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Our top choices for Stockbridge hotels

Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,003 reviews)
"All was great! The atmosphere, food, and rooms were very clean. "
United States
Brent
The price is ￥22,068
￥31,718 total
includes taxes & fees
Jan 26 - Jan 27
The Red Lion Inn
Suite, Private Bathroom (RedBird Suite) | View from room

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, (110 reviews)
  • cleanliness
    Experience a countryside getaway steps from Norman Rockwell Museum in Stockbridge.
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is ￥48,955
￥59,224 total
includes taxes & fees
Feb 15 - Feb 16
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (90 reviews)
  • cleanliness
    Seasonal mountain getaway with outdoor pool, near Jiminy Peak Mountain Resort.
"Great vibe. Comfortable great staff"
United States
Bart
The price is ￥21,036
￥23,076 total
includes taxes & fees
Jan 26 - Jan 27
The Springs Motel
Property amenity

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (824 reviews)
  • cleanliness
    Berkshire getaway with 4 swimming pools offers seasonal outdoor retreat.
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is ￥17,796
￥22,971 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,215 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is ￥16,447
￥20,107 total
includes taxes & fees
Jan 22 - Jan 23
Vacation Village in the Berkshires
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (214 reviews)
  • cleanliness
    Relax in serene Old Chatham, close to local theaters and the Shaker Museum.
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is ￥18,348
￥20,550 total
includes taxes & fees
Jan 22 - Jan 23
Chatham Travel Lodge
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (817 reviews)
  • cleanliness
    Experience the beauty of the Berkshires at a cozy lodge with golf access and pool.
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is ￥15,611
￥20,972 total
includes taxes & fees
Feb 1 - Feb 2
Berkshire Mountain Lodge
Exterior

Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (565 reviews)
  • cleanliness
    Escape to the Berkshires with resort access, seasonal pool, and complimentary perks.
"We had a short but pleasant stay. "
United States
Scott
The price is ￥19,789
￥22,105 total
includes taxes & fees
Jan 22 - Jan 23
Berkshire Valley Inn
Lobby

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)
  • cleanliness
    Serene Lee retreat a short drive from Tanglewood Music Center and local sights.
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is ￥12,633
￥14,111 total
includes taxes & fees
Feb 5 - Feb 6
Quality Inn Lee - Lenox South
Lake

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)
  • cleanliness
    Modern lakeside retreat with 24-hour fitness and scenic Tanglewood location.
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is ￥16,009
￥17,883 total
includes taxes & fees
Feb 1 - Feb 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (66 reviews)
  • cleanliness
    Enjoy a charming escape in Copake Falls with easy access to local attractions.
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge
Exterior

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (8 reviews)
  • cleanliness
    Stay amid picturesque Berkshires with a refreshing outdoor pool near Jiminy Peak.
"Healthy food too!"
United States
GEORGINA
The price is ￥29,951
￥33,455 total
includes taxes & fees
Jan 29 - Jan 30
Huttopia Berkshires
Egyptian cotton sheets, premium bedding, memory foam beds, desk

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (125 reviews)
  • cleanliness
    Relax after scenic mountain adventures at this cozy winter sports retreat.
"So peaceful and beautiful. Very clean ! "
United States
Asanda
The Brooks Motel
Lobby lounge

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Convenient Lenox hotel with indoor pool near Tanglewood Music Center.
"The room and amenities were amazing. "
United States
Kathleen
The price is ￥18,856
￥21,063 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn & Suites Berkshires-Lenox
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (16 reviews)
  • cleanliness
    Relax in the Berkshires with pool access and complimentary breakfast daily.
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is ￥21,988
￥24,560 total
includes taxes & fees
Jan 27 - Jan 28
Element Lenox Berkshires
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Enjoy views of the Berkshires at this comfortable retreat with seasonal outdoor pool.
"The hotel is very nice and clean. From the moment we checked in to check out, we had an amazing time. "
United States
Gina
The price is ￥14,656
￥16,372 total
includes taxes & fees
Jan 28 - Jan 29
The Yankee, Trademark Collection by Wyndham
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (819 reviews)
  • cleanliness
    Explore downtown Pittsfield from a stylish hotel with complimentary WiFi and parking.
"Great staff, room was huge and comfortable. "
United States
Cameron
The price is ￥23,570
￥26,327 total
includes taxes & fees
Jan 25 - Jan 26
Hotel On North
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (842 reviews)
  • cleanliness
    Experience Berkshires charm with onsite American dining and attentive service.
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is ￥13,966
￥15,600 total
includes taxes & fees
Jan 22 - Jan 23
Berkshires Untold
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Experience a peaceful stay near Mahaiwe Performing Arts Center.
"Great place to stay for a night in Great Barrington. Walk to everything in town "
United States
robert
The price is ￥11,543
￥12,894 total
includes taxes & fees
Feb 5 - Feb 6
Quality Inn Great Barrington
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (74 reviews)
  • cleanliness
    Relax in the heart of the Berkshires with an indoor pool and hot tub after a day out.
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is ￥20,138
￥22,494 total
includes taxes & fees
Jan 29 - Jan 30
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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

