Photo by William Keller

Find hotels in Stockbridge, MA from AED 310

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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, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is AED 485
AED 706 total
includes taxes & fees
14 Jan - 15 January 2026
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, (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 AED 1,403
AED 1,697 total
includes taxes & fees
6 Jan - 7 January 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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, (1001)
"Very friendly and good Breakfast."
United States
Jesse
The price is AED 281
AED 313 total
includes taxes & fees
4 Jan - 5 January 2026
Best Western Plus Berkshire Hills Inn & Suites

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is AED 496
AED 554 total
includes taxes & fees
4 Jan - 5 January 2026
Element Lenox Berkshires

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1006)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is AED 278
AED 310 total
includes taxes & fees
4 Jan - 5 January 2026
The Yankee, Trademark Collection by Wyndham

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, (1000)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is AED 368
AED 411 total
includes taxes & fees
13 Jan - 14 January 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is AED 360
AED 402 total
includes taxes & fees
2 Jan - 3 January 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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, (710)
"Great hospitality "
United States
regina maria
The price is AED 393
AED 439 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (438)
"Nice place, easy check in"
United States
Robert
The price is AED 402
AED 441 total
includes taxes & fees
5 Jan - 6 January 2026
Shaker Mill Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1000)
"My go to place for my ski weekends"
United States
Ryan
The price is AED 278
AED 310 total
includes taxes & fees
6 Jan - 7 January 2026
Quality Inn Great Barrington

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is AED 470
AED 525 total
includes taxes & fees
2 Jan - 3 January 2026
Hilton Garden Inn Lenox Pittsfield

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (190)
"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
United States
Jenna
The price is AED 514
AED 576 total
includes taxes & fees
27 Dec - 28 Dec
the Alander

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is AED 382
AED 427 total
includes taxes & fees
4 Jan - 5 January 2026
Hampton Inn & Suites Berkshires-Lenox

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (810)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (795)
"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is AED 362
AED 487 total
includes taxes & fees
11 Jan - 12 January 2026
Berkshire Mountain Lodge

Fairfield Inn & Suites by Marriott Great Barrington Lenox/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 AED 496
AED 554 total
includes taxes & fees
8 Jan - 9 January 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
25 Dec - 26 Dec
Howard Johnson by Wyndham Lenox

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (68)
"Extremely impressed by this hotel. The staff was very friendly and professional. The rooms were so comfortable and high quality everything! Check in and check out was easy. Highly recommend!"
United States
Jeanne
The price is AED 415
AED 464 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AED 386
AED 443 total
includes taxes & fees
25 Dec - 26 Dec
Locust Tree Bed and Breakfast LLC

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1003)
"The staff is always so helpful & nice, and the rooms are always clean and comfortable. This is my favorite place to stay in Lee!"
United States
Cooper
The price is AED 303
AED 339 total
includes taxes & fees
11 Jan - 12 January 2026
Quality Inn Lee - Lenox South
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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

Hotels in Stockbridge with star-rating

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Charming Historic Homes: Explore beautifully preserved historic houses that showcase Stockbridge's rich past.
  • Scenic Outdoor Activities: Enjoy recreational opportunities at Stockbridge Bowl and nearby nature reserves.
  • Cultural Enrichment: Visit local museums and enjoy live music and theater performances for a taste of the arts.
  • Romantic Getaways: Experience the picturesque setting perfect for couples looking for a romantic escape.
  • Diverse Accommodations: Choose from cozy bed & breakfasts to comfortable hotels tailored for every type of traveler.

