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

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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, (1,003 reviews)
"Clean room and breakfast"
United States
Raphael
The price is Rp2.939.208
Rp4.083.849 total
includes taxes & fees
8 Jul - 9 Jul
The Red Lion Inn

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is Rp5.917.307
Rp7.158.225 total
includes taxes & fees
19 Jul - 20 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, (1,001 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is Rp2.279.678
Rp2.546.401 total
includes taxes & fees
8 Jul - 9 Jul
The Yankee Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,002 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is Rp2.117.484
Rp2.365.230 total
includes taxes & fees
22 Jul - 23 Jul
Quality Inn Great Barrington

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, (780 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is Rp2.670.378
Rp2.982.758 total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (1,000 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is Rp2.136.302
Rp2.386.249 total
includes taxes & fees
30 Jun - 1 Jul
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,001 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
The price is Rp2.515.236
Rp3.209.896 total
includes taxes & fees
27 Jul - 28 Jul
Berkshire Mountain Lodge

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, (788 reviews)
"Dawn was super helpful in getting us checked in."
United States
Kristen
The price is Rp3.793.191
Rp4.236.993 total
includes taxes & fees
12 Jul - 13 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (875 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is Rp1.992.030
Rp2.225.196 total
includes taxes & fees
9 Jul - 10 Jul
Monument Mountain Motel

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (190 reviews)
"beautiful inn"
United States
Maura
The price is Rp2.790.455
Rp3.209.023 total
includes taxes & fees
29 Jun - 30 Jun
Blackberry River Inn

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,002 reviews)
"Great breakfast and coffe is available 24 hours. Nice location to near by restaurants and great view by water."
United States
andrew
The price is Rp3.575.439
Rp3.993.738 total
includes taxes & fees
1 Jul - 2 Jul
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, (1,002 reviews)
"Quiet room. Comfortable bed linens"
United States
Margo
The price is Rp2.278.761
Rp2.545.376 total
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Good location and great breakfast."
United States
Linda
The price is Rp3.028.818
Rp3.383.136 total
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn & Suites Berkshires-Lenox

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,001 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is Rp2.664.643
Rp2.976.307 total
includes taxes & fees
7 Jul - 8 Jul
Quality Inn Lee - Lenox South

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (426 reviews)
"Below average B&B"
United States
Larry
The price is Rp1.881.810
Rp2.164.082 total
includes taxes & fees
3 Jul - 4 Jul
Locust Tree Bed and Breakfast LLC

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (633 reviews)
"We arrived at the hotel and there was"
United States
Nancy
The price is Rp3.570.657
Rp3.988.424 total
includes taxes & fees
29 Jun - 30 Jun
Courtyard by Marriott Lenox Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,409 reviews)
"Property is great and stay was great"
United States
Isha
The price is Rp2.095.845
Rp2.537.663 total
includes taxes & fees
12 Jul - 13 Jul
Vacation Village in the Berkshires

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (916 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is Rp2.645.287
Rp3.305.161 total
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (685 reviews)
"Five Star stay!"
United States
Adeline
The price is Rp2.850.425
Rp3.183.925 total
includes taxes & fees
29 Jun - 30 Jun
Hilton Garden Inn Lenox Pittsfield

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (312 reviews)
"A beautiful old inn in the heart of a lovely old town."
United States
Linda
The price is Rp2.777.552
Rp3.102.527 total
includes taxes & fees
26 Jul - 27 Jul
The Whitlock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Stockbridge attractions

Learn more about Stockbridge

Norman Rockwell's Museum showcases the artist's iconic paintings of small-town American life in his former studio. Stroll down Main Street's historic district before hiking Monument Mountain for views that inspired Nathaniel Hawthorne's literary works.

A calm lake reflecting a forest with autumn foliage.

Top Stockbridge Hotel Reviews

More cheap stays in Stockbridge

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Charming Downtown: Explore the picturesque downtown area filled with quaint shops and vibrant art galleries.
  • Cultural Hub: Immerse yourself in local history and artistic offerings through music concerts and theatre performances.
  • Scenic Nature Trails: Enjoy scenic hiking trails that highlight Stockbridge's stunning natural beauty.
  • Family-Friendly Atmosphere: Stockbridge provides a welcoming environment for families, offering a wealth of experiences.
  • Delightful Accommodations: Choose from charming bed and breakfasts to luxurious hotels for a comfortable stay.

