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, (1,010 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 NT$5,175
NT$7,412 total
includes taxes & fees
Nov 12 - Nov 13
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 NT$12,547
NT$15,178 total
includes taxes & fees
Nov 26 - Nov 27
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, (109 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is NT$7,976
NT$9,355 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Stockbridge

4. 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 NT$3,518
NT$3,930 total
includes taxes & fees
Dec 3 - Dec 4
The Black Swan Lee - Lenox, an Ascend Collection Hotel

5. 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, (1,002 reviews)
"Nice place to stay"
United States
Michael
The price is NT$3,844
NT$4,936 total
includes taxes & fees
Nov 10 - Nov 11
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

6. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,002 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is NT$2,787
NT$3,113 total
includes taxes & fees
Dec 2 - Dec 3
Quality Inn Lee - Lenox South

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, (821 reviews)
"Nice view and location for fall color."
United States
Md
The price is NT$5,278
NT$5,895 total
includes taxes & fees
Nov 12 - Nov 13
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

8. 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, (854 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is NT$2,727
NT$3,046 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express Hotel & Suites Great Barrington by IHG

9. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (688 reviews)
"Great stay!"
United States
Vandhana
The price is NT$4,127
NT$4,609 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Lenox Berkshires

10. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,002 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is NT$5,585
NT$6,406 total
includes taxes & fees
Nov 9 - Nov 10
The Cornell Inn, Lenox & The Berkshires

11. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"The location was good for our trip."
United States
Basil
The price is NT$4,172
NT$4,660 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn

12. 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 NT$4,764
NT$5,226 total
includes taxes & fees
Nov 9 - Nov 10
Shaker Mill Inn

13. 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 NT$2,720
NT$3,038 total
includes taxes & fees
Nov 12 - Nov 13
The Little Lion

14. 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 NT$12,122
NT$13,541 total
includes taxes & fees
Nov 13 - Nov 14
Devonfield Inn B&B

15. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
"Breakfast was great"
United States
Thomas
The price is NT$3,602
NT$4,024 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn & Suites Berkshires-Lenox

16. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is NT$2,485
NT$2,776 total
includes taxes & fees
Nov 29 - Nov 30
Quality Inn Great Barrington

17. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (716 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is NT$3,899
NT$4,355 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield

18. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (417 reviews)
"Nice location."
United States
Beverly
The price is NT$4,238
NT$4,734 total
includes taxes & fees
Nov 9 - Nov 10
The Whitlock

19. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place!"
United States
Eyee
The price is NT$4,291
NT$7,178 total
includes taxes & fees
Nov 9 - Nov 10
Garden Gables

20. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,067 reviews)
"Very nice place beautiful view"
United States
Brian
The price is NT$3,455
NT$3,859 total
includes taxes & fees
Nov 17 - Nov 18
Berkshires Untold
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 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

Hotels in Stockbridge with star-rating

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Charming Downtown: Stroll through Stockbridge's picturesque downtown, rich in history and scenic views.
  • Cultural Experiences: Enjoy music concerts, theater performances, and explore historic houses and the local library.
  • Outdoor Adventures: Discover beautiful hiking trails and nature preserves for a perfect blend of relaxation and adventure.
  • Family-Friendly Activities: Engage in various family-oriented attractions and nearby neighborhoods for fun-filled exploration.
  • Cozy Accommodations: Choose from charming bed & breakfasts to inviting hotels for a comfortable stay.

Find great hotels near Stockbridge

Explore a range of delightful accommodations in Stockbridge, Massachusetts, from charming bed & breakfasts to inviting hotels. Whether you're seeking adventure, a family-friendly environment, or a historic-themed getaway, Stockbridge has something for everyone. Discover the Inn at Stockbridge, Stockbridge Inn, and Stockbridge Country Inn, along with luxurious options to enhance your stay in this picturesque town.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled just 5km from Stockbridge, this 3.5-star resort is an excellent choice for families and adventure seekers alike. With a guest rating of 9.2 out of 10, it offers a plethora of outdoor activities like skiing, snowboarding, and hiking, making it an ideal spot for winter sports enthusiasts. The resort features a variety of family-friendly amenities, including a mini-golf course, an arcade game room, and a shared playground. For those traveling with children, cribs are available at no extra cost. Whether you’re looking to hit the slopes or enjoy a relaxing family getaway, this resort is perfectly equipped for an exciting vacation.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: Located 6km from Stockbridge, this charming 3-star hotel boasts a guest rating of 9.0 out of 10 and caters to families and pet lovers. With a focus on adventure, guests can enjoy activities such as fishing, mountain climbing, and skiing. The hotel is pet-friendly, allowing dogs with certain restrictions, making it a great choice for travelers who wish to bring their furry companions along. Family amenities include cribs and child safety features, ensuring a comfortable stay for all. This hotel combines accessibility to nature with a cozy atmosphere, perfect for your next adventure.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated 8km from Stockbridge, this budget-friendly hotel boasts a guest rating of 8.8 out of 10 and is ideal for business travelers. Offering essential amenities for a productive stay, including a business center and complimentary breakfast, this hotel ensures convenience without sacrificing comfort. With a modern design and easy access to local attractions, it's a smart choice for those looking to balance work and leisure during their visit to the Berkshires.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of romance and culture amidst its charming downtown area. Stroll through the heart of Stockbridge, where you'll discover cultural offerings and scenic views that create a relaxing atmosphere. Nearby neighborhoods invite family-friendly adventures and picturesque landscapes, making it an ideal destination for a memorable vacation. Whether you seek entertainment or a peaceful retreat, Stockbridge provides a unique experience that captures the essence of New England charm.

