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Top 10 Stockbridge hotels and places to stay

Our top choices for Stockbridge hotels

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is £105
includes taxes & fees
7 Sept - 8 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (761)
"Quite and good location to around towns"
The price is £132
includes taxes & fees
28 Sept - 29 Sept
Hotel On North

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is £81
includes taxes & fees
4 Sept - 5 Sept
Huttopia Berkshires

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Wonderful old inn; chock full of charm."
The price is £188
includes taxes & fees
15 Sept - 16 Sept
The Red Lion Inn

Tanglewood Suites

2.5 star property
7.2 out of 10, Good, (19)
"The owner did not honor our confirmed Expedia reservation, so we had to find a hotel at the last minute. She made up various excuses and was very rude."
The price is £199
includes taxes & fees
2 Sept - 3 Sept
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 £277
includes taxes & fees
15 Sept - 16 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (401)
"Peaceful area and great staff; Thank you for the service and experience "
The price is £89
includes taxes & fees
2 Sept - 3 Sept
Locust Tree Bed and Breakfast LLC

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (29)
"Do hotel, very clean we had a great day"
The price is £117
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (700)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is £133
includes taxes & fees
1 Sept - 2 Sept
Berkshires Untold

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is £126
includes taxes & fees
7 Sept - 8 Sept
Element Lenox Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is £135
includes taxes & fees
2 Sept - 3 Sept
The Cornell Inn, Lenox & The Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (573)
"Fabulous place"
The price is £126
includes taxes & fees
2 Sept - 3 Sept
Courtyard by Marriott Lenox Berkshires

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (127)
"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 £140
includes taxes & fees
2 Sept - 3 Sept
Blackberry River Inn

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1005)
"Great location and close enough to walk to shops and restaurants. "
The price is £77
includes taxes & fees
14 Sept - 15 Sept
Quality Inn

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Staff was excellent. Clean room and facility. location is convenient to many Berkshire attractions "
The price is £119
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Berkshires-Lenox

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1008)
"Wonderful place to stay"
The price is £99
includes taxes & fees
1 Sept - 2 Sept
The Yankee, Trademark Collection by Wyndham

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1004)
"Very clean rooms and excellent staff."
The price is £88
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (602)
"Nice rooms "
Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (868)
"Consistently a clean room with welcoming staff."
The price is £90
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Dewey

3.5 star property
8.6 out of 10, Excellent, (323)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is £161
includes taxes & fees
24 Sept - 25 Sept
The Dewey
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Learn more about Stockbridge

Get away to relaxing Stockbridge! Enjoy the gardens, camping and monuments.

Top Stockbridge Hotel Reviews

More cheap stays in Stockbridge

More cheap stays in Stockbridge

Find out more about Stockbridge

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Charming Atmosphere: Stockbridge offers a picturesque setting with quaint streets and historic houses, perfect for leisurely strolls.
  • Cultural Experiences: Enjoy live music concerts and captivating theatre performances that showcase local talent.
  • Outdoor Adventures: Explore serene nature preserves and beautiful lakes, ideal for relaxation and recreation.
  • Romantic Getaway: Stockbridge is perfect for couples seeking a romantic escape amidst stunning natural beauty.
  • Diverse Accommodation: Choose from charming bed and breakfasts to inviting hotels, catering to all tastes and budgets.

