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Top hotels and accommodation in Stockbridge

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Loved our visit"
The price is AU$379
includes taxes & fees
27 Aug - 28 Aug
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, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is AU$733
includes taxes & fees
19 Aug - 20 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Tanglewood Suites

2.5 star property
7.8 out of 10, Good, (16)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
The price is AU$416
includes taxes & fees
17 Aug - 18 Aug
Tanglewood Suites

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is AU$207
includes taxes & fees
14 Aug - 15 Aug
Becket Motel

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (122)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is AU$292
includes taxes & fees
2 Sept - 3 Sept
Blackberry River Inn

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (125)
"Great property"
Gedney Farm

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (88)
"Beautiful room and property. Perfect weekend getaway!"
The price is AU$541
includes taxes & fees
10 Aug - 11 Aug
The Old Inn On The Green

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is AU$386
includes taxes & fees
14 Aug - 15 Aug
Harbour House Inn

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (398)
"Nice property! a little dated but overall great for 1 night"
The price is AU$187
includes taxes & fees
17 Aug - 18 Aug
Locust Tree Bed and Breakfast LLC

Pilgrim Inn

2.5 star property
5.8 out of 10, (312)
"Great location but no staff at check-in or checkout!"
The price is AU$131
includes taxes & fees
14 Aug - 15 Aug
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1005)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is AU$189
includes taxes & fees
1 Sept - 2 Sept
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (400)
"No frills but it was a great stay!"
The price is AU$171
includes taxes & fees
19 Aug - 20 Aug
Sunset Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (761)
"Close to our target event a plus"
The price is AU$123
includes taxes & fees
19 Aug - 20 Aug
FairBridge Inn Express

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (621)
"It was a clean, well-run, low cost option. "
The price is AU$110
includes taxes & fees
19 Aug - 20 Aug
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Beautiful location!"
The price is AU$219
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection

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

3.5 star property
9.0 out of 10, Wonderful, (685)
"Had a great time"
The price is AU$223
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
9.6 out of 10, Exceptional, (11)
"Really enjoyed my stay here, definitely need a car to get around"
The price is AU$277
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is AU$274
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Lenox Pittsfield
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 top Stockbridge attractions

National Shrine of the Divine Mercy

National Shrine of the Divine Mercy

Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.

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.

Top Stockbridge Hotel Reviews

Find out more about 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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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 offers 3 restaurants and an outdoor pool. Other good choices for your trip include Tanglewood Suites and The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood. See all available top hotels, or vacation rentals in Stockbridge.

What are some of the best holiday rentals that Stockbridge has to offer?

Spacious 5-bedroom house in charming Lee with WiFi: This holiday home rental outside of Stockbridge offers a fireplace, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a dishwasher and a microwave can make your holiday run smoothly. 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 accommodation for a budget-friendly stay in Stockbridge?

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

What's the best place to stay for a romantic holiday in Stockbridge?

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

Stockbridge Country Inn is a top 4.5-star B&B for a beach holiday, 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 travellers looking for an elegant place to stay. Find more luxury hotels in Stockbridge.

What's the best boutique accommodation in Stockbridge?

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

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's the best hotel for a trip to 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 winter getaway 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 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 the best spa hotel in Stockbridge?

The Red Lion Inn is a top spa hotel featuring 3 restaurants, a fitness centre, a bar and an outdoor pool. See all spa hotels 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 49 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.