Find great hotels near Stockbridge

Discover the charm of Stockbridge, Massachusetts, with a variety of lodging options to suit every traveler. Whether you're seeking a cozy bed & breakfast or a comfortable hotel, you'll find accommodations that cater to families, adventurers, and pet lovers alike. Explore the best hotels and inns in the area, including the renowned Inn at Stockbridge, ensuring a memorable stay in this picturesque town.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the heart of the Berkshires, this 3.5-star resort is ideal for families seeking adventure and recreation. Located a short 4.8km from Stockbridge, the resort offers a plethora of outdoor activities, including skiing, snowboarding, and hiking. Onsite amenities cater to children, with features like a mini golf course, arcade game room, and a playground. Families can also enjoy spacious accommodations that make it a perfect base for exploring the scenic beauty of the region.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: This charming 3-star hotel, just 6.4km from Stockbridge, provides a pet-friendly atmosphere that welcomes families and adventurers alike. Guests can take advantage of nearby skiing and mountain climbing, or enjoy fishing right on the property. The hotel offers thoughtful amenities for children, including cribs and first aid kits, ensuring a comfortable stay for families. With its unique blend of outdoor fun and cozy accommodations, The Black Swan is a delightful choice for those traveling with pets.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Located 8.0km from Stockbridge, this hotel caters to business travelers and those looking for an inclusive atmosphere. With its affiliation to LGBTQIA travel guides, the hotel provides a welcoming environment for all guests. The rooms are designed for comfort and productivity, making it an excellent choice for both work and leisure. Guests can enjoy convenient amenities that enhance their stay, all while being close to the area's attractions.

Where to stay near Stockbridge

Stockbridge, Massachusetts, is a charming destination perfect for a romantic getaway or cultural exploration. With its rich history and stunning scenery, you'll find beautiful spots to relax and enjoy New England hospitality. Nearby Lenox offers additional attractions, ensuring a family-friendly atmosphere filled with entertainment and relaxation. Explore classic destinations and immerse yourself in the unique vibes of this picturesque region, where every moment is steeped in charm and tranquility.

  • Lenox: Nestled approximately 8.0km from Stockbridge, Lenox is a charming town known for its vibrant arts and culture scene. Visitors flock here for romantic getaways and entertainment-themed experiences, particularly during the peak summer months of June to August. You can enjoy live music concerts and theatrical performances, along with outdoor activities in the winter months, thanks to nearby ski fields. The town is surrounded by stunning natural landmarks, including picturesque lakes and mountains, making it a perfect destination for relaxation and exploration.
  • The Berkshires: Located around 19.3km from Stockbridge, The Berkshires offers a unique blend of outdoor adventure and breathtaking scenery. This region attracts visitors year-round, with peak travel occurring in the summer. Renowned for its ski resorts and outdoor recreational opportunities, The Berkshires is a haven for nature lovers and thrill-seekers alike. Whether you're skiing in the winter or hiking during the warmer months, the area boasts captivating landscapes, including serene lakes and majestic mountains, along with event venues for conferences and gatherings.
  • Pittsfield: Also situated about 19.3km from Stockbridge, Pittsfield is a vibrant city that appeals to adventure enthusiasts and outdoor lovers. While its visitor numbers peak during the summer months, the city remains a year-round destination. Known for its ski resorts and outdoor recreational activities, Pittsfield is surrounded by natural beauty, including lakes and mountains. Visitors can explore local monuments and enjoy various seasonal events, making it an exciting stop for those seeking both adventure and cultural experiences.

Things to do in and around Stockbridge

Stockbridge offers a delightful mix of romance, culture, and entertainment for visitors. Enjoy live music concerts and captivating theater performances, or hit the slopes at nearby ski resorts. Explore the charming Stockbridge Golf Club for a round of golf, and immerse yourself in the local nightlife for a memorable evening. With a variety of event venues and activities, Stockbridge is sure to provide an unforgettable vacation experience.

Shopping

In Stockbridge, visit the Berkshire Mountain Country Store, Hoffman's Pottery, and Charles H. Baldwin & Sons, all located just 6.4km away, offering unique gifts and souvenirs. If you're up for a drive, explore the nearby shopping options in Great Barrington, about 16.1km away.

Recreation

Tanglewood Music Center offers a vibrant atmosphere where you can enjoy world-class concerts amidst beautiful scenery, just 8.0km from Stockbridge. Wyndhurst Golf & Club provides a scenic golfing experience, also 8.0km away, while Lake Mansfield Park, 9.7km away, invites relaxation with its tranquil surroundings.

Adventure

Experience the thrill of skiing at Ski Butternut, located 11.3km from Stockbridge, offering fantastic slopes and a vibrant ski atmosphere. For a scenic hike, explore the Housatonic River Walk, also 11.3km away, where stunning views and outdoor adventure await. Don’t miss the Catamount Aerial Adventure Park, 17.7km from Stockbridge, featuring exciting zipline courses amidst nature.