Find great hotels near Stockbridge

Discover a variety of charming accommodation options in Stockbridge, Massachusetts, from delightful bed and breakfasts to inviting hotels. Whether you're seeking adventure, a family getaway, or a historic themed experience, Stockbridge offers something for everyone. Notable choices include the Inn at Stockbridge, Stockbridge Inn, and Stockbridge Country Inn, alongside luxurious hotels for those desiring an upscale stay. Enjoy the perfect blend of comfort and local charm during your visit.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled a mere 5km from Stockbridge, this 3.5-star resort offers a family-friendly retreat ideal for those seeking adventure and outdoor activities. With a guest rating of 9.2 out of 10, the resort features amenities such as a ski shuttle and nearby ski lifts, making it a perfect base for skiing enthusiasts. On-site, families can enjoy a range of activities including an arcade game room, mini golf, and a playground for children, ensuring that younger guests are well entertained. The resort also provides various adventure sports options, including hiking, snowboarding, and ski rentals, catering to those looking for an active holiday experience.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: Located 6km from Stockbridge, this charming 3-star hotel boasts a 9.0 out of 10 guest rating and is well-suited for families and pet owners alike. The Black Swan offers a blend of comfort and adventure, with activities such as kayaking and fishing available on-site, along with nearby skiing options. The hotel is noted for its welcoming atmosphere towards pets, with specific amenities catering to furry friends. Family-friendly features include cribs and safety measures for children, providing peace of mind for parents while ensuring a delightful stay for every guest.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated 8km from Stockbridge, this budget-friendly hotel holds an 8.8 out of 10 guest rating, making it a solid choice for business travellers. The Holiday Inn Express ensures a comfortable stay with essential amenities and services tailored for those on work trips. Guests can expect a practical yet pleasant experience, with convenient access to local business hubs and attractions, allowing for both work and leisure during their stay.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of romantic charm and rich culture, perfect for an enchanting getaway. Visitors can explore the picturesque downtown area, where quaint shops and art galleries exude a vibrant atmosphere. The heart of Stockbridge serves as a cultural hub, showcasing local history and artistic offerings. Nearby neighbourhoods provide a relaxing and family-friendly ambiance, making it an ideal destination for those seeking both adventure and tranquillity amidst stunning scenery.

  • Lenox: Located approximately 8km from Stockbridge, Lenox is a charming town known for its vibrant cultural scene. The area experiences moderate seasonal traveller arrivals, with the peak season from June to August. Visitors flock to Lenox for its entertainment-themed offerings, romantic vibes, and rich cultural experiences. Enjoy a variety of activities, including music concerts, theatre productions, and winter sports like skiing. Notable landmarks include serene lakes and majestic mountains, providing a picturesque backdrop for your adventures.
  • The Berkshires: Situated about 19km away from Stockbridge, The Berkshires is renowned for its stunning outdoor scenery and adventurous spirit. The region sees a steady stream of visitors year-round, with peak tourism occurring in the summer months of June to August. Travellers come here to engage in outdoor activities such as skiing and exploring its breathtaking landscapes. The local attractions also feature beautiful lakes and mountains, making it a perfect destination for nature lovers and outdoor enthusiasts alike.
  • Great Barrington: Located around 11km from Stockbridge, Great Barrington is a vibrant city that draws visitors for its adventurous atmosphere and sports offerings. The area experiences consistent travel throughout the year, with a peak in visitors during the summer months. Great Barrington is ideal for skiing enthusiasts, offering easy access to ski fields and resorts. Additionally, the nearby national state park provides ample opportunities for exploration and relaxation amidst nature’s beauty, making it a must-visit for outdoor aficionados.

Things to do near Stockbridge

Shopping

In the heart of Stockbridge, you'll find charming boutiques like the Red Lion Inn Gift Shop, offering unique local crafts and souvenirs. If you're up for a drive, head to the nearby Lee Premium Outlets for a wider selection of brand-name items at discounted prices.

Recreation

In Stockbridge, Canyon Ranch offers holistic wellness programmes, combining fitness activities with spa treatments amid serene surroundings. Nearby, Kripalu Centre for Yoga & Health provides a tranquil environment for yoga, meditation, and workshops focused on personal growth, allowing visitors to rejuvenate both body and mind.

