Photo by William Keller

Find hotels in Stockbridge, MA from CA $88

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Compare 1,369 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Loved our visit"
The price is CA $257
CA $349 total
includes taxes & fees
Aug 18 - Aug 19
The Red Lion Inn

Tanglewood Suites

2.5 star property
7.4 out of 10, Good, (18)
"Made a Friday night reservation for their 2BR suite in August. When we arrived at the location listed on Expedia, we found ourselves in a residential neighborhood with no "Tanglewood Suites" in sight. I had emailed in advance for clarification on the location but didn't get a reply. We called the place and the proprietor said there was no record of a reservation and that she never rents for one night only. We were left high and dry with no reasonably priced play to stay in the area. "
The price is CA $370
CA $370 total
includes taxes & fees
Aug 17 - Aug 18
Tanglewood Suites

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is CA $568
CA $687 total
includes taxes & fees
Aug 31 - Sep 1
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Wonderful place to stay"
The price is CA $185
CA $207 total
includes taxes & fees
Sep 8 - Sep 9
The Yankee, Trademark Collection by Wyndham

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Had a wonderful time "
The price is CA $174
CA $195 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (517)
"Great place , love it, will return"
The price is CA $178
CA $198 total
includes taxes & fees
Sep 1 - Sep 2
The Constance by the Lenox Collection

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (674)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is CA $220
CA $246 total
includes taxes & fees
Aug 17 - Aug 18
Berkshires Untold

FairBridge Inn Express

2.5 star property
5.4 out of 10, (766)
"Close to our target event a plus"
The price is CA $98
CA $109 total
includes taxes & fees
Aug 17 - Aug 18
FairBridge Inn Express

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (859)
"Consistently a clean room with welcoming staff."
The price is CA $158
CA $177 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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

3.5 star property
9.0 out of 10, Wonderful, (691)
"This was our third year of two summer weeks at Oak 'n' Spruce. The accommodations are comfortable and convenient, and the staff is wonderful. We hope to be back next summer."
The price is CA $126
CA $160 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (538)
"Excellent location, friendly service, clean, comfortable room."
The price is CA $103
CA $115 total
includes taxes & fees
Sep 1 - Sep 2
Travelodge by Wyndham Great Barrington Berkshires

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1946)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is CA $149
CA $182 total
includes taxes & fees
Aug 27 - Aug 28
Vacation Village in the Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is CA $176
CA $250 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (432)
"Beautiful scenery. Room was not fancy but comfortable and clean. "
The price is CA $93
CA $104 total
includes taxes & fees
Aug 17 - Aug 18
Berkshire Travel Lodge

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (563)
"Amazing place to stay. Can’t wait to go again. "
The price is CA $106
CA $149 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Very clean rooms and excellent staff."
The price is CA $164
CA $183 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (622)
"It was lovely!"
The price is CA $88
CA $98 total
includes taxes & fees
Sep 1 - Sep 2
Econo Lodge Lee - Great Barrington

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (649)
"Great place to stay. Excellent staff."
The price is CA $171
CA $191 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (725)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
The price is CA $230
CA $257 total
includes taxes & fees
Aug 25 - Aug 26
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (554)
"Very clean and very nice staff. Breakfast was great"
The price is CA $229
CA $256 total
includes taxes & fees
Aug 20 - Aug 21
Berkshire Valley Inn
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

Stay near popular Stockbridge attractions

Find out more about Stockbridge

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Cultural Richness: Stockbridge offers a vibrant arts scene, including the renowned Norman Rockwell Museum, showcasing American art and culture.
  • Scenic Beauty: Enjoy picturesque landscapes with tranquil lakes and scenic reserves, perfect for outdoor adventures.
  • Romantic Getaways: Ideal for couples, Stockbridge provides charming streets and cozy accommodations for a romantic experience.
  • Family-Friendly Activities: The area features attractions suitable for families, ensuring a memorable vacation for all ages.
  • Year-Round Recreation: Experience seasonal activities, from skiing in winter to hiking in summer, catering to diverse interests.

Find great hotels in Stockbridge

Discover the charm of Stockbridge, Massachusetts, where a diverse selection of accommodations awaits to suit every traveler's taste and budget. From cozy bed and breakfasts to luxurious hotels, you'll find ideal lodging options ranging from 1 to 4.5 stars. Whether you're seeking pet-friendly amenities, adventure-filled experiences, or a business-friendly environment, Stockbridge has the perfect hotel for your getaway, including the renowned Red Lion Inn.

