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

Stockbridge Hotels

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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, (1,008 reviews)
"Fantastic pool to top off the great location and fun historic hotel!"
United States
Antoinette G.
The price is P11,132
P15,198 total
includes taxes & fees
Aug 24 - Aug 25
The Red Lion Inn

2. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is P20,420
P24,702 total
includes taxes & fees
Aug 9 - Aug 10
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

3. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is P22,933
P26,897 total
includes taxes & fees
Jul 27 - Jul 28
The Inn at Stockbridge

4. 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, (797 reviews)
"Extremely friendly and helpful staff upon arrival. Provide great insights on local restaurant opportunities, and included a five star breakfast. Highly recommend!"
United States
Lisa
The price is P12,038
P13,447 total
includes taxes & fees
Aug 10 - Aug 11
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

5. 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, (794 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is P8,658
P9,671 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express Hotel & Suites Great Barrington by IHG

6. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,006 reviews)
"great location very clean friendly staff"
United States
Jeanne
The price is P7,867
P8,787 total
includes taxes & fees
Aug 25 - Aug 26
Quality Inn Lee - Lenox South

7. 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
9.2 out of 10, Wonderful, (942 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is P8,600
P10,816 total
includes taxes & fees
Aug 25 - Aug 26
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

8. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (464 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is P11,070
P12,144 total
includes taxes & fees
Jul 27 - Jul 28
Shaker Mill Inn

9. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,020 reviews)
"The breakfast buffet is wonderfully extensive."
United States
Stephanie
The price is P10,520
P11,751 total
includes taxes & fees
Jul 27 - Jul 28
The Yankee Inn

10. 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, (1,002 reviews)
"enjoyable stay"
United States
James
The price is P14,806
P16,538 total
includes taxes & fees
Jul 28 - Jul 29
The Black Swan Lee - Lenox, an Ascend Collection Hotel

11. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (640 reviews)
"I usually stay here when I'm going to a concert at Tanglewood, it's comfortable, quiet, and convenient. The staff are really friendly. There's a Tesla EV charging station directly across Route 20 from the hotel."
United States
Michael
The price is P14,141
P15,796 total
includes taxes & fees
Aug 13 - Aug 14
Courtyard by Marriott Lenox Berkshires

12. 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)
"The cornel Inn is terrific! Great location near tanglewood, shops snd restaurants. Great breakfast"
United States
Judith
The price is P10,173
P11,705 total
includes taxes & fees
Jul 27 - Jul 28
The Cornell Inn, Lenox & The Berkshires

13. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (592 reviews)
"It’s in a beautiful location. Very clean. We never saw any staff because our room # and key code was sent to us. Went very smoothly. We really enjoyed our stay here. Only negative is some of the furniture is getting a little worn on top, and tv is a little small for the room, but we will definitely go back when we are in the area."
United States
Pamela
The price is P7,793
P8,704 total
includes taxes & fees
Jul 27 - Jul 28
The Little Lion

14. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is P25,295
P28,254 total
includes taxes & fees
Aug 25 - Aug 26
Devonfield Inn B&B

15. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (679 reviews)
"Good location to towns in area"
United States
William
The price is P4,898
P5,471 total
includes taxes & fees
Aug 2 - Aug 3
Econo Lodge Lee - Great Barrington

16. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,002 reviews)
"Comfortable rooms within walking distance to Great Barrington."
United States
Lynn
The price is P7,307
P8,162 total
includes taxes & fees
Aug 16 - Aug 17
Quality Inn Great Barrington

17. 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, (1,005 reviews)
"Hotel was clean and staff helpful and courteous. Hotel is a little tired (showing it's age) but I would certainly not hesitate to book a future stay."
United States
Andrew
The price is P7,303
P8,157 total
includes taxes & fees
Jul 28 - Jul 29
Best Western Plus Berkshire Hills Inn & Suites

18. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (102 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
United States
Nicole
The price is P13,915
P15,544 total
includes taxes & fees
Jul 29 - Jul 30
Granville House

19. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
"Perfect place to stay if going to Tanglewood or Stockbridge."
United States
Barry
The price is P11,106
P12,406 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn & Suites Berkshires-Lenox

20. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is P46,268
P51,682 total
includes taxes & fees
Aug 16 - Aug 17
33 Main
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Stockbridge attractions

Learn more about Stockbridge

Norman Rockwell's Museum showcases the artist's iconic paintings of small-town American life in his former studio. Stroll down Main Street's historic district before hiking Monument Mountain for views that inspired Nathaniel Hawthorne's literary works.