Adventure

Lime Rock Park offers thrilling motor racing experiences located 40km from Stockbridge, immersing you in a vibrant atmosphere filled with speed and excitement. For an exhilarating day outdoors, visit Catamount Aerial Adventure Park, 18km away, where you can navigate zip lines and rope courses amidst stunning natural scenery.

Nightlife

Visit the Red Lion Inn for a cosy atmosphere with a selection of fine wines and spirits. For a lively evening, head to the Berkshire Theatre Group, where you can enjoy captivating performances and events that showcase local talent and creativity.

*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, consider travelling in the off-peak months of March to April and November, when accommodation prices drop. Tuesdays are typically the most affordable days to book a stay, while Saturdays are the priciest. Use Expedia's search tool to find the best deals by sorting hotels from lowest to highest price and filtering for eco-friendly options. Additionally, combining your hotel, flights, and activities into a package can lead to significant savings. Don't forget to look for free activities and local attractions with reduced admission prices to make the most of your budget.

  • 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, chosen location, and additional preferences. You can arrange the search results to display prices from lowest to highest, ensuring you see the most affordable hotels first. 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 available for booking.
  • Consider bundling your trip: You can save money by combining your Stockbridge hotel booking with your flights and activities by opting for an Expedia package.

Find the best attractions in and around Stockbridge

Stockbridge offers a delightful blend of romance and culture, making it an ideal destination for various types of holidays. Visitors can explore historic houses, nature reserves, and local libraries, catering to those seeking cultural enrichment and outdoor adventures. This charming town is perfect for families, providing a wealth of experiences to enjoy. Don't miss the opportunity to immerse yourself in the unique character of Stockbridge during your visit.

  • National Shrine of the Divine Mercy: Nestled within Stockbridge, this serene shrine offers a peaceful atmosphere for reflection and spiritual connection, surrounded by beautiful gardens and nature, creating a tranquil retreat.
  • Norman Rockwell Museum: Located in the heart of Stockbridge, this museum showcases the iconic works of American illustrator Norman Rockwell. Visitors can explore his captivating depictions of everyday life and Americana through an extensive collection of paintings and illustrations.
  • The Mount: Situated 6km from Stockbridge, The Mount is the former home of author Edith Wharton. This historic house features stunning architecture, beautiful gardens, and insights into Wharton's life and literary contributions.

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.

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

Reaching Stockbridge, Massachusetts, is convenient via several major airports. White Plains, NY (HPN-Westchester County) is 140km away, with nearby hotels like The Opus Westchester and Sonesta White Plains Downtown offering excellent accommodation and various airport transport services. Hartford, CT (BDL-Bradley Intl.) is closer at 66km, featuring options such as DoubleTree by Hilton Hartford, all conveniently located near the airport. Albany, NY (ALB-Albany Intl.) is also within 64km, with notable hotels like The Landing Hotel at Rivers Casino offering easy access to the airport. Each airport provides reliable transport links to Stockbridge, ensuring a smooth journey for visitors.

Frequently asked questions

Where is the best place for a stay in Stockbridge?
The Red Lion Inn is one of the top choices for your stay based on our traveller data. This hotel is a short 15-minute walk from National Shrine of the Divine Mercy, and it offers 3 restaurants and an outdoor pool. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is another good choice for your stay. See all available top hotels, or vacation rentals in Stockbridge.
If I need to cancel my hotel reservation in Stockbridge, will I receive a refund?
Yes, the majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Stockbridge.
What's the best dog-friendly hotel in Stockbridge?
The Red Lion Inn is a top hotel for people travelling with their pets, and offers 3 restaurants and an outdoor pool for its human guests. See more pet-friendly hotel accommodations in Stockbridge.
What's the best high-end place to stay in Stockbridge?
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a luxury B&B with a seasonal outdoor pool and a terrace, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Stockbridge.
What's the best hotel in Stockbridge to learn about local history?
Based on our travel expertise, The Red Lion Inn is a top historic hotel bookable on our site and it features free WiFi. Also, notable landmarks to visit include Naumkeag Museum, Mission House and Berkshire Theatre Festival. See more options for historical stays in Stockbridge.
What are some accommodation options with pools in Stockbridge?
The Red Lion Inn: Hotel, 15-minute walk from National Shrine of the Divine Mercy. Features 3 restaurants, an outdoor pool and spa services. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and The Yankee Inn 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.