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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, (1,003 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is SAR 534
SAR 764 total
includes taxes & fees
11 Mar - 12 Mar
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, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is SAR 1,161
SAR 1,404 total
includes taxes & fees
24 Feb - 25 Feb
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (91 reviews)
"I’ve stayed here a few times. Super quaint and a reasonable distance to lots of great places. Very affordable."
United States
Jennifer
The price is SAR 501
SAR 549 total
includes taxes & fees
24 Feb - 25 Feb
The Springs Motel

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (833 reviews)
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is SAR 422
SAR 545 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,235 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is SAR 390
SAR 477 total
includes taxes & fees
12 Feb - 13 Feb
Vacation Village in the Berkshires

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (216 reviews)
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is SAR 435
SAR 487 total
includes taxes & fees
28 Feb - 1 Mar
Chatham Travel Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (838 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is SAR 370
SAR 497 total
includes taxes & fees
12 Feb - 13 Feb
Berkshire Mountain Lodge

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,001 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is SAR 316
SAR 353 total
includes taxes & fees
1 Mar - 2 Mar
Quality Inn Lee - Lenox South

Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (566 reviews)
"We had a short but pleasant stay. "
United States
Scott
The price is SAR 469
SAR 524 total
includes taxes & fees
24 Feb - 25 Feb
Berkshire Valley Inn

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)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is SAR 367
SAR 410 total
includes taxes & fees
12 Mar - 13 Mar
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (71 reviews)
"It was nice "
United States
Nicholas
Little Cat Lodge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is SAR 896
SAR 1,050 total
includes taxes & fees
24 Feb - 25 Feb
The Inn at Stockbridge

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (127 reviews)
"The room is clean, exactly how you see it in the picture. Staff is very responsive, we enjoyed our stay and will definitely consider staying there again. "
United States
Michael
The Brooks Motel

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"The room and amenities were amazing. "
United States
Kathleen
The price is SAR 447
SAR 499 total
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn & Suites Berkshires-Lenox

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,013 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is SAR 347
SAR 388 total
includes taxes & fees
24 Feb - 25 Feb
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (855 reviews)
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is SAR 331
SAR 370 total
includes taxes & fees
8 Mar - 9 Mar
Berkshires Untold

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (823 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is SAR 559
SAR 624 total
includes taxes & fees
19 Feb - 20 Feb
Hotel On North

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, (82 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is SAR 495
SAR 553 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (8 reviews)
"Healthy food too!"
United States
GEORGINA
The price is SAR 631
SAR 705 total
includes taxes & fees
8 Mar - 9 Mar
Huttopia Berkshires

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,000 reviews)
"This was a perfect place to stay. Reasonably priced, very clean, and the young lady who worked the front desk in the evening was super friendly. We will definitely book here again. "
United States
Jerome
The price is SAR 284
SAR 317 total
includes taxes & fees
24 Feb - 25 Feb
Quality Inn Great Barrington
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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.

Linwood House at the Norman Rockwell Museum Stockbridge Massachusetts USA.

Significant collection of the artist's original work & memorabilia on display in his hometown.
Photo by William Keller
Open Photo by William Keller

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. Other good choices for your stay in the area are Vacation Village in the Berkshires and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Stockbridge.
What are some of the best vacation home rentals in Stockbridge?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home near Stockbridge is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease 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. You can relax into your vacation with a garden and 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, Frelinghuysen Morris House and Studio, 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. Vacation Village in the Berkshires 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 43 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.