Find great hotels near Stockbridge

Discover the charm of Stockbridge, Massachusetts, with a variety of accommodation options to suit every traveller. From quaint bed and breakfasts to inviting hotels, you’ll find the perfect base for your adventure-filled getaway. Whether you're seeking a family-friendly retreat or a historic-themed experience, Stockbridge offers an array of options that cater to all tastes and preferences. Enjoy a memorable stay in this picturesque town, rich in history and natural beauty.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Embrace the spirit of adventure at this 3.5-star resort, situated a mere 1.9km from Stockbridge. Ideal for family vacations and business travellers alike, the resort offers a plethora of activities including snowboarding, hiking, and skiing, with convenient rentals nearby. Families will appreciate the onsite mini-golf, playground, and arcade game room, ensuring plenty of fun for children. The property also caters to business needs with a well-equipped Business Centre and various amenities, making it a perfect blend of leisure and productivity.
  • The Black Swan Lee - Lenox, Ascend Hotel Collection: Located 2.5km from Stockbridge, this charming 3-star hotel welcomes pet lovers and adventure seekers with open arms. Guests can indulge in various outdoor activities, from kayaking to downhill skiing, making it a fantastic choice for families looking to explore the great outdoors. The hotel provides essential amenities for children, including free cribs and safety features. With its pet-friendly policy, this accommodation ensures that your furry friends can join in on the adventure, creating memorable family experiences.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Just 3.1km from Stockbridge, this welcoming hotel offers a blend of business amenities and a warm atmosphere for LGBTQIA travellers. With 24-hour access to the Business Centre, meeting rooms, and conference space, it is perfectly suited for business professionals. The hotel’s commitment to inclusivity and service makes it a comfortable choice for all guests. Enjoy a relaxing stay with easy access to local attractions, making it a great home base for your Berkshires adventure.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of culture and romance, making it an ideal getaway. Stroll through the tranquil Berkshires and indulge in breakfast downtown, where local charm abounds. For a family-friendly atmosphere, explore nearby scenic spots that promise relaxation and budget-friendly experiences. Don't miss the heart of Stockbridge, where history and entertainment intertwine, creating unforgettable memories for every traveller.

  • Lenox: Nestled just 3.1km from Stockbridge, Lenox is a charming town known for its rich cultural scene and romantic allure. Visitors are drawn to Lenox for its vibrant entertainment options, including music concerts and theatre performances. The town becomes particularly lively from June to August, making it an ideal summer getaway. Outdoor enthusiasts can enjoy the stunning natural landscapes featuring lakes and mountains, while families will find plenty of activities to engage in. Don’t miss the opportunity to explore its local landmarks, including event venues that host various conferences and gatherings throughout the year.
  • The Berkshires: Located 7.5km from Stockbridge, The Berkshires is a stunning region renowned for its outdoor adventures and breathtaking scenery. This area offers year-round activities, with a peak in visitors during the summer months of June to August. Outdoor lovers will thrive here, as The Berkshires is home to excellent ski fields and resorts for winter sports enthusiasts. The picturesque landscape, dotted with lakes and mountains, provides a perfect backdrop for hiking and exploring. With numerous event venues available, The Berkshires also hosts various seasonal events, appealing to both adventure seekers and those looking to unwind in nature.
  • Great Barrington: Situated 4.3km away from Stockbridge, Great Barrington is a lively city that offers a perfect blend of adventure and relaxation. Popular among sports enthusiasts, especially for skiing, the area remains bustling throughout the year, peaking in the summer and slightly quieter in autumn and winter. Visitors can enjoy the local ski fields and resorts, while the surrounding natural beauty, including lakes and a national state park, invites exploration. Great Barrington also boasts a vibrant downtown with shops and eateries, making it an excellent base for your Berkshires adventure.

Things to do in and around Stockbridge

Stockbridge is an ideal destination for culture enthusiasts and couples seeking a romantic getaway. Visitors can enjoy a variety of activities, including live music concerts, captivating theatre performances, and skiing at nearby slopes. With its charming atmosphere and diverse entertainment options, Stockbridge promises a delightful experience for tourists looking to immerse themselves in the local arts and recreation.

Shopping

The Berkshire Mountain Country Store, Charles H. Baldwin & Sons, and Hoffman's Pottery are all excellent options for gifts and souvenirs, each located 2.5km from Stockbridge. If you're up for a drive, consider exploring additional shopping malls further afield for a wider selection.

