Photo by William Keller

Stockbridge Hotels from ₹6,894

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Our top choices for Stockbridge hotels

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is ₹13,318
₹18,897 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Red Lion Inn

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

4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is ₹34,403
₹41,618 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Tanglewood Suites

2.5 star property
Stockbridge
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
United States
Elizabeth
The price is ₹19,708
₹19,708 total
includes taxes & fees
19 Dec - 20 Dec
Tanglewood Suites

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1008)
"Great stay!"
United States
Ann
The price is ₹8,032
₹8,972 total
includes taxes & fees
16 Dec - 17 Dec
The Yankee, Trademark Collection by Wyndham

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1006)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is ₹9,107
₹10,173 total
includes taxes & fees
18 Dec - 19 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very good, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ₹8,269
₹9,237 total
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is ₹8,729
₹9,749 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (811)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is ₹9,867
₹11,022 total
includes taxes & fees
15 Dec - 16 Dec
Berkshires Untold

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (797)
"Place was great!"
United States
Benjamin
The price is ₹10,260
₹13,222 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2168)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is ₹9,357
₹11,439 total
includes taxes & fees
10 Dec - 11 Dec
Vacation Village in the Berkshires

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (706)
"Great hospitality "
United States
regina maria
The price is ₹9,188
₹10,263 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (784)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is ₹15,037
₹17,300 total
includes taxes & fees
14 Dec - 15 Dec
The Cornell Inn, Lenox & The Berkshires

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is ₹8,413
₹9,397 total
includes taxes & fees
15 Dec - 16 Dec
Best Western Plus Berkshire Hills Inn & Suites

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"Clean room and staff was super friendly"
United States
Yuen
The price is ₹13,409
₹14,978 total
includes taxes & fees
10 Dec - 11 Dec
Hotel On North

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is ₹6,749
₹7,540 total
includes taxes & fees
10 Dec - 11 Dec
Travelodge by Wyndham Great Barrington Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is ₹11,429
₹12,766 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (589)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is ₹12,149
₹13,570 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Lenox Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is ₹23,398
₹29,151 total
includes taxes & fees
16 Dec - 17 Dec
Prospect Berkshires
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.

Linwood House at the Norman Rockwell Museum Stockbridge Massachusetts USA.

Significant collection of the artist's original work & memorabilia on display in his hometown.
Photo by William Keller
Open Photo by William Keller

Top Stockbridge Hotel Reviews

More cheap stays in Stockbridge

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Charming Historic Streets: Stroll through Stockbridge's picturesque streets, rich in historical significance and character.
  • Cultural Experiences: Enjoy captivating theatre performances and music concerts that showcase local talent.
  • Scenic Natural Reserves: Relax in tranquil local reserves and by beautiful lakes, perfect for outdoor enthusiasts.
  • Diverse Accommodation: Choose from charming bed and breakfasts to modern hotels, catering to all traveller needs.
  • Family-Friendly Activities: Engage in a variety of activities suitable for families, ensuring fun for all ages.

Find great hotels near Stockbridge

Discover a delightful selection of accommodations in Stockbridge, Massachusetts, where charming bed and breakfasts meet modern hotels. Ideal for families, adventure seekers, and pet lovers, these lodgings offer a range of services to enhance your stay. Whether you require accessible rooms or seek a memorable vacation experience, Stockbridge has options to suit every traveller’s needs.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: This family-friendly resort offers a delightful blend of comfort and convenience, making it an ideal choice for both leisure and business travellers. Located a mere 4.8km from Stockbridge, the resort features a range of amenities tailored for families, including a mini-golf course, an arcade game room, and a playground for children. Business guests will appreciate the inclusive business centre services, ensuring a productive stay. With spacious accommodations and a welcoming atmosphere, this resort is perfect for creating lasting family memories in the beautiful Berkshires.
  • The Black Swan Lee - Lenox, Ascend Hotel Collection: Nestled 6.4km from Stockbridge, The Black Swan Lee offers a unique experience for adventurous travellers and families alike. This 3-star property is pet-friendly and provides ample opportunities for outdoor pursuits, such as kayaking and snowboarding, making it an excellent choice for those looking to explore the area's natural beauty. Families will find thoughtful amenities, including free cribs and window guards, ensuring a safe environment for children. With its focus on adventure and recreation, this hotel promises an engaging stay for all ages.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated 8.0km from Stockbridge, this hotel caters to business travellers and the LGBTQIA community with its inclusive atmosphere. The property boasts a 24-hour business centre and versatile meeting rooms, making it an excellent choice for those on work trips. Guests will find comfortable accommodations and convenient amenities designed for a hassle-free stay. With its welcoming environment and commitment to providing a supportive experience, this hotel stands out as a top choice for professional visitors in the area.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of culture and romance, making it an ideal destination for a memorable vacation. Explore charming streets with historical significance, relax in scenic surroundings, and indulge in family-friendly activities. Just a short distance from the city centre, visitors can discover affordable dining options and experience the best of New England's picturesque landscapes, ensuring a perfect getaway for travellers seeking both relaxation and entertainment.

