A river surrounded by autumn-colored trees and a forested hill.

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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, (1,000 reviews)
"Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history."
United States
Lisabeth
The price is SAR 591
SAR 847 total
includes taxes & fees
29 Nov - 30 Nov
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
9.4 out of 10, Exceptional, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is SAR 1,433
SAR 1,734 total
includes taxes & fees
28 Nov - 29 Nov
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
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is SAR 865
SAR 1,015 total
includes taxes & fees
15 Nov - 16 Nov
The Inn at Stockbridge

4. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,000 reviews)
"Nice place to stay"
United States
Michael
The price is SAR 415
SAR 537 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is SAR 399
SAR 445 total
includes taxes & fees
13 Dec - 14 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

6. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is SAR 638
SAR 732 total
includes taxes & fees
15 Nov - 16 Nov
The Cornell Inn, Lenox & The Berkshires

7. 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, (822 reviews)
"Nice view and location for fall color."
United States
Md
The price is SAR 603
SAR 673 total
includes taxes & fees
18 Nov - 19 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

8. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is SAR 320
SAR 358 total
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Lee - Lenox South

9. 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, (857 reviews)
"Amazing stay and great staff. Hotel was also very updated with nice rooms. Will stay again."
United States
Joseph
The price is SAR 312
SAR 348 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG

10. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is SAR 544
SAR 597 total
includes taxes & fees
15 Nov - 16 Nov
Shaker Mill Inn

11. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is SAR 1,385
SAR 1,547 total
includes taxes & fees
13 Nov - 14 Nov
Devonfield Inn B&B

12. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (690 reviews)
"Great stay!"
United States
Vandhana
The price is SAR 427
SAR 477 total
includes taxes & fees
13 Dec - 14 Dec
Courtyard by Marriott Lenox Berkshires

13. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The location was good for our trip."
United States
Basil
The price is SAR 399
SAR 445 total
includes taxes & fees
13 Dec - 14 Dec
The Yankee Inn

14. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (640 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"
United States
Linda
The price is SAR 355
SAR 396 total
includes taxes & fees
13 Dec - 14 Dec
The Little Lion

15. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is SAR 953
SAR 1,065 total
includes taxes & fees
20 Nov - 21 Nov
Granville House

16. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.6 out of 10, Exceptional, (178 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is SAR 619
SAR 722 total
includes taxes & fees
13 Nov - 14 Nov
Brook Farm Inn

17. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,074 reviews)
"Nice Hotel"
United States
Juan
The price is SAR 395
SAR 441 total
includes taxes & fees
17 Nov - 18 Nov
Berkshires Untold

18. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (52 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is SAR 507
SAR 566 total
includes taxes & fees
29 Nov - 30 Nov
Element by Marriott Lenox Berkshires

19. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is SAR 711
SAR 795 total
includes taxes & fees
15 Nov - 16 Nov
Chambery Inn

20. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is SAR 412
SAR 460 total
includes taxes & fees
19 Nov - 20 Nov
Hampton Inn & Suites Berkshires-Lenox
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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 stone staircase leading up to a blue arched entrance, surrounded by lush greenery and birch trees.

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?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: You might like this vacation home rental near Stockbridge. It 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. 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 Vacation Village in the Berkshires 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 55 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 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.