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

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,005 reviews)
"Clean room and breakfast"
United States
Raphael
The price is €187
includes taxes & fees
1 Jul - 2 Jul
The Red Lion Inn

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is €348
includes taxes & fees
8 Jul - 9 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is €140
includes taxes & fees
7 Jul - 8 Jul
The Yankee Inn

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, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is €117
includes taxes & fees
29 Jun - 30 Jun
Best Western Plus Berkshire Hills Inn & Suites

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (462 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is €185
includes taxes & fees
1 Jul - 2 Jul
Shaker Mill Inn

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (569 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is €86
includes taxes & fees
25 Jun - 26 Jun
The Little Lion

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (56 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is €168
includes taxes & fees
25 Jun - 26 Jun
Wilder House Berkshires

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,013 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is €107
includes taxes & fees
24 Jun - 25 Jun
Quality Inn Great Barrington

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (873 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is €75
includes taxes & fees
24 Jun - 25 Jun
Monument Mountain Motel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (102 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is €119
includes taxes & fees
24 Jun - 25 Jun
The Springs Motel

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (990 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is €161
includes taxes & fees
7 Jul - 8 Jul
Berkshires Untold

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (86 reviews)
"Excellent lodge, recommend."
United States
Jason
The price is €149
includes taxes & fees
30 Jun - 1 Jul
Little Cat Lodge

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (230 reviews)
"It’s a wonderful place to rest for a while. it has all you need, everything it’s in good conditions also it’s near of many activities like hiking."
United States
Daniel
The price is €166
includes taxes & fees
6 Jul - 7 Jul
the Alander

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (112 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is €167
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (424 reviews)
"Below average B&B"
United States
Larry
The price is €105
includes taxes & fees
24 Jun - 25 Jun
Locust Tree Bed and Breakfast LLC

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (997 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
The price is €157
includes taxes & fees
23 Jul - 24 Jul
Berkshire Mountain Lodge

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (866 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is €88
includes taxes & fees
30 Jun - 1 Jul
Berkshire Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (188 reviews)
"beautiful inn"
United States
Maura
The price is €157
includes taxes & fees
24 Jun - 25 Jun
Blackberry River Inn

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (108 reviews)
"Very nice hotel."
United States
Erdem
The price is €175
includes taxes & fees
7 Jul - 8 Jul
Inn at Silver Maple Farm

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)
"Great breakfast and coffe is available 24 hours. Nice location to near by restaurants and great view by water."
United States
andrew
The price is €160
includes taxes & fees
29 Jun - 30 Jun
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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 a picturesque town centre filled with quaint shops and art galleries, perfect for leisurely strolls.
  • Cultural Experiences: Enjoy music concerts, theatre performances, and local heritage, enriching your visit with cultural depth.
  • Scenic Hiking Trails: Discover beautiful surroundings on various hiking trails, ideal for outdoor enthusiasts.
  • Historic Attractions: Visit historic houses and libraries that showcase the fascinating history of Stockbridge.
  • Diverse Accommodations: Choose from charming bed and breakfasts to elegant hotels, ensuring a comfortable stay.

Find great hotels near Stockbridge

Stockbridge, Massachusetts, offers a delightful selection of accommodations, ranging from charming bed and breakfasts to inviting hotels. Whether you seek the rustic charm of the Inn at Stockbridge, the comfort of Stockbridge Inn, or the elegance of luxury hotels, the area caters to adventurous families and those desiring a historic-themed getaway. Explore the unique lodging options that promise a memorable stay in this picturesque town.

  • Monument Mountain Motel: Nestled a mere 9.7km from Stockbridge, the Monument Mountain Motel offers a budget-friendly retreat ideal for those seeking simplicity without sacrificing comfort. With a commendable guest rating of 9.0 out of 10, this motel provides a range of entertainment options including multiple televisions and cable TV. Outdoor enthusiasts will appreciate the nearby skiing facilities, allowing for easy access to exhilarating winter sports. Whether you’re relaxing after a day of exploration or gearing up for your next adventure, this motel caters well to the needs of the active traveller.
  • Seven Hills Inn: Located just 6.4km from Stockbridge, the Seven Hills Inn is a charming 4-star hotel that welcomes pets, making it an excellent choice for those who prefer to travel with their furry companions. The property features a pet-friendly policy that accommodates dogs and service animals, ensuring your pets can enjoy the getaway alongside you. With its serene surroundings and inviting atmosphere, this inn is perfect for travellers seeking a peaceful retreat while still being close to local attractions.
  • Chambery Inn: The Chambery Inn, rated 9.6 out of 10, is located only 6.4km from Stockbridge and offers a delightful bed and breakfast experience. This 3-star establishment is tailored for those with a taste for adventure, featuring a variety of recreational activities such as skiing, snowboarding, and hiking in the nearby picturesque landscapes. Guests can immerse themselves in nature while enjoying the cosy accommodations. The Chambery Inn invites you to explore the great outdoors and unwind in a welcoming setting after a day of excitement.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a captivating blend of romance and culture, perfect for a memorable getaway. Explore the charming downtown area, where quaint shops and art galleries abound, or immerse yourself in the historical essence of the town. The heart of Stockbridge serves as a gateway to picturesque scenery and family-friendly attractions, ensuring a relaxing atmosphere. With its unique cultural offerings, Stockbridge is a delightful destination for those seeking both adventure and tranquillity.

