Photo by William Keller

Search Stockbridge hotels

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Stockbridge

The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1016)
"If you're looking for a classic New England Inn the Red Lion fits the bill. Beautiful porch to enjoy cocktails and coffee. Rustic Inn and dining room as restaurant options. Stockbridge offers other great dining options and shopping. "
United States
Bill
The price is AU$310
includes taxes & fees
4 Nov - 5 Nov
The Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (108)
"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 AU$577
includes taxes & fees
9 Nov - 10 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.2 out of 10, Wonderful, (1002)
"Great Indian restaurant in the hotel!"
United States
Chris
The price is AU$183
includes taxes & fees
2 Nov - 3 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1017)
"Good breakfast King rooms are the best facing the mountains Recently remodeled "
United States
Susan M
The price is AU$218
includes taxes & fees
2 Nov - 3 Nov
The Yankee, Trademark Collection by Wyndham
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (916)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is AU$177
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (773)
"Great hotel with a beautiful restaurant and bar. They have a wonderful patio with couches and fire pits. Great place to spend time hanging out."
United States
Rebecca
The price is AU$159
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (55)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
United States
Marti
The price is AU$247
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (784)
"Nice hotel. Very friendly and professional staff. "
United States
Magen
The price is AU$177
includes taxes & fees
11 Nov - 12 Nov
Hotel On North
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (678)
"This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well. "
United States
Tina
The price is AU$176
includes taxes & fees
13 Nov - 14 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
FairBridge Inn Express
2.5 star property
5.4 out of 10, (799)
"Good service and people"
United States
Jerod
The price is AU$116
includes taxes & fees
9 Nov - 10 Nov
FairBridge Inn Express
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (554)
"The staff was very friendly and the room was clean. "
United States
Travis
The price is AU$129
includes taxes & fees
3 Nov - 4 Nov
Travelodge by Wyndham Great Barrington Berkshires
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (723)
"Room was very spacious with separate bedroom and full kitchen. Pool/hot tub area was great. Conveniently located to local attractions and restaurants."
United States
Gerard
The price is AU$195
includes taxes & fees
2 Nov - 3 Nov
Berkshire Mountain Lodge
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1018)
"Good breakfast; pleasant staff on duty 24/7; convenient location."
United States
Dan and Alice
The price is AU$175
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
9.0 out of 10, Wonderful, (765)
"Lovely spot, great accommodations, friendly staff, and great location."
United States
Joanne
The price is AU$243
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2096)
"Clean and great pool and hot tub facilities "
United States
Alyce
The price is AU$175
includes taxes & fees
2 Nov - 3 Nov
Vacation Village in the Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
9.0 out of 10, Wonderful, (1000)
"Honestly I just enjoyed being able to relax Play some games in the cute pub and the breakfast was yummy and stuff was inviting and so helpful "
United States
Sandra
The price is AU$280
includes taxes & fees
26 Oct - 27 Oct
The Cornell Inn, Lenox & The Berkshires
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (330)
"My five star rating is based on the rental being an exceptional value at the rate I paid (the rate I found on Expedia). Our suite was a plain but super comfortable one bedroom apartment with full kitchen and living area, plenty of storage space. The location is extremely convenient, and it was very clean. "
United States
Anne
The price is AU$167
includes taxes & fees
3 Nov - 4 Nov
The Central Downtown Inn & Suites
The Constance by the Lenox Collection
3.5 star property
8.4 out of 10, Very good, (555)
"Very quiet and comfortable "
United States
Beth
The price is AU$220
includes taxes & fees
10 Nov - 11 Nov
The Constance by the Lenox Collection
Berkshire Travel Lodge
2.5 star property
5.4 out of 10, (453)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is AU$132
includes taxes & fees
30 Oct - 31 Oct
Berkshire Travel Lodge
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (745)
"The property is very nice and the staff was extremely friendly and helpful."
United States
Greg
The price is AU$246
includes taxes & fees
3 Nov - 4 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Stockbridge attractions

Learn more about Stockbridge

Get away to romantic Stockbridge! Enjoy the gardens, camping and architecture.

Top Stockbridge Hotel Reviews

More cheap accommodation in Stockbridge

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Cultural Experiences: Enjoy live music concerts and captivating theatre performances that highlight the rich arts scene.
  • Scenic Outdoor Adventures: Explore picturesque picnic areas, horse riding trails, and serene lakes for a relaxing day out.
  • Charming Downtown: Stroll through the quaint shops and indulge in local arts and history in the heart of Stockbridge.
  • Historic Accommodations: Stay in inviting bed and breakfasts or comfortable hotels, like the Stockbridge Country Inn.
  • Winter Activities: Hit the nearby ski fields for thrilling winter fun amidst beautiful landscapes.