Recreation

Tanglewood Music Center offers an enchanting atmosphere for music lovers, hosting concerts amidst stunning natural scenery. Wyndhurst Golf & Club invites you to enjoy a round of golf in a picturesque setting, while Lake Mansfield Park provides a peaceful retreat for relaxation and wellness among nature.

Adventure

At Catamount Ski Area, 7.5km from Stockbridge, experience thrilling skiing amidst a vibrant sports atmosphere. The Housatonic River Walk, located 4.3km away, offers scenic hiking trails perfect for outdoor adventure. Additionally, the Catamount Aerial Adventure Park, 6.8km from Stockbridge, features exhilarating ziplining and ropes courses.

Nightlife

For a delightful evening in Stockbridge, catch a performance at the Berkshire Theatre Festival, which offers a charming local vibe. Alternatively, enjoy a show at the nearby Mahaiwe Performing Arts Center or Shakespeare and Company, both renowned for their cultural and romantic atmospheres.

Booking tips and Expedia advantages for Stockbridge

To save money on your trip to Stockbridge, consider visiting during the cheaper months of March-April and November, with Tuesdays being the least expensive days to stay. Use Expedia to refine your hotel search by budget and location, and filter for Eco-certified hotels for sustainable options. Booking a package that combines your hotel, flights, and activities can also provide significant savings. Additionally, take advantage of free outdoor activities and utilise public transport, which is both affordable and convenient for getting around the area.

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

Find the best attractions in and around Stockbridge

Stockbridge offers a delightful blend of culture, romance, and entertainment for visitors. Explore historic houses, relax in serene nature preserves, and enjoy the beauty of local lakes. With a variety of attractions catering to those seeking cultural experiences, outdoor adventures, and family-friendly activities, Stockbridge promises a memorable holiday for all travellers.

  • Animagic Museum of Animation: Located a mere 2.5km from Stockbridge, this charming museum immerses visitors in the enchanting world of animation. Featuring delightful exhibits and interactive displays, you can uncover the artistry and technology behind beloved animated classics.
  • National Shrine of the Divine Mercy: Nestled within Stockbridge, this serene shrine offers a peaceful retreat for reflection and prayer. With its stunning architecture and tranquil gardens, it's a wonderful place to experience spiritual culture and community.
  • Norman Rockwell Museum: Situated in Stockbridge, this museum celebrates the iconic American artist Norman Rockwell. Explore an extensive collection of his original paintings and illustrations, showcasing his unique storytelling through art and capturing the essence of American life.

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 visiting Stockbridge, Massachusetts, you can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is approximately 25.5km away, with nearby hotels such as the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 621m from the airport. Albany, NY (ALB-Albany Intl.) is about 24.9km away, offering options like The Landing Hotel at Rivers Casino & Resort, located 5.0km from the airport. The closest airport is Pittsfield, MA (PSF-Pittsfield Municipal), situated 6.2km away, with the 4.5-star Stockbridge Country Inn just 6.2km from the airport. All hotels provide convenient access to their respective airports, making your travel seamless.

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Frequently asked questions

What are the best hotels in Stockbridge that travellers recommend?
The Red Lion Inn in Stockbridge is a charming option, boasting an outstanding score of 8.8. This historic inn is great for those seeking a blend of classic New England charm and modern comfort. Guests rave about the attentive service, especially the 24-hour room service and luxurious Frette Italian sheets that add a touch of elegance to your stay. The inviting outdoor pool and sun loungers provide a relaxing atmosphere after a day of exploring the picturesque town.

