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

Stockbridge Hotels

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Oct 24 - Oct 25
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Oct 25 - Oct 26
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Oct 30 - Nov 1
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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 bar with wooden floors and shelves filled with bottles.

1. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Mallory
P10,018
P14,350 total
includes taxes & fees
Nov 4 - Nov 5
The Red Lion Inn
Front of property
A living room with a fireplace, leather sofas, and a dog.
A stone fountain surrounded by trees in a park setting.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

2. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Kimberly
P23,200
P27,210 total
includes taxes & fees
Nov 12 - Nov 13
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.
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.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

3. 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
Stockbridge
United States
Philippe
P24,290
P29,384 total
includes taxes & fees
Nov 7 - Nov 8
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside lodge with a dock, fishing rods, and outdoor seating.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
P6,920
P7,729 total
includes taxes & fees
Nov 22 - Nov 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
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.
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

5. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
James
P5,892
P6,582 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Lee - Lenox South
A multi-story building with a balcony, a pond with rocks, and a tree.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
A living room with a sofa, armchair, coffee table, and a patterned rug.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
United States
Michael
P7,441
P9,555 total
includes taxes & fees
Oct 27 - Oct 28
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Md
P9,136
P10,205 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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 hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A kitchenette with a microwave, coffee maker, and coffee cups.

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Cynthia
P5,724
P6,394 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 modern restaurant with wooden flooring, bar area, and seating arrangements.
A covered outdoor area with stone pillars and a view of a road and green hills.

9. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Vandhana
P7,989
P8,923 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
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 sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.
A two-story building with a gabled roof and a chimney.

10. The Little Lion

The Little Lion
Great Barrington
United States
David
P6,583
P7,353 total
includes taxes & fees
Oct 25 - Oct 26
The Little Lion
Two Adirondack chairs facing a river with a forested hill in the background.
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 modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

11. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
P6,741
P7,530 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
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 snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.
A dining area with a glass table, red walls, and framed artwork.

12. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United Kingdom
judith
P9,760
P11,194 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires
A red building with a sign reading "Shaker Mill Inn."
A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.
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.

13. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mahadeva
P7,505
P8,233 total
includes taxes & fees
Nov 2 - Nov 3
Shaker Mill Inn
A large house with a covered patio area featuring outdoor seating and a fire pit.
A sunlit room with large windows, a stone floor, and two rocking chairs.
A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.
A corner dining area with a wooden table set for four, surrounded by upholstered chairs.

14. The Whitlock

The Whitlock
Lenox
United States
Beverly
P8,395
P9,377 total
includes taxes & fees
Nov 2 - Nov 3
The Whitlock
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a fireplace, and comfortable seating.
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.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

15. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
P8,280
P9,249 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.
A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.
A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.
A hotel room with a bathroom, a bed, a desk, and a nightstand.

16. Quality Inn Great Barrington

Quality Inn Great Barrington
Downtown Great Barrington
United States
Scott Patterson
P4,887
P5,459 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Great Barrington
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A hotel room with a wooden desk, a flat-screen TV, a coffee maker, a blue chair, and a lamp.
Living area
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

17. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
P6,974
P7,790 total
includes taxes & fees
Oct 31 - Nov 1
Hampton Inn & Suites Berkshires-Lenox
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.
A spacious living room with a large sofa, a coffee table, and a fireplace.
A hotel patio with outdoor seating and a fire pit.
A bar area with a long counter, red bar stools, and shelves with bottles and decorative items.

18. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
P7,548
P8,431 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield
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 spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

19. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Sebastien
P23,439
P26,181 total
includes taxes & fees
Nov 4 - Nov 5
Devonfield Inn B&B
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.
A hotel room with two beds, a chair, and a bedside table with a phone.
A covered corridor with a metal railing, white walls, and a view of a street with parked cars.
A swimming pool with a fenced area, lounge chairs, and a warning sign.

