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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, (1,000 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
The price is NT$4,934
NT$6,919 total
includes taxes & fees
May 27 - May 28
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 NT$9,750
NT$11,796 total
includes taxes & fees
May 31 - Jun 1
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, (1,001 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is NT$3,434
NT$3,836 total
includes taxes & fees
May 29 - May 30
The Yankee Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (454 reviews)
"Everything was excellent"
United States
Barbara
The price is NT$3,970
NT$4,355 total
includes taxes & fees
May 17 - May 18
Shaker Mill 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, (1,002 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is NT$3,462
NT$3,867 total
includes taxes & fees
May 18 - May 19
Best Western Plus Berkshire Hills Inn & Suites

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (942 reviews)
"Great stay!"
United States
Aditya
The price is NT$4,061
NT$4,536 total
includes taxes & fees
May 31 - Jun 1
Berkshires Untold

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (853 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is NT$2,155
NT$2,407 total
includes taxes & fees
May 18 - May 19
Monument Mountain Motel

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, (1,000 reviews)
"Nice location. Can rent their pontoon boat."
United States
Paul
The price is NT$4,071
NT$4,547 total
includes taxes & fees
Jun 9 - Jun 10
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is NT$5,011
NT$5,598 total
includes taxes & fees
May 28 - May 29
Element by Marriott Lenox Berkshires

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (932 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is NT$2,764
NT$3,791 total
includes taxes & fees
May 24 - May 25
Berkshire Mountain Lodge

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is NT$2,664
NT$2,976 total
includes taxes & fees
May 19 - May 20
Quality Inn Great Barrington

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
The price is NT$2,993
NT$3,343 total
includes taxes & fees
Jun 11 - Jun 12
The Little Lion

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, (93 reviews)
"Room was clean, bed was comfortable, pool was nice, breakfast and coffee were good!"
United States
Haley
The price is NT$3,715
NT$4,149 total
includes taxes & fees
May 19 - May 20
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, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is NT$3,308
NT$3,804 total
includes taxes & fees
May 19 - May 20
Locust Tree Bed and Breakfast LLC

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (96 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 NT$3,314
NT$3,636 total
includes taxes & fees
May 17 - May 18
The Springs Motel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (853 reviews)
"Great value"
United States
Ralph
The price is NT$2,489
NT$2,780 total
includes taxes & fees
May 17 - May 18
Howard Johnson by Wyndham Lenox

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"enjoy your vacation"
United States
lev
The price is NT$4,905
NT$5,643 total
includes taxes & fees
May 21 - May 22
The Cornell Inn, Lenox & The Berkshires

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Good location and great breakfast."
United States
Linda
The price is NT$4,413
NT$4,929 total
includes taxes & fees
May 25 - May 26
Hampton Inn & Suites Berkshires-Lenox

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (178 reviews)
"Great staff. "
United States
wesley
The price is NT$4,906
NT$5,641 total
includes taxes & fees
May 19 - May 20
Blackberry River Inn

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,356 reviews)
"great stay. "
United States
John
The price is NT$2,717
NT$3,381 total
includes taxes & fees
May 18 - May 19
Vacation Village in the 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.

Vivid autumn foliage reflected in a calm lake surrounded by a dense forest under a clear blue sky in Stockbridge, Massachusetts

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

  • Historic Charm: Explore the quaint town's rich history with its beautiful historic homes and picturesque neighborhoods.
  • Art and Culture: Visit the renowned Norman Rockwell Museum for a deep dive into American art and culture.
  • Outdoor Adventures: Enjoy activities at scenic locations like Stockbridge Bowl and nearby skiing resorts.
  • Golfing Experience: Challenge yourself at the Stockbridge Golf Club amidst stunning landscapes.
  • Welcoming Accommodations: Choose from charming bed and breakfasts to inviting hotels for a memorable stay.

Find great hotels near Stockbridge

Stockbridge, Massachusetts, offers a delightful selection of accommodations for every type of traveler, from charming bed and breakfasts to inviting hotels. Whether you seek a family-friendly getaway, a pet-friendly retreat, or an adventurous experience, you'll find the perfect lodging option. Explore the renowned Stockbridge Inn and other top-rated hotels, ensuring a memorable stay amidst the picturesque landscapes and rich culture of this enchanting region.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled just 4.8km from Stockbridge, this 3.5-star resort is perfect for families and business travelers alike. With ski shuttles and lifts nearby, it’s an excellent choice for winter sports enthusiasts. The resort features a range of amenities designed specifically for children, including an Arcade Game Room, a Mini Golf course, and a shared Playground. Spacious accommodations allow for a comfortable stay, making it an ideal base for your Berkshires adventure.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: Located 6.4km from Stockbridge, this charming 3-star hotel is an adventurous haven for families and pet owners. Guests can enjoy a variety of adventure sports, including fishing and snowboarding, with onsite motor watercraft available for thrills. The hotel also focuses on family needs, offering cribs and child safety features. With a pet-friendly policy that welcomes dogs, The Black Swan ensures a memorable stay for you and your furry friends.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated 8.0km from Stockbridge, this hotel is not only business-friendly but also LGBTQIA welcoming. With a commitment to inclusivity, it’s a great spot for diverse travelers. The hotel offers modern accommodations equipped with essential amenities to ensure a comfortable stay. Its strategic location makes it easy to explore the local attractions, while also providing a relaxing retreat after a day of adventures.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a charming blend of romantic scenery and rich culture, perfect for any traveler. Explore the nearby town of Lenox for its beautiful landscapes and welcoming New England hospitality. Discover classic destinations like the Norman Rockwell Museum or take a leisurely stroll through picturesque neighborhoods. Whether you're seeking a relaxing getaway or a family-friendly adventure, Stockbridge is an ideal spot to experience the best of the Berkshires.