For couples looking for a romantic getaway, The Stockbridge Country Inn comes highly recommended with a traveller rating of 9.2. This cozy bed and breakfast is just a stone's throw from the Norman Rockwell Museum and Chesterwood. With premium bedding, a private chef, and beautifully appointed rooms featuring fireplaces, it creates a serene and intimate setting. The art gallery onsite adds a cultural touch, making it an enriching experience for art lovers.
What are the best family hotels in Stockbridge?
The Red Lion Inn, a charming family-friendly hotel in Stockbridge, Massachusetts, offers a delightful blend of comfort and quality service, making it an excellent choice for families. With a customer review rating of 8.8, this inn stands out for its inviting space and thoughtful amenities that cater to both parents and children. Find more child-friendly accommodations in Stockbridge.
What are the best spa hotels in Stockbridge?
The Red Lion Inn is a delightful spa hotel in Stockbridge, rated 8.8/10 by guests for its charming ambiance and attentive service. This inviting property features an onsite spa where visitors can indulge in rejuvenating massages, providing a superb escape for those looking to unwind after a day of adventure. The warm, friendly setting enhances the overall experience, ensuring a stress-free stay. See all spa hotels in Stockbridge.
What hotels in Stockbridge offer free breakfast?
The Stockbridge Country Inn, an enchanting bed and breakfast situated in the heart of Stockbridge, Massachusetts, is a delightful choice for travellers seeking a cozy retreat. This charming property boasts an excellent review score of 9.2, reflecting its commitment to attentive service and guest satisfaction. Find more hotels with free breakfast in Stockbridge.
What are the top pet-friendly hotels in Stockbridge?
The Red Lion Inn, a charming property in Stockbridge, Massachusetts, is a top choice for travellers seeking a pet-friendly escape. Nestled in a historic district, this hotel not only welcomes your furry friends but also offers a delightful blend of modern comforts and classic charm. Guests appreciate the inviting outdoor pool area, complete with sun loungers, superb for unwinding after a day of exploration. See more pet-friendly hotels in Stockbridge.
What are the best budget hotels in Stockbridge?
For budget-conscious travellers seeking comfort and charm, Tanglewood Suites is an excellent choice. Nestled in the scenic surroundings of Stockbridge, this hotel offers complimentary breakfast and free self-parking, making it a convenient option for travellers. The family-friendly atmosphere is complemented by spacious rooms featuring premium bedding and free Wi-Fi, ensuring a restful stay.

Another delightful option is The Red Lion Inn, which, while slightly higher in price, provides immense value with its historic charm and modern comforts. Rated 8.8 by guests, this hotel boasts an outdoor pool, 24-hour room service, and free Wi-Fi in every room. Located in a picturesque historic district, families will appreciate the nearby ski areas and outdoor activities, great for winter sports enthusiasts or those who love mountain biking.

Both properties create a welcoming environment for families, while also appealing to couples seeking a romantic getaway amidst the beautiful landscapes of the Berkshires. Whether you're planning a fun-filled family vacation or a serene escape, Stockbridge offers delightful accommodations that cater to your needs without breaking the bank. View all budget hotels in Stockbridge.
When is the best time to go to Stockbridge?
The most popular time to visit Stockbridge is in August, when the charming village comes alive with summer festivities and activities. During this peak season, temperatures typically range from 15 to 22°C, creating a pleasant atmosphere for exploring the picturesque streets and delightful local shops.

As you wander through Stockbridge, you'll find the vibrant farmers' market brimming with fresh produce and artisanal goods, a great opportunity to savour local flavours. The lush greenery surrounding the village is ideal for leisurely walks along the River Test, where you can enjoy the serene scenery and perhaps even spot a few anglers at work.

For those planning a visit, keep in mind that August tends to be a busy month, as many visitors flock to the area for outdoor events and festivals. This lively atmosphere can enhance your experience, especially if you enjoy mingling with locals and fellow travellers. Consider booking accommodations in advance to secure a comfortable stay in this sought-after destination.

If you prefer a quieter experience while still enjoying Stockbridge's charm, September can be an excellent alternative. With slightly cooler temperatures and fewer crowds, you'll have the opportunity to explore at a more leisurely pace, all while benefiting from lower accommodation rates than in the peak summer months.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Stockbridge.
How can I save on a Stockbridge hotel booking with Expedia?
Before booking your Stockbridge hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
How much is the nightly rate at a Stockbridge hotel?
Prices for hotels in Stockbridge often vary, but you can find a great deal from £59 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.