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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, (1,001 reviews)
"Breakfast was awesome, I recommend the Cinnamon French Toast."
United States
Walter
The price is AU$273
includes taxes & fees
26 Apr - 27 Apr
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 AU$523
includes taxes & fees
10 May - 11 May
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (910 reviews)
"Such a cool and affordable place to stay in the Berkshires. Great lobby/bar with a good restaurant."
United States
Kathy
The price is AU$130
includes taxes & fees
6 May - 7 May
Berkshires Untold

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
United States
Patrick
The price is AU$154
includes taxes & fees
27 Apr - 28 Apr
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, (1,001 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is AU$159
includes taxes & fees
28 Apr - 29 Apr
Best Western Plus Berkshire Hills Inn & Suites

Element Lenox Berkshires

Element 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 AU$236
includes taxes & fees
30 Apr - 1 May
Element Lenox Berkshires

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,001 reviews)
"Very friendly staff and conviently located"
United States
Dawn
The price is AU$118
includes taxes & fees
27 Apr - 28 Apr
Quality Inn Great Barrington

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is AU$155
includes taxes & fees
25 Apr - 26 Apr
The Yankee 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, (1,000 reviews)
"Beautiful place- beautiful views "
United States
Yanis
The price is AU$172
includes taxes & fees
30 Apr - 1 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (844 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is AU$99
includes taxes & fees
29 Apr - 30 Apr
Monument Mountain Motel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (913 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is AU$160
includes taxes & fees
28 Apr - 29 Apr
Berkshire Mountain Lodge

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, (758 reviews)
"Nice clean room, clean and well maintained breakfast was tasteful each day. Desk Clerk very helpful in giving out direction, Breaksfast person, very friendly. Hotel is centrally located, shop and restaurant nearby"
United States
Berdest
The price is AU$174
includes taxes & fees
4 May - 5 May
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (45 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is AU$243
includes taxes & fees
27 Apr - 28 Apr
Wilder House Berkshires

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is AU$169
includes taxes & fees
25 Apr - 26 Apr
Locust Tree Bed and Breakfast LLC

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Good location and great breakfast."
United States
Linda
The price is AU$199
includes taxes & fees
11 May - 12 May
Hampton Inn & Suites Berkshires-Lenox

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (576 reviews)
"Clean"
United States
Brian
The price is AU$117
includes taxes & fees
28 Apr - 29 Apr
Travelodge by Wyndham Great Barrington Berkshires

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)
"Great location "
United States
Edith
The price is AU$158
includes taxes & fees
17 May - 18 May
Quality Inn Lee - Lenox South

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (95 reviews)
"Great quaint place. Great staff and very clean. "
United States
Janelle
The price is AU$173
includes taxes & fees
26 Apr - 27 Apr
The Springs Motel

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Delicious breakfast and beautiful room!"
United States
Laarni
The price is AU$209
includes taxes & fees
6 May - 7 May
The Cornell Inn, Lenox & The Berkshires

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is AU$270
includes taxes & fees
28 Apr - 29 Apr
The Berkshire Mountain 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.
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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

Recent Reviews in Stockbridge

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 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.
What are some of the best holiday rentals that Stockbridge has to offer?
Cozy Riverside Berkshires Retreat: This holiday home rental outside of Stockbridge is located on a river, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and kitchenware, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Stockbridge.
If I need to cancel my hotel reservation in Stockbridge, will I receive a refund?
Yes, 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 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 48 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.

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