𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Stockbridge from RM279 (2026) - Fully Refundable Options

A nighttime view of a residential area with houses adorned with holiday lights.

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Cottage

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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 bar with wooden floors and shelves filled with bottles.

A backyard with a swimming pool, lounge chairs, and a hot tub.

A covered porch with wicker furniture and hanging flower baskets.

1. The Red Lion Inn

Stockbridge

Patricia

RM637

RM912 total

includes taxes & fees

8 Sept - 9 Sept

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

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

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

Stockbridge

Philippe

RM1,460

RM1,767 total

includes taxes & fees

11 Sept - 12 Sept

A stone fountain surrounded by trees in a park setting.

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

A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

3. The Inn at Stockbridge

Stockbridge

Michele

RM1,518

RM1,780 total

includes taxes & fees

14 Sept - 15 Sept

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

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

Great Barrington

BJORN

RM499

RM558 total

includes taxes & fees

7 Sept - 8 Sept

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

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 multi-story building with a symmetrical facade, multiple balconies, and a central tower.

5. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

Claudia

RM471

RM605 total

includes taxes & fees

10 Sept - 11 Sept

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

A lodge with a large building and a dock by a lake, surrounded by forest.

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

A lakeside dock with kayaks and a covered boat ramp.

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

Lee

Rinat

RM513

RM573 total

includes taxes & fees

21 Sept - 22 Sept

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

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

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.

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

Great Barrington

Lisa

RM647

RM722 total

includes taxes & fees

7 Sept - 8 Sept

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.

8. Quality Inn Lee - Lenox South

Lee

Christine

RM441

RM493 total

includes taxes & fees

16 Sept - 17 Sept

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

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

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

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.

9. Shaker Mill Inn

West Stockbridge

Mervin

RM724

RM794 total

includes taxes & fees

31 Aug - 1 Sept

A large house with a balcony and a grassy yard.

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

A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.

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

10. The Little Lion

Great Barrington

Anne

RM453

RM506 total

includes taxes & fees

2 Sept - 3 Sept

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 hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

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

11. The Yankee Inn

Lenox

Karen

RM612

RM684 total

includes taxes & fees

27 Sept - 28 Sept

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

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.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

12. Courtyard by Marriott Lenox Berkshires

Lenox

Laura

RM715

RM799 total

includes taxes & fees

7 Sept - 8 Sept

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

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

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.

13. The Cornell Inn, Lenox & The Berkshires

Lenox

Edward

RM799

RM916 total

includes taxes & fees

31 Aug - 1 Sept

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

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

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

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

14. Devonfield Inn B&B

Lee

Richard

RM1,613

RM1,802 total

includes taxes & fees

1 Sept - 2 Sept

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

A hotel patio with outdoor seating and a fire pit.

15. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

RM591

RM661 total

includes taxes & fees

13 Sept - 14 Sept

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

16. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Jermaine

RM462

RM516 total

includes taxes & fees

21 Sept - 22 Sept

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

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

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

A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.

17. Chambery Inn

Lee

Richard

RM1,087

RM1,214 total

includes taxes & fees

27 Sept - 28 Sept

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

A pool table in a room with a patterned rug, a shelf with decorative items, and a window with a view of greenery.

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

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

18. Granville House

Housatonic

Nicole

RM1,107

RM1,237 total

includes taxes & fees

10 Sept - 11 Sept

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

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

19. Hampton Inn & Suites Berkshires-Lenox

Lenox

Nancy

RM501

RM559 total

includes taxes & fees

9 Sept - 10 Sept

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

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

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

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

20. Element by Marriott Lenox Berkshires

Lenox

Lawrence

RM717

RM800 total

includes taxes & fees

7 Sept - 8 Sept

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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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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.

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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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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 calm lake reflecting a forest with autumn foliage.

Top Stockbridge Hotel Reviews

The Red Lion Inn

10/10 Excellent

"Great visit to Stockbridge. Can't think of a better place to stay than the iconic Red Lion Inn."