Find great hotels near Stockbridge

Explore a variety of charming accommodations in Stockbridge, Massachusetts, perfect for your getaway. From inviting bed and breakfasts to comfortable hotels, you'll find options catering to adventure seekers and families alike. Popular choices include the Stockbridge Country Inn and the Inn at Stockbridge, both offering unique experiences and essential amenities like laundry facilities. Embrace the historic charm of the area while enjoying a memorable vacation.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: This 3.5-star resort is perfect for families and adventure seekers alike, located a mere 4.8km from Stockbridge. With a ski shuttle nearby, guests can easily access winter sports activities such as skiing, snowboarding, and snow tubing. The resort features a range of on-site recreational facilities, including an arcade game room, mini-golf, and a children's playground, ensuring that younger guests are entertained. The property’s commitment to family-friendly amenities, including free cribs, makes it an ideal choice for those travelling with kids.
  • The Black Swan Lee - Lenox, Ascend Hotel Collection: Situated 6.4km from Stockbridge, this 3-star hotel offers a charming and pet-friendly atmosphere, perfect for families and adventure enthusiasts. Guests can enjoy a variety of outdoor activities, including downhill skiing and motorboating, with some options available on-site. The hotel is equipped with essential amenities for children, such as cribs and first aid kits, while also welcoming pets (with certain restrictions). This creates a warm and inclusive environment for all types of visitors, making it a delightful choice for your stay.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Located 8.0km from Stockbridge, this hotel caters to business travellers and is LGBTQIA-friendly, proudly featured in LGBTQI travel guides. With a 24-hour business centre, meeting rooms, and conference space, it provides all the necessary facilities for a productive stay. The welcoming atmosphere and commitment to inclusivity ensure that guests feel comfortable and valued, making it an excellent option for those balancing work and leisure during their visit.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful escape for those seeking a romantic getaway or cultural adventure. Stroll through the charming downtown, explore the scenic beauty of West Stockbridge, and indulge in the local arts and history. With its family-friendly atmosphere and picturesque landscapes, Stockbridge promises a relaxing vacation filled with captivating experiences. From quaint shops to serene parks, you'll find the perfect blend of entertainment and tranquillity in this enchanting region.

  • Lenox: Located 8.0km from Stockbridge, Lenox is a charming city that attracts visitors year-round, with peak arrivals from June to August. Known for its vibrant entertainment scene, Lenox offers a romantic and family-friendly vibe. Visitors can enjoy music concerts, theatre performances, and even skiing in winter. The area is adorned with picturesque lakes and mountains, making it perfect for outdoor activities. Key highlights include the renowned Tanglewood Music Festival, an event that draws music lovers from all over.
  • The Berkshires: Just 19.3km away from Stockbridge, The Berkshires is a stunning region that promises outdoor adventures and breathtaking scenery. Though the number of visitors peaks in the summer months, this destination remains enticing throughout the year. Popular activities include skiing at various resorts and exploring the beautiful hiking trails. The Berkshires is home to pristine lakes and majestic mountains, offering a tranquil escape. Don't miss the chance to visit the Norman Rockwell Museum, which celebrates the life and works of the iconic American painter.
  • Great Barrington: Situated 11.3km from Stockbridge, Great Barrington is a lively city popular for its adventurous spirit. With a steady flow of visitors, especially in the warmer months, this destination is ideal for skiing and outdoor sports. The surrounding natural beauty includes stunning lakes and the nearby national state park, perfect for hiking and picnicking. Great Barrington's vibrant downtown offers an array of local shops and eateries, making it a delightful place to unwind after a day of adventure.

Things to do in and around Stockbridge

Stockbridge offers a delightful blend of culture and romance, perfect for a memorable getaway. Enjoy live music concerts and captivating theatre performances, or hit the ski fields for some winter fun. For a more leisurely day, explore horse riding trails, take advantage of recreational opportunities, and relax in picturesque picnic areas. This charming town is sure to provide a unique experience for every visitor.

Shopping

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

Recreation

At Tanglewood Music Center, immerse yourself in the vibrant atmosphere of live concerts, just a short drive from Stockbridge. Wyndhurst Golf & Club offers invigorating outdoor sports amidst beautiful landscapes, while Lake Mansfield Park invites you to unwind and relax in its serene natural surroundings.

Adventure

At Ski Butternut, 11.3km from Stockbridge, enjoy thrilling skiing and snowboarding with stunning mountain views. Catamount Aerial Adventure Park, 17.7km away, offers an exhilarating zipline and ropes course experience amidst a beautiful outdoor setting. For a scenic hike, explore the Housatonic River Walk, also 11.3km from town.

