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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, (1,015 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
The price is Rp2.845.126
Rp4.075.325 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 Rp6.898.302
Rp8.344.979 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 Rp4.385.092
Rp5.143.155 total
includes taxes & fees
15 Nov - 16 Nov
The Inn at Stockbridge

4. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,005 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is Rp1.562.544
Rp1.745.362 total
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Lee - Lenox South

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, (1,000 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 Rp1.936.904
Rp2.163.522 total
includes taxes & fees
6 Dec - 7 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

6. 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 Rp2.113.254
Rp2.713.616 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Club Vacations Oak n' Spruce Resort in 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 Rp2.901.660
Rp3.241.153 total
includes taxes & fees
16 Nov - 17 Nov
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, (857 reviews)
"Amazing stay and great staff. Hotel was also very updated with nice rooms. Will stay again."
United States
Joseph
The price is Rp1.499.146
Rp1.674.546 total
includes taxes & fees
9 Dec - 10 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG

9. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,008 reviews)
"The location was good for our trip."
United States
Basil
The price is Rp2.278.710
Rp2.545.283 total
includes taxes & fees
12 Dec - 13 Dec
The Yankee Inn

10. 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 Rp1.843.769
Rp2.059.429 total
includes taxes & fees
23 Nov - 24 Nov
The Little Lion

11. 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 Rp2.268.768
Rp2.534.213 total
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Lenox Berkshires

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 Rp2.618.990
Rp2.873.033 total
includes taxes & fees
12 Nov - 13 Nov
Shaker Mill Inn

13. 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 Rp3.070.829
Rp3.522.241 total
includes taxes & fees
15 Nov - 16 Nov
The Cornell Inn, Lenox & The Berkshires

14. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Great location friendly staff"
United States
David
The price is Rp1.366.390
Rp1.526.258 total
includes taxes & fees
3 Dec - 4 Dec
Quality Inn Great Barrington

15. 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 Rp2.329.998
Rp2.602.608 total
includes taxes & fees
12 Nov - 13 Nov
The Whitlock

16. 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 Rp1.901.702
Rp2.124.202 total
includes taxes & fees
17 Nov - 18 Nov
Berkshires Untold

17. 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 Rp2.359.258
Rp3.946.684 total
includes taxes & fees
15 Nov - 16 Nov
Garden Gables

18. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (447 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
The price is Rp1.389.871
Rp1.552.486 total
includes taxes & fees
12 Nov - 13 Nov
Sunset Inn

19. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (627 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
The price is Rp1.354.650
Rp1.513.144 total
includes taxes & fees
12 Nov - 13 Nov
Travelodge by Wyndham Great Barrington Berkshires

20. 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 Rp3.803.694
Rp4.248.727 total
includes taxes & fees
12 Nov - 13 Nov
Chambery Inn
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.

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

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Charming Downtown: Explore the picturesque downtown area filled with quaint shops and vibrant art galleries.
  • Cultural Hub: Immerse yourself in local history and artistic offerings through music concerts and theatre performances.
  • Scenic Nature Trails: Enjoy scenic hiking trails that highlight Stockbridge's stunning natural beauty.
  • Family-Friendly Atmosphere: Stockbridge provides a welcoming environment for families, offering a wealth of experiences.
  • Delightful Accommodations: Choose from charming bed and breakfasts to luxurious hotels for a comfortable stay.