  • The Berkshires: Located 19.3km from Stockbridge, The Berkshires is a stunning region that boasts a variety of outdoor adventures and scenic beauty all year round. Although visitor numbers peak from June to August, the area offers year-round attractions such as skiing in the winter months. Here, you can revel in the breathtaking landscapes featuring mountains and lakes, making it an ideal destination for nature enthusiasts. Additionally, The Berkshires hosts numerous events and conferences throughout the year, providing a vibrant cultural experience alongside its natural offerings.
  • Housatonic: Situated a mere 4.8km from Stockbridge, Housatonic is a charming city that draws visitors seeking a blend of adventure and sports, particularly during the peak months of March to August, as well as October and December to January. Skiing enthusiasts will find exciting ski fields and resorts within easy reach. Housatonic is also known for its picturesque lakes and urban parks, offering ample opportunities for relaxation and outdoor activities. The city’s welcoming atmosphere and accessible amenities make it an attractive stop on your journey.
  • Lenox: Just 8.0km from Stockbridge, Lenox is a vibrant city that offers a delightful mix of culture, entertainment, and romance. With visitor numbers peaking from June to August, it’s a popular spot for those seeking musical concerts, theatre performances, and seasonal skiing. The city is surrounded by stunning lakes and mountains, which add to its charm and provide a perfect backdrop for a romantic getaway. Lenox also features various event and conference venues, making it a hub for cultural activities and gatherings.

Things to do near Stockbridge

Shopping

In Stockbridge, you can enjoy charming local shops like the Stockbridge General Store for unique gifts and souvenirs. If you're up for a drive, visit Lee Premium Outlets, approximately 16.1km away, featuring a variety of brands at discounted prices.

Recreation

The Kripalu Centre for Yoga & Health offers a tranquil setting with diverse yoga classes, wellness workshops, and nourishing meals. Experience guided meditations and serene nature walks, allowing for deep relaxation and personal growth amidst the beautiful Berkshires landscape.

Shaker Mill Inn provides a peaceful retreat with cosy accommodations and access to nearby hiking trails. Enjoy complimentary breakfast and unwind in the charming gardens, making it an ideal spot for relaxation and rejuvenation in a picturesque setting.

Adventure

At Lime Rock Park, 40.2km from Stockbridge, immerse yourself in the exhilarating world of motor racing, surrounded by vibrant sports culture. Alternatively, experience the thrill of the Catamount Aerial Adventure Park, located 17.7km away, where you can navigate zip lines and ropes courses amidst beautiful outdoor scenery.

Nightlife

In Stockbridge, enjoy an evening at the charming Red Lion Inn, where live music often fills the air. Alternatively, unwind at the nearby Berkshire Theatre Group, showcasing captivating performances that add to the vibrant local culture.

*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 for a Tuesday stay, as Saturday is the priciest. Utilise Expedia to compare affordable hotels, including eco-friendly options, and take advantage of package deals that bundle flights and activities. Public transport is budget-friendly, and many attractions offer free activities that allow you to enjoy the beauty of Stockbridge without spending much. Be sure to search for deals on platforms like momondo for the best hotel prices.

  • 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 organise your results to display prices from lowest to highest, helping you to easily identify the most affordable hotels first. Furthermore, you have the option to refine your search by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can potentially save money by combining your Stockbridge hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of romantic and culturally rich experiences, perfect for entertainment-themed vacations. Visitors can explore historic houses, scenic reserves, and local libraries, catering to those seeking outdoor adventures and family-friendly activities. A must-see is the charming town itself, where you can immerse yourself in its unique heritage and picturesque surroundings.

  • Mount Lebanon Shaker Village: Located 19.3km from Stockbridge, this historic village offers a glimpse into the unique lifestyle of the Shakers, known for their craftsmanship and communal living. Visitors can explore period buildings and beautiful landscapes, immersing themselves in the tranquil vibes of a bygone era.
  • National Shrine of the Divine Mercy: Situated within Stockbridge, this serene shrine serves as a place of reflection and worship. Visitors can admire the stunning architecture and tranquil gardens, making it a peaceful retreat for those seeking spiritual connection and contemplation.
  • Norman Rockwell Museum: Also in Stockbridge, this museum showcases the iconic works of American illustrator Norman Rockwell. Enjoy a diverse collection of his art, which vividly captures everyday life and Americana, alongside exhibitions that highlight his enduring influence.

Best time to go to Stockbridge

The best time to visit Stockbridge is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

To reach Stockbridge, Massachusetts, major airports include Hartford, CT (BDL-Bradley Intl.) and ALBany, NY (ALB-Albany Intl.). BDL is situated 66.0km away, with nearby hotels such as The Capitol Hotel and Candlewood Suites Windsor Locks, both offering convenient access to the airport. Albany Airport is 64.4km from Stockbridge, with options like Hilton Albany and Oakcliff Bed and Breakfast nearby. For those considering White Plains, NY (HPN-Westchester County), located 140.0km away, hotels include The Stamford Hotel and Hilton Garden Inn Westchester Dobbs Ferry. Each airport provides accessible transportation options to their respective hotels.

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 traveller data. This hotel is a short 15-minute walk from National Shrine of the Divine Mercy, and it 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.
What are some of the best holiday rentals that Stockbridge has to offer?
Cozy Riverside Berkshires Retreat: This holiday home rental outside of Stockbridge is located on a river, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and an electric kettle, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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, 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. 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, Mission House and Berkshire Theatre Festival. See more options for historical stays in Stockbridge.
What are some accommodation options with pools in Stockbridge?
The Red Lion Inn: Hotel, 15-minute walk from National Shrine of the Divine Mercy. Features 3 restaurants, an outdoor pool and spa services. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and Berkshire Mountain Lodge 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 51 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, Mission House and Schantz Galleries. 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.

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