𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Stockbridge from RM273 (2026) - Fully Refundable Options

A river surrounded by autumn-colored trees and a forested hill.

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Our top choices for Stockbridge hotels

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

A covered porch with wicker furniture and hanging flower baskets.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

1. The Red Lion Inn

Stockbridge

Stephan

RM643

RM922 total

includes taxes & fees

3 Nov - 4 Nov

A living room with a fireplace, leather sofas, and a dog.

A stone fountain surrounded by trees in a park setting.

2. The Inn at Stockbridge

Stockbridge

Jodi

RM1,540

RM1,806 total

includes taxes & fees

4 Nov - 5 Nov

A two-story house with a brick entrance and a white facade.

A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

A neatly arranged bedroom with a bed, bedside table, and a dresser.

3. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

Philippe

RM1,560

RM1,887 total

includes taxes & fees

1 Nov - 2 Nov

A building with a porch and multiple windows, surrounded by purple flowers.

A living room with a sofa, armchair, coffee table, and a patterned rug.

A café with a display case, a frozen food section, and a marketplace sign.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

4. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

Jared

RM478

RM614 total

includes taxes & fees

13 Oct - 14 Oct

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A dining area with large windows, wooden furniture, and a view of a lake.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A lakeside dock with kayaks and a covered boat ramp.

5. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Bob

RM483

RM539 total

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

6. Quality Inn Lee - Lenox South

Lee

Christine

RM378

RM423 total

includes taxes & fees

1 Nov - 2 Nov

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

7. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Kelly

RM587

RM656 total

includes taxes & fees

2 Nov - 3 Nov

A modern hotel lobby with seating areas, tables, and a reception desk.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A breakfast area with a counter, coffee machine, and a display of pastries.

A kitchenette with a microwave, coffee maker, and coffee cups.

8. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Maria Dulce

RM339

RM379 total

includes taxes & fees

10 Nov - 11 Nov

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

A modern restaurant with wooden flooring, bar area, and seating arrangements.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

A covered outdoor area with stone pillars and a view of a road and green hills.

9. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

RM513

RM573 total

includes taxes & fees

1 Nov - 2 Nov

A red building with a sign reading "Shaker Mill Inn."

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

10. Shaker Mill Inn

West Stockbridge

Steven

RM543

RM596 total

includes taxes & fees

9 Nov - 10 Nov

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

A dining area with a glass table, red walls, and framed artwork.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

11. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

RM627

RM719 total

includes taxes & fees

27 Oct - 28 Oct

A large house with a balcony and a grassy yard.

A two-story building with a gabled roof and a chimney.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

12. The Little Lion

Great Barrington

Lidia

RM423

RM472 total

includes taxes & fees

18 Oct - 19 Oct

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

A cozy library with bookshelves, a fireplace, and comfortable seating.

13. Berkshires Untold

Lenox

Madhavi R

RM532

RM594 total

includes taxes & fees

1 Nov - 2 Nov

A large, two-story house with a well-maintained lawn and a fence.

A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

14. Devonfield Inn B&B

Lee

Sebastien

RM1,507

RM1,684 total

includes taxes & fees

2 Nov - 3 Nov

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.

A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

A conference room with multiple tables and chairs, a flat-screen TV mounted on the wall, and a carpeted floor.

15. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

RM465

RM520 total

includes taxes & fees

7 Nov - 8 Nov

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

16. The Yankee Inn

Lenox

Basil

RM433

RM484 total

includes taxes & fees

1 Nov - 2 Nov

A dining table with pastries, a coffee pot, and a vase of sunflowers.

A bedroom with a wooden bed, bedside tables, a desk, and a chair.

A small cabin with two Adirondack chairs in a grassy field, surrounded by trees and a mountain in the background.

A large, two-story white building with a symmetrical facade, columns, and a central entrance.

17. Granville House

Housatonic

Cynthia

RM1,038

RM1,159 total

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

An outdoor seating area with Adirondack chairs and a fire feature.

18. Element by Marriott Lenox Berkshires

Lenox

Kirsty

RM584

RM653 total

includes taxes & fees

8 Nov - 9 Nov

A two-story building with a sign reading "Chambéry Inn".

A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.

A large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.

A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.

19. Chambery Inn

Lee

Alexandra

RM1,103

RM1,232 total

includes taxes & fees

10 Nov - 11 Nov

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

20. Quality Inn Great Barrington

Great Barrington

Joan

RM309

RM345 total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Stockbridge attractions

Norman Rockwell Museum

9.4/10 (347 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.

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National Shrine of the Divine Mercy

9.0/10 (83 reviews)

This serene sanctuary in the Berkshire Mountains is a centre for Divine Mercy devotion inspired by Saint Faustina. Visitors can join the daily 3:00 PM Chaplet or walk contemplative trails.

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Naumkeag Museum

9.4/10 (10 reviews)

This Gilded Age estate features a 44-room "cottage" with original Choate family furnishings. Explore the iconic Blue Steps and designed gardens while enjoying panoramic Berkshire Mountain views.

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Berkshire Botanical Garden

9.4/10 (14 reviews)

Explore 15 acres of meticulously designed "garden rooms" showcasing over 3,000 plant species native to the Berkshires. The garden's seasonal exhibitions offer an educational journey through horticulture and conservation.