  • Lenox: Nestled just 8.0km from Stockbridge, Lenox is a charming town known for its cultural vibrancy and romantic ambiance. This destination attracts visitors year-round, with peak tourism occurring from June to August. Here, you can enjoy a variety of entertainment options, including live music concerts and engaging theater performances. Outdoor enthusiasts will appreciate the nearby ski fields during winter. Notable landmarks include serene lakes and picturesque mountains, making Lenox a perfect spot for both relaxation and adventure.
  • The Berkshires: Located 19.3km from Stockbridge, The Berkshires is a stunning region that offers outdoor adventures and breathtaking scenery. The area sees a steady stream of visitors, especially during the summer months of June to August. Popular activities include skiing at local ski resorts and exploring the beautiful landscapes. With lakes and mountains surrounding you, The Berkshires is ideal for outdoor lovers and those seeking a scenic getaway. Don’t miss the chance to attend events at the local conference venues, enhancing your travel experience.
  • Pittsfield: Also situated 19.3km from Stockbridge, Pittsfield is a vibrant city that caters to adventure seekers and outdoor enthusiasts. The city experiences steady visitor numbers year-round, peaking in the summer months. Here, you can indulge in skiing and explore various ski resorts. The surrounding natural beauty includes stunning lakes and mountains, alongside historical monuments that reflect the city's rich heritage. Pittsfield promises a blend of outdoor excitement and cultural exploration, making it a worthwhile stop on your journey.

Things to do in and around Stockbridge

Stockbridge, Massachusetts, is perfect for a romantic and culturally rich getaway, offering a variety of activities. Visitors can enjoy live music concerts, theater performances, and skiing at nearby resorts. Explore the charming town, experience vibrant nightlife, and visit event venues for memorable gatherings. Golf enthusiasts will find the Stockbridge Golf Club a delightful challenge. With so much to offer, Stockbridge promises an unforgettable vacation experience.

Shopping

In Stockbridge, visit the Berkshire Mountain Country Store, Hoffman's Pottery, and Charles H. Baldwin & Sons, all located 6.4km away, offering unique gifts and souvenirs. If you're up for a drive, check out nearby shopping options for a wider selection.

Recreation

Experience the Tanglewood Music Center for serene outdoor concerts that uplift your spirit. Enjoy a round of golf at Wyndhurst Golf & Club, surrounded by beautiful landscapes. For relaxation, visit Lake Mansfield Park, where you can unwind amidst nature and embrace peaceful moments.

Adventure

At Ski Butternut, located 11.3km from Stockbridge, experience exhilarating skiing and snowboarding amidst stunning mountain scenery. Hike the Housatonic River Walk, also 11.3km away, where you can enjoy breathtaking views and the beauty of nature. For thrill-seekers, Catamount Aerial Adventure Park, 17.7km distant, offers exciting ziplining and ropes courses.

Nightlife

Experience the vibrant nightlife in Stockbridge by visiting the Berkshire Theatre Festival for captivating performances. For a short drive, enjoy the romance and culture at Shakespeare and Company, or catch a show at the Mahaiwe Performing Arts Center, both offering unforgettable entertainment options.

*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 to book your stay on a Tuesday for the best rates. Use Expedia's search tool to find budget-friendly hotels, and don't forget to check for Eco-certified options. Additionally, consider booking a package deal that combines your hotel, flights, and activities for further savings. Enjoy free activities like hiking in the beautiful outdoors, and take advantage of public transport or walking to explore the town without extra costs.

  • 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 easily arrange the results to display prices from lowest to highest, helping you find the most affordable hotels first. Additionally, you can refine your search by hotel type; for instance, checking the Eco-certified filter will highlight sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save some money by combining your hotel stay in Stockbridge with your flights and activities through an Expedia package.

Find the best attractions in Stockbridge

Stockbridge, Massachusetts, offers a romantic and culturally rich vacation experience. Visitors can explore historic homes, scenic reserves, and beautiful lakes. Key attractions include the Stockbridge Bowl and various museums, making it an ideal destination for culture enthusiasts, outdoor adventurers, and families alike. Enjoy the charm of this quaint town while immersing yourself in its history and natural beauty.

  • National Shrine of the Divine Mercy: This serene shrine offers a tranquil atmosphere for reflection and prayer. Nestled in the beautiful landscape of Stockbridge, it features stunning architecture and gardens, inviting visitors to experience its spiritual ambiance and learn about the message of Divine Mercy.
  • Norman Rockwell Museum: Dive into the world of American art at this museum dedicated to the beloved illustrator Norman Rockwell. With a vast collection of his iconic works, visitors can explore the artist's life and legacy while enjoying exhibitions that celebrate American culture and storytelling.
  • Naumkeag Museum: This historic estate showcases the beauty of Gilded Age architecture and landscape design. Stroll through its exquisite gardens and discover the rich history of the property, which has been beautifully preserved, offering a glimpse into the lives of its former residents.

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 can fly into several nearby airports. Hartford, CT (BDL-Bradley Intl.) is located 66.0km away and offers great hotel options like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. Albany, NY (ALB-Albany Intl.) is 64.4km from Stockbridge, with hotels such as the Park Manor Hotel, 12.9km from the airport. For a closer option, Hudson, NY (HCC-Columbia County) is only 32.2km away, featuring the 4-star Wick, Hudson, just 8.0km from the airport. All these hotels provide convenient access to their respective airports, ensuring a smooth travel 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 traveler 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 trip. 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! 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, Berkshire Theatre Festival, and Frelinghuysen Morris House and Studio. 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 Berkshire Mountain Lodge 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 48 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, Berkshire Theatre Festival, and Frelinghuysen Morris House and Studio. 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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