Find great hotels near Stockbridge

Discover a variety of charming accommodation options in Stockbridge, Massachusetts, from delightful bed and breakfasts to inviting hotels. Whether you're seeking adventure, a family getaway, or a historic themed experience, Stockbridge offers something for everyone. Notable choices include the Inn at Stockbridge, Stockbridge Inn, and Stockbridge Country Inn, alongside luxurious hotels for those desiring an upscale stay. Enjoy the perfect blend of comfort and local charm during your visit.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled a mere 5km from Stockbridge, this 3.5-star resort offers a family-friendly retreat ideal for those seeking adventure and outdoor activities. With a guest rating of 9.2 out of 10, the resort features amenities such as a ski shuttle and nearby ski lifts, making it a perfect base for skiing enthusiasts. On-site, families can enjoy a range of activities including an arcade game room, mini golf, and a playground for children, ensuring that younger guests are well entertained. The resort also provides various adventure sports options, including hiking, snowboarding, and ski rentals, catering to those looking for an active holiday experience.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: Located 6km from Stockbridge, this charming 3-star hotel boasts a 9.0 out of 10 guest rating and is well-suited for families and pet owners alike. The Black Swan offers a blend of comfort and adventure, with activities such as kayaking and fishing available on-site, along with nearby skiing options. The hotel is noted for its welcoming atmosphere towards pets, with specific amenities catering to furry friends. Family-friendly features include cribs and safety measures for children, providing peace of mind for parents while ensuring a delightful stay for every guest.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated 8km from Stockbridge, this budget-friendly hotel holds an 8.8 out of 10 guest rating, making it a solid choice for business travellers. The Holiday Inn Express ensures a comfortable stay with essential amenities and services tailored for those on work trips. Guests can expect a practical yet pleasant experience, with convenient access to local business hubs and attractions, allowing for both work and leisure during their stay.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of romantic charm and rich culture, perfect for an enchanting getaway. Visitors can explore the picturesque downtown area, where quaint shops and art galleries exude a vibrant atmosphere. The heart of Stockbridge serves as a cultural hub, showcasing local history and artistic offerings. Nearby neighbourhoods provide a relaxing and family-friendly ambiance, making it an ideal destination for those seeking both adventure and tranquillity amidst stunning scenery.

  • Lenox: Located approximately 8km from Stockbridge, Lenox is a charming town known for its vibrant cultural scene. The area experiences moderate seasonal traveller arrivals, with the peak season from June to August. Visitors flock to Lenox for its entertainment-themed offerings, romantic vibes, and rich cultural experiences. Enjoy a variety of activities, including music concerts, theatre productions, and winter sports like skiing. Notable landmarks include serene lakes and majestic mountains, providing a picturesque backdrop for your adventures.
  • The Berkshires: Situated about 19km away from Stockbridge, The Berkshires is renowned for its stunning outdoor scenery and adventurous spirit. The region sees a steady stream of visitors year-round, with peak tourism occurring in the summer months of June to August. Travellers come here to engage in outdoor activities such as skiing and exploring its breathtaking landscapes. The local attractions also feature beautiful lakes and mountains, making it a perfect destination for nature lovers and outdoor enthusiasts alike.
  • Great Barrington: Located around 11km from Stockbridge, Great Barrington is a vibrant city that draws visitors for its adventurous atmosphere and sports offerings. The area experiences consistent travel throughout the year, with a peak in visitors during the summer months. Great Barrington is ideal for skiing enthusiasts, offering easy access to ski fields and resorts. Additionally, the nearby national state park provides ample opportunities for exploration and relaxation amidst nature’s beauty, making it a must-visit for outdoor aficionados.

Things to do near Stockbridge

Shopping

In the heart of Stockbridge, you'll find charming boutiques like the Red Lion Inn Gift Shop, offering unique local crafts and souvenirs. If you're up for a drive, head to the nearby Lee Premium Outlets for a wider selection of brand-name items at discounted prices.

Recreation

In Stockbridge, Canyon Ranch offers holistic wellness programmes, combining fitness activities with spa treatments amid serene surroundings. Nearby, Kripalu Centre for Yoga & Health provides a tranquil environment for yoga, meditation, and workshops focused on personal growth, allowing visitors to rejuvenate both body and mind.

Adventure

Lime Rock Park offers thrilling motor racing experiences located 40km from Stockbridge, immersing you in a vibrant atmosphere filled with speed and excitement. For an exhilarating day outdoors, visit Catamount Aerial Adventure Park, 18km away, where you can navigate zip lines and rope courses amidst stunning natural scenery.