Nightlife

Experience the vibrant nightlife in Stockbridge by visiting the enchanting Berkshire Theatre Festival right in town. For a romantic evening, catch a performance at Shakespeare and Company, located a short drive away. Don't miss the Mahaiwe Performing Arts Center, also nearby, for an unforgettable cultural experience.

*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, plan your trip between March to April or November when accommodation prices are lower. Tuesdays are typically the least expensive days to stay, while Saturdays are the priciest. Use Expedia's search tool to filter options by budget and eco-certification, and sort results from lowest to highest price. Consider booking a package that combines your hotel, flights, and activities for additional savings. Don't miss free activities in the area to enhance your experience without straining your wallet.

  • 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: Utilize Expedia's search tool to refine your options based on your budget, preferred location, and desired hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly accommodations currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservations in Stockbridge with your flights and activities through an Expedia package.

Find the best attractions in Stockbridge

Stockbridge offers a delightful blend of romance, culture, and entertainment, making it an ideal vacation spot. Visitors can explore historic houses, scenic reserves, and beautiful lakes, all catering to families and outdoor enthusiasts. Don't miss the Stockbridge Bowl for recreational activities and various local museums for a cultural experience. Whether you're looking for relaxation or adventure, Stockbridge provides a memorable getaway.

  • National Shrine of the Divine Mercy: This serene shrine offers a peaceful atmosphere for reflection and prayer. Nestled in the beautiful landscape of Stockbridge, it features stunning architecture and beautifully landscaped gardens, making it a perfect spot for spiritual rejuvenation.
  • Norman Rockwell Museum: Celebrating the iconic American artist, this museum showcases an extensive collection of Rockwell's works. Visitors can explore his life and artistic journey, surrounded by captivating exhibitions that reflect the heart of American culture and storytelling.
  • Naumkeag Museum: A historic estate with exquisite gardens, Naumkeag Museum offers a glimpse into the Gilded Age. Explore its beautifully preserved rooms and enchanting grounds, perfect for leisurely strolls and enjoying nature's beauty.

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 visit Stockbridge, Massachusetts, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is located 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 away, featuring the Park Manor Hotel, 12.9km from the airport. Lastly, Pittsfield, MA (PSF-Pittsfield Municipal) is the closest airport at 16.1km, with accommodations such as the 4.5-star Stockbridge Country Inn. Each hotel offers convenient access to their respective airports, making your journey to Stockbridge seamless.

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 favorite with Expedia customers. This B&B offers free breakfast and free parking. Another top choice for your stay based on traveler reviews is The Red Lion Inn. See all available top hotels, or vacation rentals in Stockbridge.
What are some of the best vacation home rentals in Stockbridge?
Pet Friendly Riverfront Home in Great Barrington: This vacation home near Stockbridge is located on a river and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your vacation with amenities like 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! 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.
Where can I learn more about changing or cancelling my trip to Stockbridge?
For additional details about rescheduling or cancelling your trip to Stockbridge, go to https://www.expedia.com/service/.
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. See more pet-friendly hotel accommodations in Stockbridge.
What's the best hotel to stay close to Norman Rockwell Museum?
Tanglewood Suites is one of the top choices for your stay based on our traveler data, and this B&B offers free breakfast and free parking. It's located just a short 0.8 mi (1.2 km) from Norman Rockwell Museum. Another good option is Stockbridge Country Inn, located just 0.6 mi (1 km) away.
What about the best place to stay close to National Shrine of the Divine Mercy?
One of the top choices for your stay is The Red Lion Inn, located a short 0.5 mi (0.7 km) from National Shrine of the Divine Mercy, and this 3.5-star hotel offers 3 restaurants and an outdoor pool. Tanglewood Suites, located just 0.5 mi (0.8 km) away, is another good choice for your stay.
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, Mission House, and Berkshire Theatre Festival. See more options for historical stays in Stockbridge.
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 Vacation Village in the Berkshires are two additional hotels that offer an onsite pool. View all hotels with pools in Stockbridge.
What's the best hotel for staying near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
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 46 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, 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. 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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