A calm lake reflecting a forest with autumn foliage.

Top Stockbridge Hotel Reviews

More cheap stays in Stockbridge

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Charming Downtown: Explore Stockbridge's picturesque downtown, rich in local art and history, perfect for leisurely strolls.
  • Outdoor Activities: Enjoy stunning hiking trails and winter sports, showcasing the region's natural beauty.
  • Cultural Experiences: Attend music concerts and theatrical performances for a taste of local culture.
  • Family-Friendly Attractions: Discover numerous attractions suitable for all ages, ensuring a fun-filled visit.
  • Diverse Accommodation: Choose from charming bed and breakfasts to luxurious hotels for a memorable stay.

Find great hotels near Stockbridge

Stockbridge offers a delightful variety of accommodation options, from charming bed and breakfasts to inviting hotels. Whether you're seeking the perfect family retreat, an adventure-filled getaway, or a historic-themed experience, you'll discover a selection of properties, including the Inn at Stockbridge, Stockbridge Inn, and Stockbridge Country Inn. For those desiring a touch of luxury, the area also boasts upscale hotels to ensure a memorable stay amidst the beautiful Berkshire landscape.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: This 3.5-star resort, rated 9.2 out of 10 by guests, offers a unique blend of adventure and family-friendly amenities. Located 5km from Stockbridge, it’s an ideal choice for those seeking a ski or adventure holiday. With access to ski shuttles and lifts nearby, guests can enjoy a variety of activities such as snow tubing, hiking, and skiing. The resort features a range of services for children, including a mini-golf course, playground, and arcade game room, ensuring a fun-filled experience for younger guests.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: With a 3-star rating and a guest score of 9.0 out of 10, this charming hotel is situated 6km from Stockbridge, making it suitable for families and pet lovers alike. The Black Swan offers a rustic retreat with opportunities for adventure sports like cross-country skiing, mountain climbing, and kayaking. Families will appreciate amenities such as window guards and cribs, while pet owners will find the pet-friendly policies accommodating, allowing for a convenient stay with their furry companions.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: This budget-friendly hotel, rated 8.8 out of 10, is located 8km from Stockbridge and caters primarily to business travellers. The Holiday Inn Express features essential amenities such as complimentary breakfast and Wi-Fi, providing a practical base for those visiting the area on work-related trips. Its strategic location allows easy access to local business hubs and attractions, making it a sensible choice for efficient travel.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of romance and culture, perfect for a memorable vacation. Explore the charming downtown area, where you can immerse yourself in local art and history. The heart of Stockbridge is alive with family-friendly attractions and scenic views, making it an ideal spot for relaxation and entertainment. Venture into the surrounding neighbourhoods to discover budget-friendly options while enjoying the picturesque atmosphere that defines this enchanting destination.

  • Lenox: Nestled a mere 8km from Stockbridge, Lenox is a charming town that thrives on its rich cultural offerings. Renowned for its entertainment-themed attractions, it attracts visitors seeking romantic getaways and cultural experiences. The peak season from June to August brings a lively atmosphere, with music concerts and theatrical performances drawing crowds. Outdoor enthusiasts can also indulge in skiing during the winter months. Nearby landmarks include tranquil lakes and majestic mountains, providing a picturesque backdrop for visitors seeking both relaxation and adventure.
  • The Berkshires: Located 19km from Stockbridge, The Berkshires offers a year-round escape into nature's embrace. Known for its outdoor adventures and stunning scenery, this region peaks in visitor numbers during the summer months. Skiing is a major draw in the winter, with numerous ski fields and resorts catering to thrill-seekers. The Berkshires is home to beautiful lakes and mountains, making it a perfect destination for those looking to explore the great outdoors and enjoy an active holiday.
  • Great Barrington: Situated just 11km from Stockbridge, Great Barrington is a vibrant city that thrives on adventure and sports. Welcoming travellers year-round, it experiences a seasonal peak from June to August. Skiing enthusiasts will be drawn to the nearby ski fields and resorts, making it an ideal destination for winter sports. The stunning landscape, including lakes and the national state park, offers ample opportunities for exploration and outdoor activities, ensuring an engaging experience for all visitors.