  • Lenox: Nestled a mere 8km from Stockbridge, Lenox is a charming town known for its vibrant cultural scene and romantic atmosphere. Visitors flock here for entertainment-themed experiences, especially during the peak summer months from June to August. You'll find a variety of activities, from music concerts to theater performances, as well as opportunities for skiing in the winter. Natural beauty surrounds Lenox, with picturesque lakes and mountains nearby, making it a perfect spot for those who appreciate both culture and the outdoors. The local event conference venues also attract a diverse array of gatherings and celebrations.
  • The Berkshires: Located 19km from Stockbridge, The Berkshires is a stunning region that captivates outdoor enthusiasts year-round. Although visitor numbers peak in the summer, its appeal remains strong throughout the year, especially for adventure seekers in search of scenic landscapes. Here, you can enjoy skiing, with excellent ski fields and resorts at your fingertips. The area is adorned with beautiful lakes and mountains, providing a breathtaking backdrop for hiking, biking, and exploring nature. Whether you're looking for thrilling outdoor activities or a serene escape, The Berkshires offers a harmonious blend of adventure and tranquility.
  • Great Barrington: A lively city located 11km from Stockbridge, Great Barrington boasts a year-round appeal for those seeking skiing and sports adventures. With visitor numbers peaking from June to August and again in the fall, the city is a hub of activity. The nearby ski fields and resorts make it an essential destination for winter sports enthusiasts. Additionally, Great Barrington is surrounded by stunning lakes, mountains, and the national state park, ideal for outdoor exploration. Enjoy the vibrant local scene, which includes shops, dining, and cultural experiences, making it a perfect stop for travelers seeking both excitement and relaxation.

Things to do near Stockbridge

Shopping

In Stockbridge, you’ll find charming boutiques like the Stockbridge General Store, offering unique gifts and local crafts. If you're up for a drive, head to the Berkshire Mall in Lanesborough for a wider selection of retail shops and dining options, about 16km away.

Recreation

In Stockbridge, explore the serene ambiance of Canyon Ranch, where holistic wellness meets luxurious spa treatments. Nearby, Kripalu Center for Yoga & Health offers a variety of yoga classes and wellness workshops that connect mind and body, surrounded by the tranquil beauty of the Berkshires.

Adventure

Lime Rock Park offers exhilarating motor racing experiences, located 40km from Stockbridge, where you can feel the thrill of high-speed sports in a vibrant atmosphere. For a unique adventure, visit Catamount Aerial Adventure Park, 18km away, featuring challenging zip lines and ropes courses amidst stunning outdoor settings.

Nightlife

In Stockbridge, The Red Lion Inn features live music and cozy bars, creating a relaxed atmosphere for evening enjoyment. Nearby, the Berkshire Theatre Group showcases various performances, adding cultural flair to your night. Don't miss local eateries offering delightful dining experiences to round off your evening.

*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 on your trip to Stockbridge, consider visiting during the cheaper months of March to April or November, and aim to book your stay on a Tuesday for the best rates. Use Expedia's search tool to find budget-friendly hotels, and don't forget to check for Eco-certified options. Additionally, consider booking a package deal that combines your hotel, flights, and activities for further savings. Enjoy free activities like hiking in the beautiful outdoors, and take advantage of public transport or walking to explore the town without extra 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: Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can easily arrange the results to display prices from lowest to highest, helping you find the most affordable hotels first. Additionally, you can refine your search by hotel type; for instance, checking the Eco-certified filter will highlight sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save some money by combining your hotel stay in Stockbridge with your flights and activities through an Expedia package.

Find the best attractions in and around Stockbridge

Stockbridge offers a delightful mix of romance, culture, and entertainment, making it an ideal vacation destination. Visitors can explore historic houses, nature preserves, and the local library, catering to those seeking cultural experiences, outdoor activities, and family fun. A must-visit is the charming town of Stockbridge itself, where you can immerse yourself in its rich history and scenic beauty.

  • National Shrine of the Divine Mercy: This serene shrine offers a peaceful atmosphere for reflection and prayer. Visitors can explore beautiful gardens and chapels while experiencing the rich religious culture that surrounds this site in Stockbridge.
  • Norman Rockwell Museum: Immerse yourself in the iconic art of Norman Rockwell at this museum, which showcases his original paintings and illustrations. The museum provides a glimpse into American culture and storytelling through Rockwell's beloved works.
  • The Mount: Once the home of author Edith Wharton, this historic house features stunning architecture and lovely gardens. A visit offers insight into Wharton's life and work, along with beautiful views of the surrounding landscape just 6km from Stockbridge.

Best time to go to Stockbridge

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

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

The nearest major airports for your trip to Stockbridge

Flying into Stockbridge, Massachusetts, you have three major airport options. Bradley International Airport (BDL) in Hartford, CT, is 66km away, with nearby hotels like DoubleTree by Hilton Hartford and Marriott Hartford Downtown. ALBany International Airport (ALB) in Albany, NY, is 64km from Stockbridge, offering accommodations such as The Landing Hotel at Rivers Casino. Lastly, Westchester County Airport (HPN) in White Plains, NY, is 140km away, with excellent hotel choices like The Opus Westchester. Each airport provides accessible transportation options to their respective hotels, ensuring a smooth journey to Stockbridge.

Frequently asked questions

Where is the best place for a stay in Stockbridge?
The Red Lion Inn is one of the top choices for your stay based on our traveler data. This hotel 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.
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.

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