  • The Black Swan Lee - Lenox, Ascend Hotel Collection: Nestled 6.4km from Stockbridge, The Black Swan Lee - Lenox offers a delightful blend of adventure, family, and pet-friendly experiences. This 3-star hotel caters to those seeking thrill and leisure alike, with an array of exciting activities both onsite and nearby. Guests can enjoy skiing lessons, fishing, and mountain climbing, making it an ideal spot for outdoor enthusiasts. Families will appreciate the dedicated children’s amenities, such as first aid kits and cribs, ensuring a safe and comfortable stay. Plus, pets are welcomed, with specific policies in place to accommodate your furry friends.
  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Located 4.8km from Stockbridge, this 3.5-star resort is perfect for families and adventure seekers alike. With a strong focus on skiing and outdoor activities, guests can access ski rentals, lessons, and snow tubing within close proximity. The resort also features a mini-golf course and a shared playground, providing ample entertainment for children. The blend of recreational amenities makes this hotel a great choice for those looking to enjoy the outdoors while ensuring the little ones have plenty of fun.
  • The Red Lion Inn: Situated in the heart of Stockbridge, The Red Lion Inn offers a unique historic charm paired with modern amenities. This 3.5-star lodging is perfect for history buffs, adventure seekers, and pet owners. Occupying a national historic building, the inn provides access to various outdoor activities, including hiking, snowboarding, and sailing. Guests can enjoy the property's pet-friendly policy, allowing well-behaved pets to accompany them during their stay. The captivating atmosphere and rich history create a memorable experience for all visitors.

Where to stay in Stockbridge

Discover the enchanting allure of Stockbridge, Massachusetts, where culture and romance intertwine. Stroll through charming streets, visit the Norman Rockwell Museum, and enjoy the scenic beauty surrounding you. Nearby, explore family-friendly attractions and picturesque towns that offer relaxing vibes and budget-friendly shopping. Whether you're seeking a romantic getaway or a tranquil retreat, Stockbridge and its surroundings are the perfect vacation destination for an unforgettable experience.

  • Lenox: Nestled only 8.0km from Stockbridge, Lenox is a charming town known for its seasonal allure. The summer months from June to August see a surge in visitors, drawn by entertainment, romance, and family experiences. Explore the vibrant cultural scene with music concerts and theatre performances, or embrace the winter months with skiing adventures. Nature enthusiasts will appreciate the picturesque lakes and mountains that surround the area, along with event venues that host various conferences and festivities. Lenox offers a delightful blend of relaxation and recreation, making it a must-visit destination in the Berkshires.
  • Great Barrington: Located 11.3km from Stockbridge, Great Barrington is an adventurous city that captivates visitors year-round, particularly peaking in the summer months. Known for its skiing opportunities, this town is perfect for those seeking thrills and sports experiences. Ski fields and resorts abound, making it an excellent base for winter sports enthusiasts. Additionally, the nearby state parks and stunning lakes provide ample opportunities for hiking and exploration. Great Barrington combines the excitement of adventure with the natural beauty of the Berkshires, ensuring visitors leave with unforgettable memories.
  • Pittsfield: Just 19.3km from Stockbridge, Pittsfield is a lively city that offers a diverse range of activities throughout the year. Although visitor numbers peak during the summer, the city remains an attractive destination for ski and adventure lovers. With access to numerous ski resorts and fields, it’s a winter wonderland for sports enthusiasts. The local landscape features beautiful lakes and mountains, ideal for both relaxation and outdoor pursuits. Families can also enjoy the nearby waterpark, adding an element of fun for all ages. Pittsfield is a vibrant hub where adventure and leisure coalesce seamlessly.

Things to do in Stockbridge

Stockbridge, Massachusetts is ideal for culture-themed and romantic getaways, offering a variety of activities like music concerts, theatre performances, and nearby ski resorts. Perfect for weekend trips, visitors can enjoy skiing vacations at local ski fields, blending entertainment with stunning natural scenery. Make the most of your stay by immersing yourself in the vibrant arts scene and outdoor adventures that Stockbridge has to offer.

Shopping

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

Recreation

At Tanglewood Music Center, enjoy soul-stirring concerts in an uplifting atmosphere. Wyndhurst Golf & Club offers an invigorating golfing experience amidst beautiful landscapes. For relaxation, Lake Mansfield Park provides a serene setting perfect for leisurely strolls and reconnecting with nature.

Adventure

Ski Butternut, located 11.3km from Stockbridge, offers thrilling skiing experiences amidst picturesque snowy landscapes. For a scenic hike, the Housatonic River Walk, also 11.3km away, presents breathtaking views and outdoor adventure. For adrenaline seekers, Catamount Aerial Adventure Park, situated 17.7km from Stockbridge, features exhilarating ziplining and ropes courses.

Nightlife

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

Booking tips and Expedia advantages for Stockbridge

To save money on your trip to Stockbridge, visit during the off-peak months of March to April and November when hotel prices drop. Opt for Tuesday stays for the best rates, and avoid Saturdays for higher costs. Take advantage of free attractions like the National Shrine of the Divine Mercy, and explore local venues such as Lee Premium Outlets. Use Expedia to find eco-certified accommodations and consider combining your hotel, flights, and activities for better deals. Sorting by price on booking platforms can also help you uncover the best savings.