Things to do near Stockbridge

Shopping

In Stockbridge, visit local shops like The Bookstore and the Stockbridge General Store for unique gifts and souvenirs. If you're up for a drive, head to the Berkshire Mall in Lanesborough, offering a variety of retail stores and dining options to enhance your shopping experience.

Recreation

In Stockbridge, the Kripalu Centre for Yoga & Health offers immersive wellness programs amidst picturesque surroundings, blending yoga, meditation, and healthy cuisine. At Canyon Ranch, enjoy holistic treatments and outdoor activities, all designed to rejuvenate your mind and body while surrounded by the tranquil beauty of the Berkshire Mountains.

Adventure

Lime Rock Park, located 40km from Stockbridge, offers thrilling motor racing experiences amidst a vibrant atmosphere. For a dose of adventure, visit Catamount Aerial Adventure Park, situated 18km away, where you can conquer zip lines and tackle a ropes course in a stunning outdoor setting.

Nightlife

In Stockbridge, enjoy a relaxed evening at the Red Lion Inn, where you can savour local brews and live music. For a more intimate vibe, visit the Berkshire Theatre Group for captivating performances that light up the night, showcasing local talent in a charming setting.

*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 and November, with Tuesdays being the least expensive days to stay. Utilise Expedia to find great deals by filtering for your budget and combining hotel bookings with flights for additional savings. Look for flexible booking options and upfront pricing to avoid unexpected costs. Free activities such as exploring the picturesque town and nearby parks can also enhance your experience without straining your budget.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you favour. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can make significant savings by combining your Stockbridge hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Stockbridge

Stockbridge is an ideal destination for romantic getaways and culturally themed vacations, offering attractions such as historic houses, nature reserves, and libraries. Visitors can immerse themselves in the local culture while enjoying outdoor activities and family-friendly experiences. A visit to Stockbridge itself is a must, as it provides a delightful blend of history and nature, perfect for creating lasting memories.

  • Great Barrington Historical Society & Museum: Located 13km from Stockbridge, this museum offers a glimpse into the rich history and culture of the region. With engaging exhibits, visitors can delve into local stories and artefacts that reflect the town's heritage.
  • National Shrine of the Divine Mercy: Situated within Stockbridge, this serene shrine provides a peaceful environment for reflection and spiritual connection. Its lovely gardens and tranquil atmosphere make it a unique cultural experience for visitors seeking solace.
  • Norman Rockwell Museum: Also located in Stockbridge, this museum celebrates the life and works of the iconic American artist Norman Rockwell. Featuring an extensive collection of his art, it offers insight into his creative process and the cultural themes he portrayed.

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, is convenient with three major airports nearby. Bradley International Airport (BDL) in Hartford, CT, is approximately 66km away, with hotels such as DoubleTree by Hilton Hartford - Bradley Airport, just 2km from the terminal, and Simsbury 1820 House, 11km away. Albany International Airport (ALB) is around 64km from Stockbridge, with excellent options like The Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both 13km away. Lastly, Westchester County Airport (HPN) in White Plains, NY, is 140km distant, featuring upscale hotels such as The Opus Westchester, just 6km from the airport.

Frequently asked questions

Where is the best place for a stay in Stockbridge?
The Red Lion Inn is one of the top choices for your stay based on our traveler data. This hotel offers 3 restaurants and an outdoor pool. Other good choices for your stay include The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and The Inn at Stockbridge. See all available top hotels, or vacation rentals in Stockbridge.
If I need to cancel my hotel reservation in Stockbridge, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Stockbridge.
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 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.
What are some hotels with pools in Stockbridge?
The Red Lion Inn: Features 3 restaurants, an outdoor pool, and spa services. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and The Inn at Stockbridge are two additional hotels that offer an onsite pool. View all hotels with pools in Stockbridge.
What is staying in Stockbridge like?
Visitors to Stockbridge are sure to enjoy the bars. Tourists can also enjoy the city's gardens, museums, and architecture. In Stockbridge, there are 54 hotels and other accommodations to choose from. Find out more about Stockbridge.
What should I see while I'm in Stockbridge?
Cultural venues include Norman Rockwell Museum, Schantz Galleries, and Berkshire Theatre Festival. Landmarks like Naumkeag Museum, National Shrine of the Divine Mercy, and Stockbridge Bowl might be worth a visit. The picturesque setting of Berkshire Botanical Garden and Housatonic River exemplify the area's natural beauty. Check out what more to see and do in Expedia's Stockbridge guide.
What's the weather like in Stockbridge?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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