Vacation Village in the Berkshires

8/10 Good

"Affordable, great views, spacious rooms. We stayed for only 3 nights, everything was great other than trying to get in touch with front desk through the phone on online which they prefer was pretty much impossible. The property is huge with different buildings, we stayed in building 8 which was right across the outdoor pool and not far from the main building with the indoor pool so we were very happy with our location. We loved the place specially cause it's so hard to find an affordable place nowdays and the rates here for what you get is great! Will definitely recommend."

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Helpful staff, clean large suite with 2 beds and baths. Enjoyed the activity center and all it had to offer."

The Yankee Inn

10/10 Excellent

"Charming hotel with a wonderful breakfast and two lovely pools, plus a nature walk to a lake. The staff were great, really nice and helpful."

Berkshire Mountain Lodge

10/10 Excellent

"We were very happy with how large the rooms were and it felt like you were in an apartment great location and very clean excellent customer service at the front desk"

The Inn at Stockbridge

10/10 Excellent

"The property and grounds are beautiful and perfectly appointed. The staff are friendly and accommodating. The room was very comfortable. The gym is small but was very functional for our purposes and we appreciated having it available. The pool is beautiful but sadly we were unable to use it as it was closed the afternoon we came back early to swim and enjoy the sun. Breakfast was outstanding all 3 days and we appreciated having an access to machine for espresso and cappuccino. Would definitely stay here again."

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent

"Fine place to stay in the Lenox area."

FairBridge Inn Express

10/10 Excellent

"It was very nice and everyone was extremely helpful"

Howard Johnson by Wyndham Lenox

8/10 Good

"Room was clean and comfortable. Always nice to have a frig and microwave."

More cheap stays in Stockbridge

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

RM250

RM279 total

1 Sept - 2 Sept

includes taxes & fees

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

RM318

RM355 total

7 Sept - 8 Sept

includes taxes & fees

7.6/10 Good! (903 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

RM373

RM417 total

16 Sept - 17 Sept

includes taxes & fees

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA

RM462

RM516 total

21 Sept - 22 Sept

includes taxes & fees

8.4/10 Very good! (1,012 reviews)

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

1055 South Street Pittsfield MA

RM481

RM537 total

24 Sept - 25 Sept

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

RM612

RM684 total

27 Sept - 28 Sept

includes taxes & fees

9.2/10 Wonderful! (1,022 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. Other good choices for your trip include The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and The Inn at Stockbridge. 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 The Inn at Stockbridge 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, Schantz Galleries 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.

Stockbridge hotels from RM279

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

3. The Inn at Stockbridge

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

5. Holiday Inn Club Vacations Oak 'n Spruce Resort

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

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

8. Quality Inn Lee - Lenox South

9. Shaker Mill Inn

10. The Little Lion

11. The Yankee Inn

12. Courtyard by Marriott Lenox Berkshires

13. The Cornell Inn, Lenox & The Berkshires

14. Devonfield Inn B&B

15. Hilton Garden Inn Lenox Pittsfield

16. Best Western Plus Berkshire Hills Inn & Suites

17. Chambery Inn

18. Granville House

19. Hampton Inn & Suites Berkshires-Lenox

20. Element by Marriott Lenox Berkshires

Stay near popular Stockbridge attractions

Norman Rockwell Museum

National Shrine of the Divine Mercy

Naumkeag Museum

Berkshire Botanical Garden

Stockbridge Bowl

Berkshire Theatre Festival

Schantz Galleries

Frelinghuysen Morris House and Studio

Learn more about Stockbridge

Top Stockbridge Hotel Reviews

The Red Lion Inn

Vacation Village in the Berkshires

Holiday Inn Club Vacations Oak 'n Spruce Resort

The Yankee Inn

Berkshire Mountain Lodge

The Inn at Stockbridge

Best Western Plus Berkshire Hills Inn & Suites

FairBridge Inn Express

Howard Johnson by Wyndham Lenox

More cheap stays in Stockbridge

FairBridge Inn Express

Howard Johnson by Wyndham Lenox

Quality Inn Great Barrington

Best Western Plus Berkshire Hills Inn & Suites

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

The Yankee Inn

Frequently asked questions

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