  • 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 preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Stockbridge hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Stockbridge

Stockbridge, Massachusetts, is an ideal destination for culture enthusiasts and couples seeking a romantic getaway. Visitors can explore historic houses, scenic reserves, and tranquil lakes, all while enjoying outdoor activities perfect for families. The area's attractions cater to a diverse range of interests, ensuring a memorable experience for every traveller.

  • National Shrine of the Divine Mercy: Experience a serene atmosphere at this shrine located within Stockbridge. It offers a peaceful setting for reflection and spiritual connection, showcasing stunning architecture and beautiful gardens that enhance its cultural significance.
  • Norman Rockwell Museum: Immerse yourself in the world of iconic American art at the Norman Rockwell Museum. Located in Stockbridge, this museum features an extensive collection of Rockwell's works, providing insight into his storytelling through art and the cultural landscape of his time.
  • The Mount: Visit The Mount, a historic house located 6.4km away from Stockbridge, which was once the home of renowned author Edith Wharton. The estate's beautiful gardens and architecture reflect Wharton's literary legacy and connection to the cultural history of the region.

Best time to go to Stockbridge

Visitor numbers in Stockbridge is generally unchanged in popularity throughout the year. The best time to visit Stockbridge is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.8°F (-5.1°C)Light RainMostly CloudySlightly LowAverage
February24.6°F (-4.1°C)Light RainMostly CloudySlightly LowAverage
March32.5°F (0.3°C)Light RainMostly CloudySlightly LowSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnySlightly HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnySlightly HighAverage
October50.0°F (10.0°C)Light RainMostly SunnyAverageSlightly High
November37.8°F (3.2°C)Light RainMostly SunnyAverageSlightly Low
December29.5°F (-1.4°C)Light RainMostly CloudyAverageAverage

The nearest major airports for your trip to Stockbridge

To reach Stockbridge, Massachusetts, you have a few 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, and the 4-star Marriott Hartford Downtown, 19.3km away. Albany, NY (ALB-Albany Intl.) is 64.4km from Stockbridge, featuring hotels such as the 4-star Landing Hotel at Rivers Casino & Resort and the DoubleTree by Hilton Schenectady Downtown, both 12.9km from the airport. Lastly, Pittsfield, MA (PSF-Pittsfield Municipal) is 16.1km away, with options like the 4.5-star Stockbridge Country Inn and the Central Downtown Inn & Suites, just 3.2km from the airport.

Frequently asked questions

Where is the best place for a stay in Stockbridge?

The Red Lion Inn is a favorite with Expedia customers. This hotel offers 3 restaurants and an outdoor pool. Another top choice for your stay based on traveler reviews is Tanglewood Suites. See all available top hotels, or vacation rentals in Stockbridge.

What are some of the best vacation home rentals in Stockbridge?

Peace and quiet on the lake: This vacation home rental near Stockbridge is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind. 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 budget-friendly hotel in Stockbridge?

Based on reviews, The Red Lion Inn is a popular 3.5-star hotel for our travelers looking for an economical choice, and features free WiFi and 3 restaurants. View all budget hotels in Stockbridge.

What's the best accommodation for a romantic vacation to Stockbridge?

The Red Lion Inn is a favorite hotel for couples, and features Frette Italian sheets and 24-hour room service. Another choice for your romantic getaway is The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood. See all romantic hotels in Stockbridge.

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 accommodation for a beach vacation in Stockbridge?

Stockbridge Country Inn is a top 4.5-star B&B for a beach vacation, and features a seasonal outdoor pool and free breakfast. Other good choices to stay near the beach include The Red Lion Inn and 1862 Seasons on Main Bed and Breakfast. Spend some quality time by the water at Iroquis Waterfront.

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 boutique hotel in Stockbridge?

1862 Seasons on Main Bed and Breakfast is a favorite 4.5-star B&B with our travelers looking for a stylish accommodation, featuring 5 guestrooms, a restaurant, and spa services.

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, Frelinghuysen Morris House and Studio, and Mission House. See more options for historical stays in Stockbridge.

What's the best place to stay to stay near the slopes in Stockbridge?

Based on our travel data, Conroy's B&B is a top 3.5-star B&B for hitting the ski slopes, and features free breakfast and an outdoor pool. Other good choices for your ski trip include Stockbridge Country Inn and The Red Lion Inn. Enjoy the skiing and snowboarding by visiting Ski Butternut or Catamount Ski Area.

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 is the best spa hotel in Stockbridge?

The Red Lion Inn is a top spa hotel featuring 3 restaurants, a fitness center, a bar, and an outdoor pool. See all spa hotels 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 50 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, 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. 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.