Nightlife

In Stockbridge, the Berkshire Theatre Festival offers a charming blend of culture and romance through captivating performances. Nearby, Shakespeare and Company presents engaging shows just 8.0km away. For a grander experience, the Mahaiwe Performing Arts Center, 11.3km from Stockbridge, showcases a diverse array of entertainment.

Booking tips and Expedia advantages for Stockbridge

For a budget-friendly trip to Stockbridge, consider visiting during the cheaper months of March to April or November, and aim to stay on a Tuesday for the best rates. Use Expedia to compare hotels, filter for eco-certified options, and sort prices low to high. Look into package deals that combine accommodation with flights and activities for extra savings. Additionally, explore free attractions in the area to maximise your experience without overspending. By planning wisely, you can enjoy Stockbridge without breaking the bank.

  • 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: Utilise Expedia’s search tool to refine your options based on your budget, preferred location, and the type of accommodation you’re after. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels 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 some cash by combining your Stockbridge hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Stockbridge

Stockbridge is perfect for a romantic and culture-themed getaway, offering a blend of historic houses, scenic preserves, and tranquil lakes. Visitors can enjoy a variety of attractions that cater to cultural interests, outdoor adventures, and family-friendly experiences. With its charming atmosphere and rich heritage, Stockbridge promises to create lasting memories for all who explore its unique offerings.

  • National Shrine of the Divine Mercy: Nestled in Stockbridge, this serene shrine offers a peaceful atmosphere for reflection and spiritual connection, drawing visitors from around the world. Experience its stunning architecture and beautiful gardens, perfect for a quiet retreat.
  • The Mount: Located 6.4km from Stockbridge, The Mount is the former home of author Edith Wharton. This historic house showcases Wharton's exquisite design sensibilities and offers guided tours that delve into her life and literary contributions amidst picturesque gardens.
  • Norman Rockwell Museum: Situated in Stockbridge, this vibrant art museum celebrates the iconic American artist Norman Rockwell. Explore a vast collection of his works that capture the essence of American life, alongside engaging exhibitions and charming grounds.

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

When planning your trip to Stockbridge, Massachusetts, you have a few airport options. Hartford, CT (BDL-Bradley Intl.) is 66.0km away, with nearby accommodation like the 4-star Simsbury 1820 House, 11.3km from the airport, and the 3.5-star Sheraton Hartford Hotel at Bradley Airport, right at the terminal. Albany, NY (ALB-Albany Intl.) is 64.4km away, offering the 4-star Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both 12.9km from the airport. Lastly, Pittsfield, MA (PSF-Pittsfield Municipal) is only 16.1km away, with lovely options like the 4-star Hampton Terrace Inn and 33 Main, each 8.0km from the airport.

Frequently asked questions

Where is the best place for a stay in Stockbridge?
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a favourite with Expedia customers. This B&B offers free breakfast and free parking. Other top choices based on traveller reviews include The Red Lion Inn and Tanglewood Suites. See all available top hotels, or vacation rentals in Stockbridge.
What are some of the best holiday rentals that Stockbridge has to offer?
Amore Estate - beautiful room with many places to explore and relax in.: This holiday home rental outside Stockbridge offers an outdoor pool, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all vacation rentals in Stockbridge.
If I need to cancel my hotel reservation in Stockbridge, will I receive a refund?
Yes, the majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Stockbridge.
What's the best dog-friendly hotel in Stockbridge?
The Red Lion Inn is a top hotel for people travelling with their pets, and offers 3 restaurants and an outdoor pool for its human guests. See more pet-friendly hotel accommodations in Stockbridge.
What's the best high-end place to stay in Stockbridge?
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a luxury B&B with a seasonal outdoor pool and a terrace, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Stockbridge.
What's the best hotel in Stockbridge to learn about local history?
Based on our travel expertise, The Red Lion Inn is a top historic hotel bookable on our site and it features free WiFi. Also, notable landmarks to visit include Naumkeag Museum, Frelinghuysen Morris House and Studio and Mission House. See more options for historical stays in Stockbridge.
What are some accommodation options with pools in Stockbridge?
The Red Lion Inn: Features 3 restaurants, an outdoor pool and spa services. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and Vacation Village in the Berkshires are two additional hotels that feature an on-site pool. View all hotels with pools in Stockbridge.
What is staying in Stockbridge like?
Visitors to Stockbridge will definitely enjoy the bars. Tourists can also enjoy the city's gardens, museums and architecture. In Stockbridge, there are 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, Frelinghuysen Morris House and Studio and Mission House. Landmarks like Naumkeag Museum, National Shrine of the Divine Mercy and Stockbridge Bowl might be worth a visit. The picturesque setting of Berkshire Botanical Garden and Housatonic River exemplify the area's natural beauty. Take a look at what more there is to see and do in Expedia's Stockbridge guide.
What's the weather like in Stockbridge?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

Explore a world of travel with Expedia