Nightlife

Visit the Red Lion Inn for a cosy atmosphere with a selection of fine wines and spirits. For a lively evening, head to the Berkshire Theatre Group, where you can enjoy captivating performances and events that showcase local talent and creativity.

*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 visit to Stockbridge, consider travelling in the off-peak months of March to April and November, when accommodation prices drop. Tuesdays are typically the most affordable days to book a stay, while Saturdays are the priciest. Use Expedia's search tool to find the best deals by sorting hotels from lowest to highest price and filtering for eco-friendly options. Additionally, combining your hotel, flights, and activities into a package can lead to significant savings. Don't forget to look for free activities and local attractions with reduced admission prices to make the most of 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: Expedia's search tool enables you to specify your budget, chosen location, and additional preferences. You can arrange the search results to display prices from lowest to highest, ensuring you see the most affordable hotels first. Furthermore, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your Stockbridge hotel booking with your flights and activities by opting for an Expedia package.

Find the best attractions in and around Stockbridge

Stockbridge offers a delightful blend of romance and culture, making it an ideal destination for various types of holidays. Visitors can explore historic houses, nature reserves, and local libraries, catering to those seeking cultural enrichment and outdoor adventures. This charming town is perfect for families, providing a wealth of experiences to enjoy. Don't miss the opportunity to immerse yourself in the unique character of Stockbridge during your visit.

  • National Shrine of the Divine Mercy: Nestled within Stockbridge, this serene shrine offers a peaceful atmosphere for reflection and spiritual connection, surrounded by beautiful gardens and nature, creating a tranquil retreat.
  • Norman Rockwell Museum: Located in the heart of Stockbridge, this museum showcases the iconic works of American illustrator Norman Rockwell. Visitors can explore his captivating depictions of everyday life and Americana through an extensive collection of paintings and illustrations.
  • The Mount: Situated 6km from Stockbridge, The Mount is the former home of author Edith Wharton. This historic house features stunning architecture, beautiful gardens, and insights into Wharton's life and literary contributions.

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 MonthTemperaturePrecipitationCloudinessOccupancyPricing
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

Reaching Stockbridge, Massachusetts, is convenient via several major airports. White Plains, NY (HPN-Westchester County) is 140km away, with nearby hotels like The Opus Westchester and Sonesta White Plains Downtown offering excellent accommodation and various airport transport services. Hartford, CT (BDL-Bradley Intl.) is closer at 66km, featuring options such as DoubleTree by Hilton Hartford, all conveniently located near the airport. Albany, NY (ALB-Albany Intl.) is also within 64km, with notable hotels like The Landing Hotel at Rivers Casino offering easy access to the airport. Each airport provides reliable transport links to Stockbridge, ensuring a smooth journey for visitors.

Frequently Asked Questions

If I need to cancel my hotel reservation in Stockbridge, will I receive a refund?

Yes, the majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Stockbridge.

What's the best dog-friendly hotel in Stockbridge?

The Red Lion Inn is a top hotel for people travelling with their pets, and offers 3 restaurants and an outdoor pool for its human guests. The Inn at Stockbridge is another good option for you and 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 travellers looking for an elegant place to stay. Find more luxury hotels in Stockbridge.

What's the best hotel in Stockbridge to learn about 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 accommodation options 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 feature an on-site pool. View all hotels with pools in Stockbridge.

What is staying in Stockbridge like?

Visitors to Stockbridge will definitely enjoy the bars. Tourists can also enjoy the city's gardens, museums and architecture. In Stockbridge, there are 55 hotels and other accommodation options to choose from. Find out more about Stockbridge.

What should I do while I'm visiting 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. Take a look at what more there is 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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 traveller 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 stay. See all available top hotels, or vacation rentals in Stockbridge.