Norman Rockwell Museum

4.7/5 (252 reviews)
This gallery houses the world's largest collection of Norman Rockwell's iconic American illustrations. Explore his relocated studio on the scenic Berkshire estate for insight into his creative process.
See properties

National Shrine of the Divine Mercy

4.5/5 (54 reviews)
This serene sanctuary in the Berkshire Mountains is a center for Divine Mercy devotion inspired by Saint Faustina. Visitors can join the daily 3:00 PM Chaplet or walk contemplative trails.
See properties

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.

See all hotels in Stockbridge
Linwood House at the Norman Rockwell Museum Stockbridge Massachusetts USA. Significant collection of the artist's original work & memorabilia on display in his hometown.
Photo by William Keller
Open Photo by William Keller

Top Stockbridge Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Best, kindest, most capable and courteous staff I’ve encountered in a long while. "
Matthew 1-night trip
Posted 1 day ago
The Yankee, Trademark Collection by Wyndham

More cheap stays in Stockbridge

Quality Inn

Quality Inn

372 Main Street Great Barrington MA
The price is ￥11,543 per night from Feb 5 to Feb 6
￥11,543
￥12,894 total
Feb 5 - Feb 6
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)

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 traveler data. This hotel 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 trip. See all available top hotels, or vacation rentals in Stockbridge.
What are some of the best vacation home rentals in Stockbridge?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: This vacation home near Stockbridge offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. See all vacation rentals in Stockbridge.
If I need to cancel my hotel reservation in Stockbridge, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Stockbridge.
Where can I learn more about changing or cancelling my trip to Stockbridge?
For additional details about rescheduling or cancelling your trip to Stockbridge, go to https://www.expedia.com/service/.
What's the best pet-friendly accommodation in Stockbridge?
The Red Lion Inn is a top hotel for people traveling with their pets, and offers 3 restaurants and an outdoor pool for its human guests. See more pet-friendly hotel accommodations in Stockbridge.
What's the best hotel to stay close to Norman Rockwell Museum?
Tanglewood Suites is one of the top choices for your stay based on our traveler data, and this B&B offers free breakfast and free parking. It's located just a short 0.8 mi (1.2 km) from Norman Rockwell Museum. Another good option is Stockbridge Country Inn, located just 0.6 mi (1 km) away.
What about the best place to stay close to National Shrine of the Divine Mercy?
One of the top choices for your stay is The Red Lion Inn, located a short 0.5 mi (0.7 km) from National Shrine of the Divine Mercy, and this 3.5-star hotel offers 3 restaurants and an outdoor pool. Tanglewood Suites, located just 0.5 mi (0.8 km) away, is another good choice for your stay.
What's the best high-end place to stay in Stockbridge?
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a luxury B&B with a seasonal outdoor pool and a terrace, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Stockbridge.
What's the best accommodation in Stockbridge to absorb the local history?
Based on our travel expertise, The Red Lion Inn is a top historic hotel bookable on our site and it features free WiFi. Also notable landmarks to visit include Naumkeag Museum, Mission House, and Frelinghuysen Morris House and Studio. See more options for historical stays in Stockbridge.
What are some hotels with pools in Stockbridge?
The Red Lion Inn: Features 3 restaurants, an outdoor pool, and spa services. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and Vacation Village in the Berkshires are two additional hotels that offer an onsite pool. View all hotels with pools in Stockbridge.
What's the best hotel for staying near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What is staying in Stockbridge like?
Visitors to Stockbridge are sure to enjoy the bars. Tourists can also enjoy the city's gardens, museums, and architecture. In Stockbridge, there are 46 hotels and other accommodations to choose from. Find out more about Stockbridge.
What should I see while I'm in Stockbridge?
Cultural venues include Norman Rockwell Museum, Mission House, and Frelinghuysen Morris House and Studio. Landmarks like Naumkeag Museum, National Shrine of the Divine Mercy, and Stockbridge Bowl might be worth a visit. The picturesque setting of Berkshire Botanical Garden and Housatonic River exemplify the area's natural beauty. Check out what more to see and do in Expedia's Stockbridge guide.
What's the weather like in Stockbridge?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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