  • Lenox: Nestled a mere 8.0km from Stockbridge, Lenox is a charming town that boasts a blend of entertainment and romance, making it a favoured destination for families and couples alike. With a moderately seasonal influx of visitors, particularly peaking from June to August, Lenox offers a wealth of activities such as music concerts, theatre performances, and skiing adventures. Nature lovers will be drawn to its picturesque lakes and mountains, while event enthusiasts can explore local conference venues that host a variety of happenings throughout the year.
  • Great Barrington: Located 11.3km from Stockbridge, Great Barrington is an adventure-lover's paradise, welcoming travellers year-round with a slightly varied seasonal attendance. With skiing at its core, this vibrant city is perfect for those seeking sports and outdoor escapades. The peak season from June to August brings an influx of visitors eager to explore the nearby ski fields and resorts, as well as the stunning landscapes of national state parks. Great Barrington’s unique charm lies in its combination of outdoor thrill and community spirit.
  • The Berkshires: A short 19.3km from Stockbridge, The Berkshires is renowned for its stunning scenery and outdoor activities. With a steady flow of visitors throughout the year, its peak season also falls between June and August. Travellers flock here for adventurous pursuits, including skiing and exploring the natural beauty of lakes and mountains. The Berkshires is an ideal locale for those seeking to immerse themselves in nature, while also offering event spaces for conferences and gatherings, making it a versatile destination for all.

Things to do in and around Stockbridge

Stockbridge offers a delightful blend of cultural and romantic activities, making it perfect for a themed holiday. Visitors can enjoy music concerts, captivating theatre performances, and nearby ski fields. For those staying at local hotels, there are numerous attractions to explore, ensuring a memorable experience in this charming town.

Shopping

Discover the charming Berkshire Mountain Country Store, Charles H. Baldwin & Sons, and Hoffman's Pottery, all located just 6.4km from Stockbridge, offering delightful gifts and souvenirs. If you're up for a drive, visit the nearby shopping destinations for a wider selection.

Recreation

Tanglewood Music Center offers a vibrant musical experience, just 8.0km from Stockbridge, where you can immerse yourself in enchanting performances. Wyndhurst Golf & Club, also 8.0km away, invites you to enjoy a round of golf amidst stunning landscapes. For tranquillity, Lake Mansfield Park, located 9.7km from Stockbridge, provides a peaceful retreat for relaxation and wellness.

Adventure

At Ski Butternut, 11.3km from Stockbridge, experience exhilarating skiing on well-groomed slopes amidst a vibrant sports atmosphere. The Housatonic River Walk, also 11.3km away, offers picturesque hiking trails with breathtaking scenery. For adrenaline seekers, Catamount Aerial Adventure Park, 17.7km distant, features thrilling ziplining and ropes courses.

Nightlife

Experience the vibrant nightlife in Stockbridge by visiting the Berkshire Theatre Festival for captivating performances or enjoy a romantic evening at Shakespeare and Company, just 8.0km away. For more entertainment, head to the Mahaiwe Performing Arts Center, located 11.3km from Stockbridge.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Stockbridge

For a budget-friendly trip to Stockbridge, consider visiting between March to April or November when accommodation prices are lower. Tuesdays are the cheapest days to stay, while Saturdays tend to be pricier. Use Expedia’s search tool to find the best deals, filtering by your budget and preferences, including eco-friendly hotels. Additionally, combining your hotel, flights, and activities into a package can lead to significant savings. Exploring local parks and galleries can provide free entertainment, making your visit both enjoyable and economical.

  • 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, preferred location, and additional preferences. You can organise your results to display prices from lowest to highest, ensuring that the most affordable hotels appear at the top. 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 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 offers a charming blend of culture and romance, perfect for an entertaining getaway. Visitors can explore historic houses, enjoy the tranquillity of local reserves and preserves, or relax by the scenic lakes. The area's attractions cater to those seeking enriching cultural experiences, outdoor adventures, and family-friendly activities, making it an ideal destination for diverse travellers.

  • National Shrine of the Divine Mercy: Nestled in Stockbridge, this serene shrine offers a peaceful retreat for reflection and prayer. Its beautiful architecture and tranquil gardens create a spiritual atmosphere, making it a unique place to experience the divine and appreciate the art of faith.
  • Norman Rockwell Museum: This vibrant museum celebrates the iconic American artist Norman Rockwell, showcasing his beloved illustrations and paintings. Visitors can immerse themselves in the rich cultural history of Rockwell's work, and explore engaging exhibitions that highlight themes of American life.
  • The Mount: Located 6.4km from Stockbridge, this historic home was once the residence of author Edith Wharton. The Mount features stunning gardens and a glimpse into Wharton's life, offering a fascinating insight into her literary contributions and the beauty of the Berkshires.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is situated 66.0km away, with nearby hotels like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. Albany, NY (ALB-Albany Intl.) is 64.4km distant, featuring the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 12.9km from the airport. Alternatively, Pittsfield, MA (PSF-Pittsfield Municipal) lies only 16.1km from Stockbridge, offering accommodations such as the 4.5-star Miraval Berkshires Resort & Spa, 9.7km away, with complimentary transport to the airport.

Frequently asked questions

Where is the best place for a stay in Stockbridge?
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a favourite with Expedia customers. This B&B offers free breakfast and free parking. Another top choice for your trip based on traveller reviews is The Red Lion Inn. 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, 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, Frelinghuysen Morris House and Studio 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 47 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, Frelinghuysen Morris House and Studio 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.

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