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

Stockbridge hotels from HK$544

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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, (1,013 reviews)
"Excellent stay. Such history and attention to detail. Some areas showing some wear but this is a great place to stay."
United States
Allen
The price is HK$1,336
HK$1,842 total
includes taxes & fees
22 Jul - 23 Jul
The Red Lion Inn

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 HK$3,001
HK$3,519 total
includes taxes & fees
23 Jul - 24 Jul
The Inn at Stockbridge

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, (112 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is HK$2,588
HK$3,131 total
includes taxes & fees
26 Jul - 27 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, (1,013 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
The price is HK$1,185
HK$1,324 total
includes taxes & fees
13 Jul - 14 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, (1,006 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 HK$934
HK$1,044 total
includes taxes & fees
15 Jul - 16 Jul
Best Western Plus Berkshire Hills Inn & Suites

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (96 reviews)
The price is HK$1,728
HK$1,936 total
includes taxes & fees
30 Jul - 31 Jul
Little Cat Lodge

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, (129 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is HK$1,235
HK$1,379 total
includes taxes & fees
16 Jul - 17 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (193 reviews)
"beautiful inn"
United States
Maura
The price is HK$1,221
HK$1,404 total
includes taxes & fees
14 Jul - 15 Jul
Blackberry River Inn

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 HK$1,482
HK$1,625 total
includes taxes & fees
13 Jul - 14 Jul
Shaker Mill Inn

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, (794 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 HK$1,659
HK$1,853 total
includes taxes & fees
20 Jul - 21 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,012 reviews)
"Great place"
United States
Michelle
The price is HK$1,035
HK$1,156 total
includes taxes & fees
19 Jul - 20 Jul
Quality Inn Lee - Lenox South

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (28 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is HK$1,591
HK$1,777 total
includes taxes & fees
19 Jul - 20 Jul
Element by Marriott Lenox Berkshires

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.2 out of 10, Wonderful, (12 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is HK$2,073
HK$2,316 total
includes taxes & fees
15 Jul - 16 Jul
The Berkshire Mountain Inn

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.2 out of 10, Wonderful, (5 reviews)
"Everything was perfect!!"
United States
Grzegorz
The price is HK$1,482
HK$1,655 total
includes taxes & fees
10 Aug - 11 Aug
Berkshire Lake Lodge

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"The staff were super friendly"
United States
John
The price is HK$1,697
HK$1,953 total
includes taxes & fees
13 Jul - 14 Jul
The Cornell Inn, Lenox & The Berkshires

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, (1,011 reviews)
"enjoyable stay"
United States
James
The price is HK$1,676
HK$1,872 total
includes taxes & fees
19 Jul - 20 Jul
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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, (789 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is HK$1,090
HK$1,218 total
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (57 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is HK$1,251
HK$1,398 total
includes taxes & fees
19 Jul - 20 Jul
Wilder House Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,434 reviews)
"Great and tranquil location, good sleeps, friendly and helpful staff, would do it again."
United States
Melanie
The price is HK$1,097
HK$1,311 total
includes taxes & fees
15 Jul - 16 Jul
Vacation Village in the Berkshires
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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

  • Scenic Hiking Trails: Experience stunning landscapes and connect with nature through Stockbridge's picturesque hiking routes.
  • Rich Historical Significance: Explore various historic houses and delve into the town's captivating past.
  • Cultural Experiences: Enjoy music concerts, theatre performances, and literary treasures at local venues.
  • Charming Downtown: Stroll through quaint shops and eateries in the heart of Stockbridge.
  • Inviting Accommodations: Choose from delightful bed and breakfasts and luxury hotels for a comfortable stay.

Find great hotels near Stockbridge

Discover the charming accommodations of Stockbridge, Massachusetts, where a variety of options await to enhance your stay. Choose from delightful bed and breakfasts or inviting hotels, including the Inn at Stockbridge and Stockbridge Country Inn. Whether you're seeking adventure, a family getaway, or a historic-themed experience, Stockbridge's hospitality caters to all. Luxury hotels are also available for those desiring a touch of elegance during their visit to this picturesque town.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the beautiful Berkshires, this 3.5-star resort offers a family-friendly atmosphere ideal for adventure seekers. Just 5km from Stockbridge, guests can partake in a myriad of outdoor activities, including skiing, snowboarding, and hiking. The resort features an array of amenities, such as an arcade game room and a mini-golf course, ensuring children remain entertained. With a guest rating of 9.2 out of 10, this property is well-suited for those seeking both relaxation and excitement in a picturesque setting.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: This charming 3-star hotel, located 6km from Stockbridge, is perfect for families and pet lovers alike. With a guest rating of 9.0 out of 10, The Black Swan Lee - Lenox provides a warm and inviting atmosphere. Guests can enjoy activities like fishing, kayaking, and downhill skiing in the nearby areas. The hotel also offers child-friendly amenities, including window guards and cribs, while welcoming pets under specific conditions. Its blend of adventure and comfort makes it an appealing option for those looking to explore the Berkshires.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Offering a budget-friendly stay, this hotel is situated 8km from Stockbridge and caters primarily to business travellers. With a guest rating of 8.8 out of 10, guests can expect modern conveniences and a comfortable atmosphere. The hotel provides essential amenities to ensure a productive visit, while still being close to local attractions. Ideal for those seeking practicality without sacrificing quality, it is a sensible choice for your stay in the Berkshires.