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Stockbridge Bowl

This 372-acre Berkshire lake offers serene boating, fishing, and swimming against a backdrop of rolling hills. In winter, Stockbridge Bowl transforms into a magical venue for ice-skating and ice-fishing.

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Frelinghuysen Morris House and Studio

8.2/10 (10 reviews)

Step inside the Bauhaus-inspired home of pioneering abstract artists Morris and Frelinghuysen, surrounded by masterworks from Picasso and Léger. Wander the estate's woodland trails after admiring their art collection.

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Berkshire Theatre Festival

8.8/10 (3 reviews)

The historic Berkshire Theatre Festival presents classic and contemporary plays in intimate venues. Attend a summer evening performance for an immersive cultural experience in picturesque Stockbridge.

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Schantz Galleries

7.2/10 (5 reviews)

This renowned gallery showcased museum-quality glass sculptures from masters like Chihuly and Tagliapietra. Though permanently closed since 2023, its legacy lives on in the contemporary glass art movement.

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

A stone staircase leading up to a blue arched entrance, surrounded by lush greenery and birch trees.

Top Stockbridge Hotel Reviews

Jiminy Peak Mountain Resort

10/10 Excellent

"Our room was nice and clean. The suite is perfect. Can fix a cup of tea or a meal, everything you need just bring your food. A restaurant on site if you don't want to cook. Bed was comfortable with crisp white linens."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good

"The hotel is an older building but is clean and well maintained. The view of the lake was nice. Breakfast was just ok. Bed was very comfortable. Michelle was very helpful. My only disappointment was that the kayaks were not complimentary. It cost $30 an hour for each kayak."

Vacation Village in the Berkshires

10/10 Excellent

"Beautiful location!"

Berkshire Mountain Lodge

8/10 Good

"T"

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"The room was incredible. Just need to be a little friendly at the arrival."

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"We requested a room on the first floor in advance. When we got there there were aware and assigned us accordingly! Staff very accommodating to our questions and food inquiries"

Berkshires Untold

10/10 Excellent

"Great, we'll run hotel"

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Lovely room, comfortable bed and a nice breakfast."

Quality Inn Lee - Lenox South

10/10 Excellent

"My wife and I were touring the Berkshires near the end of a long road trip. We’re so glad we chose this Quality Inn in Lee for our stay! Staff in the afternoon/evening, at breakfast, and at the morning desk were all professional, friendly, and helpful. Our room was very clean and comfortable, and the amenities worked well. The continental breakfast included not only stations for waffles and toast, it also included tasty Jimmy Dean breakfast sandwiches to microwave. Coffee and tea and hot chocolate were available 24/7. Art related to nature and the Berkshires was on the walls. A highly recommended property!"

More cheap stays in Stockbridge

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

RM254

RM283 total

12 Oct - 13 Oct

includes taxes & fees

5.4/10 (922 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

RM309

RM345 total

1 Nov - 2 Nov

includes taxes & fees

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

RM323

RM360 total

18 Oct - 19 Oct

includes taxes & fees

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA

RM404

RM452 total

8 Nov - 9 Nov

includes taxes & fees

9.2/10 Wonderful! (234 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

RM433

RM484 total

1 Nov - 2 Nov

includes taxes & fees

The Whitlock

16 Church St Lenox MA

RM601

RM671 total

2 Nov - 3 Nov

includes taxes & fees

8.4/10 Very good! (395 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 traveller 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 stay. See all available top hotels, or 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. The Inn at Stockbridge is another good option for you and your pet. 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, Berkshire Theatre Festival and Mission House.

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 55 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, Berkshire Theatre Festival 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.

Stockbridge hotels from RM273

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Stockbridge

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Stockbridge hotels

1. The Red Lion Inn

2. The Inn at Stockbridge

3. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

5. The Black Swan Lee - Lenox, an Ascend Collection Hotel

6. Quality Inn Lee - Lenox South

7. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

8. Holiday Inn Express Hotel & Suites Great Barrington by IHG

9. Courtyard by Marriott Lenox Berkshires

10. Shaker Mill Inn

11. The Cornell Inn, Lenox & The Berkshires

12. The Little Lion

13. Berkshires Untold

14. Devonfield Inn B&B

15. Hampton Inn & Suites Berkshires-Lenox

16. The Yankee Inn

17. Granville House

18. Element by Marriott Lenox Berkshires

19. Chambery Inn

20. Quality Inn Great Barrington

Stay near popular Stockbridge attractions

Norman Rockwell Museum

National Shrine of the Divine Mercy

Naumkeag Museum

Berkshire Botanical Garden

Stockbridge Bowl

Frelinghuysen Morris House and Studio

Berkshire Theatre Festival

Schantz Galleries

Learn more about Stockbridge

Top Stockbridge Hotel Reviews

Jiminy Peak Mountain Resort

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Vacation Village in the Berkshires

Berkshire Mountain Lodge

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Berkshires Untold

The Cornell Inn, Lenox & The Berkshires

Quality Inn Lee - Lenox South

More cheap stays in Stockbridge

FairBridge Inn Express

Quality Inn Great Barrington

Howard Johnson by Wyndham Lenox

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

The Yankee Inn

The Whitlock

Frequently asked questions

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