotel offers child-friendly amenities such as cribs and window guards, ensuring safety for younger guests. Plus, its pet-friendly policy allows you to bring your furry companions along for the adventure.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated 8.0km from Stockbridge, this hotel is a great choice for business travelers and LGBTQIA guests. With modern amenities and a welcoming environment, it provides a comfortable base for exploring the Berkshires. The hotel’s affiliation with LGBTQI travel guides highlights its commitment to inclusivity. Guests can enjoy a convenient stay with business-friendly facilities, making it ideal for those balancing work and leisure during their visit.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of romance and culture, making it a perfect getaway. Explore the charming streets and experience New England hospitality in nearby Lenox. Enjoy breathtaking scenery and family-friendly attractions, along with classic destinations that evoke a sense of history. Whether you're seeking relaxation or entertainment, Stockbridge promises a picturesque vacation filled with memorable moments.

  • Lenox: Located 8.0km from Stockbridge, Lenox is a charming town known for its rich cultural scene and picturesque landscapes. Visitors enjoy a moderately seasonal influx, with peak times from June to August. Lenox offers a delightful blend of entertainment, romance, and family-friendly activities. You can catch live music concerts, enjoy theatrical performances, or hit the nearby ski fields during winter. The town is also home to stunning natural landmarks, including serene lakes and majestic mountains, making it an excellent spot for exploration and relaxation.
  • The Berkshires: About 19.3km from Stockbridge, The Berkshires is a vibrant region celebrated for its outdoor adventures and breathtaking scenery. This area welcomes visitors year-round, with a seasonal spike during the summer months. Outdoor enthusiasts come for skiing and snow sports in the winter, while summer offers hiking, biking, and scenic views. The Berkshires is dotted with lovely lakes and mountains, providing ample opportunities for both relaxation and thrill-seeking. Additionally, the region hosts various event venues, making it a hub for cultural and community gatherings.
  • Pittsfield: Also located 19.3km from Stockbridge, Pittsfield is a city that caters to adventure seekers and sports enthusiasts. The city sees a steady flow of visitors throughout the year, with peak travel from June to August. Known for its ski resorts and outdoor sports, Pittsfield is perfect for those looking to hit the slopes or explore the nearby lakes and mountains. Visitors can also appreciate local monuments and historical sites, offering a glimpse into the rich heritage of the area. Whether you’re skiing or exploring, Pittsfield promises an exciting experience.

Things to do in and around Stockbridge

Stockbridge offers a delightful mix of romantic and cultural experiences, perfect for a vacation. Visitors can enjoy live music concerts, theatrical performances, and skiing at local resorts. The Stockbridge Golf Club provides a scenic golfing experience, while the vibrant nightlife and various event venues ensure there's always something happening. Exploring the charming town will reveal its rich history and artistic vibe, making it an ideal destination for entertainment and leisure.

Shopping

In Stockbridge, visit the Berkshire Mountain Country Store, Hoffman's Pottery, and Charles H. Baldwin & Sons, all within 6.4km, offering unique gifts and local crafts. If you're up for a drive, explore nearby shopping options in Great Barrington, located about 16.1km away.

Recreation

At Tanglewood Music Center, enjoy captivating concerts that elevate your spirit in a vibrant atmosphere. Wyndhurst Golf & Club offers an invigorating golfing experience amidst lush landscapes, promoting both sport and outdoor enjoyment. For relaxation, Lake Mansfield Park provides serene surroundings perfect for unwinding and connecting with nature.

Adventure

Experience thrilling winter sports at Ski Butternut, located 11.3km from Stockbridge, where you can ski and enjoy the vibrant atmosphere. For a scenic adventure, hike the Housatonic River Walk, also 11.3km away, offering beautiful landscapes and outdoor exploration. Don’t miss the Catamount Aerial Adventure Park, 17.7km distant, featuring exciting zipline courses.

Nightlife

Experience the vibrant nightlife in Stockbridge by visiting the Berkshire Theatre Festival for captivating performances. For more dramatic flair, head to Shakespeare and Company, just 8.0km away. Don’t miss the Mahaiwe Performing Arts Center, 11.3km from town, for an unforgettable evening of culture and entertainment.

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

Booking tips and Expedia advantages for Stockbridge

To save money during your trip to Stockbridge, consider visiting in the off-peak months of March to April and November for lower accommodation rates. Tuesdays are the cheapest days to stay, while Saturdays tend to be the most expensive. Use Expedia to find great deals by sorting hotel prices from lowest to highest and consider bundling your hotel, flights, and activities for additional savings. Take advantage of free local attractions and explore the area using public transport to minimize costs.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Stockbridge are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Stockbridge is Tuesday. The most expensive day to stay in Stockbridge is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to narrow down your options by considering your budget, preferred location, and the type of hotel you’re looking for. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Stockbridge with your flights and activities through an Expedia package.

Find the best attractions in Stockbridge

Stockbridge, Massachusetts, is perfect for romantic getaways and culture-themed vacations, offering a variety of attractions such as historic houses, nature preserves, and beautiful lakes. Travelers can enjoy outdoor adventures, family experiences, and explore local museums. Don't miss a visit to the picturesque Stockbridge Bowl for a relaxing day by the water. With its charming atmosphere and rich history, Stockbridge promises an unforgettable experience for every visitor.

  • National Shrine of the Divine Mercy: This serene shrine offers a peaceful atmosphere for reflection and prayer, featuring beautiful gardens and stunning architecture. It's a place where visitors can experience a deep sense of spirituality and tranquility, surrounded by the natural beauty of Stockbridge.
  • Norman Rockwell Museum: Dedicated to the iconic American painter, this museum showcases a vast collection of Rockwell's works, capturing the essence of American life. Visitors can explore exhibitions that delve into his artistic process and enjoy engaging programs that celebrate his enduring legacy.
  • Naumkeag Museum: This historic estate provides a glimpse into the Gilded Age, featuring stunning gardens and a beautifully preserved home. Guests can take guided tours to learn about the history and architecture while enjoying the breathtaking landscape that surrounds the property.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

To reach Stockbridge, Massachusetts, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 66.0km away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, located 1.6km from the airport. ALBany, NY (ALB-Albany Intl.) is 64.4km away, featuring hotels such as the Park Manor Hotel, 12.9km from the airport. The closest option is Pittsfield, MA (PSF-Pittsfield Municipal), situated 16.1km from Stockbridge, with accommodations like The Stockbridge Country Inn, just 16.1km away. Each of these airports offers convenient access to their respective hotels, ensuring a smooth arrival to your destination.

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. 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?
Spacious Living, Covered Porch & Forest Setting | Beaver Creek by AvantStay: Visitors like this Stockbridge vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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, Berkshire Theatre Festival, and Frelinghuysen Morris House and Studio. 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 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 48 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, Berkshire Theatre Festival, and Frelinghuysen Morris House and Studio. 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.