Where to stay near Stockbridge

Stockbridge, a charming town, offers a delightful blend of romance and culture. Explore the picturesque downtown area, where quaint shops and eateries await. Immerse yourself in the heart of Stockbridge, rich with historical significance and artistic flair. Nearby, you'll find serene landscapes perfect for relaxation, making it an ideal getaway for families and couples alike. Experience the unique atmosphere that combines scenic beauty with a vibrant community spirit during your visit.

  • Lenox: Situated a mere 8km from Stockbridge, Lenox is a charming town renowned for its rich cultural offerings and romantic ambiance. Visitors flock to Lenox for its vibrant entertainment scene, especially between June and August. The area boasts a variety of attractions including music concerts, theatre productions, and skiing opportunities. Nature lovers will appreciate the nearby lakes and mountains, perfect for outdoor activities. Additionally, the town is home to event venues that host conferences and special events, making it a versatile destination for both relaxation and excitement.
  • The Berkshires: Located approximately 19km from Stockbridge, The Berkshires offers a unique blend of outdoor adventure and stunning scenery. Unlike some other destinations, visitor numbers here remain relatively stable throughout the year, with a peak during the summer months. The region is a haven for outdoor enthusiasts, featuring an array of skiing options, including ski fields and resorts. With its picturesque lakes and rolling mountains, The Berkshires provides ample opportunities for hiking and exploring the natural beauty of Massachusetts, ensuring a memorable experience for all who visit.
  • Great Barrington: Just 11km from Stockbridge, Great Barrington is a vibrant town that attracts those seeking adventure and sports, particularly during the winter months. This area sees a consistent influx of visitors year-round, with the summer months being particularly popular. Great Barrington is well-known for its excellent skiing facilities, including nearby ski fields and resorts that cater to both beginners and seasoned skiers. Additionally, the surrounding landscape features beautiful lakes and a national state park, offering diverse recreational activities that showcase the area's natural splendour.

Things to do near Stockbridge

Shopping

In Stockbridge, visit local boutiques and shops like the Stockbridge General Store for unique gifts and artisanal souvenirs. If you're up for a drive, head to the Berkshire Mall, about 19km away, featuring a range of well-known retailers and dining options.

Recreation

In Stockbridge, the Canyon Ranch offers a holistic approach to wellness with personalised fitness programmes and rejuvenating spa treatments amidst scenic views. Nearby, Kripalu Centre for Yoga & Health provides immersive yoga classes and mindfulness workshops, ideal for relaxation and self-discovery in a tranquil setting.

Adventure

At Lime Rock Park, 40km from Stockbridge, immerse yourself in the thrilling world of motor racing, surrounded by an energetic atmosphere. Alternatively, visit Catamount Aerial Adventure Park, located 18km away, where you can navigate a zipline ropes course amidst the beautiful outdoors, offering an exhilarating experience.

Nightlife

In Stockbridge, you can enjoy a relaxed evening at The Red Lion Inn, featuring live music and a charming bar atmosphere. For a more intimate vibe, visit the nearby Berkshire Theatre Group, where you can catch captivating performances in a historic 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 visit to Stockbridge, plan your trip during the off-peak months of March to April or November, when accommodation prices are lower. Tuesdays are the cheapest days to stay, while Saturdays tend to be the most expensive. Use Expedia to filter hotel options by budget and preferences, and consider package deals that combine hotels with flights and activities for additional savings. Additionally, take advantage of free activities in the area to enhance your experience without breaking the bank.

  • 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 arrange your search results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Furthermore, you have the option to refine your choices by hotel type; 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 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 is an enchanting destination for romantic getaways and cultural explorations. Visitors can delve into its rich history at various historic houses, enjoy the serene beauty of nature reserves, and discover literary treasures at the local library. With a blend of outdoor activities and family-friendly experiences, Stockbridge offers a delightful escape for travellers seeking both relaxation and enrichment. Don't miss the opportunity to immerse yourself in the charm of this picturesque town.

  • Norman Rockwell Museum: Immerse yourself in the heart of American illustration at the Norman Rockwell Museum. Featuring a vast collection of Rockwell's iconic works, the museum offers a glimpse into the culture and history of 20th-century America, all set within the picturesque landscape of Stockbridge.
  • Hancock Shaker Village: Explore the rich heritage of the Shaker community at Hancock Shaker Village, located a short drive from Stockbridge. This living museum showcases the unique architecture and crafts of the Shakers, along with beautifully maintained gardens and farm animals, providing a serene and educational experience.
  • Berkshire Botanical Garden: A delightful escape, the Berkshire Botanical Garden invites visitors to stroll through beautifully curated gardens. Ideal for families and couples alike, this tranquil space offers a captivating blend of flora, art, and outdoor activities amidst lovely romantic settings.

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

Flying into Stockbridge, Massachusetts, offers several convenient airport options. ALBany International Airport (ALB) is located 64km away, with nearby hotels like The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown, both 13km from the airport. Westchester County Airport (HPN) is 140km distant, with excellent accommodations such as The Opus Westchester and Sonesta White Plains Downtown, both 6km from HPN. Hartford's Bradley International Airport (BDL) is 66km away, featuring the DoubleTree by Hilton Hartford - Bradley Airport, just 2km from BDL. Each airport provides accessible transport services to hotels, ensuring a smooth arrival experience.

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 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 kitchenware, 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: 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 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 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. 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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