20. Sunset Inn

Sunset Inn
Lee
United States
Lauren
P5,145
P5,747 total
includes taxes & fees
Nov 2 - Nov 3
Sunset Inn
View all properties

Compare top hotels in Stockbridge

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

The Red Lion Inn

Stockbridge
View
Front of property

The Inn at Stockbridge

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

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

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee
View
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

Quality Inn Lee - Lenox South

Lee
View
8.8
Excellent
1,001 reviews
9.6
Exceptional
108 reviews
9.2
Wonderful
120 reviews
9.2
Wonderful
1,009 reviews
8.6
Excellent
1,005 reviews
P10,018
P14,350 total
includes taxes & fees
Nov 4 - Nov 5
P23,200
P27,210 total
includes taxes & fees
Nov 12 - Nov 13
P24,290
P29,384 total
includes taxes & fees
Nov 7 - Nov 8
P6,920
P7,729 total
includes taxes & fees
Nov 22 - Nov 23
P5,892
P6,582 total
includes taxes & fees
Nov 15 - Nov 16

Hotels recommended for families in Stockbridge

Front of property
A living room with a fireplace, leather sofas, and a dog.
A stone fountain surrounded by trees in a park setting.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
P23,200
P27,210 total
includes taxes & fees
Nov 12 - Nov 13
The Inn at Stockbridge
A multi-story building with a balcony, a pond with rocks, and a tree.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
A living room with a sofa, armchair, coffee table, and a patterned rug.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
P7,441
P9,555 total
includes taxes & fees
Oct 27 - Oct 28
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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 lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside lodge with a dock, fishing rods, and outdoor seating.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
P6,920
P7,729 total
includes taxes & fees
Nov 22 - Nov 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
P9,136
P10,205 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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 hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A kitchenette with a microwave, coffee maker, and coffee cups.

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
P5,724
P6,394 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 modern restaurant with wooden flooring, bar area, and seating arrangements.
A covered outdoor area with stone pillars and a view of a road and green hills.

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
P7,989
P8,923 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
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 sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.
A two-story building with a gabled roof and a chimney.

The Little Lion

The Little Lion
Great Barrington
P6,583
P7,353 total
includes taxes & fees
Oct 25 - Oct 26
The Little Lion
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 snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.
A dining area with a glass table, red walls, and framed artwork.

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
P9,760
P11,194 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires
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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 center 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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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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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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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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Nice Property clean rooms walked the new footpath out back always enjoy the saltwater pool."
Dan 2-night trip
Posted 5 hours ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"
Anne Marie 2-night trip
Posted 8 hours ago
Quality Inn Great Barrington
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"A"
Shenaz 1-night trip
Posted 1 day ago
Quality Inn Lee - Lenox South
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Absolutely great location! An older property- the lobby and hallways seemed dark and aging (yes it’s historic). Our room was surprisingly cheerful! I’d stay here again!!"
carole 1-night trip
Posted 1 day ago
The Red Lion Inn
The Whitlock

The Whitlock

10/10 Excellent
"Nice location."
Beverly 2-night trip
Posted 2 days ago
The Whitlock
The Inn at Stockbridge

The Inn at Stockbridge

10/10 Excellent
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
Kimberly 1-night trip
Posted 4 days ago
The Inn at Stockbridge
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
Richard 1-night trip
Posted 9 days ago
FairBridge Inn Express

More cheap stays in Stockbridge

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
P4,522
P5,051 total
Oct 25 - Oct 26
includes taxes & fees
5.4/10 (926 reviews)
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
P4,887
P5,459 total
Nov 15 - Nov 16
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Quality Inn Great Barrington
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA
P5,892
P6,582 total
Nov 15 - Nov 16
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Quality Inn Lee - Lenox South
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
P6,042
P6,749 total
Nov 24 - Nov 25
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
P6,741
P7,530 total
Nov 1 - Nov 2
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
The Yankee Inn
The Whitlock

The Whitlock

16 Church St Lenox MA
P8,395
P9,377 total
Nov 2 - Nov 3
includes taxes & fees
8.4/10 Very Good! (405 reviews)
The Whitlock

Find out more about Stockbridge

Top reasons to visit Stockbridge

  • Charming Downtown: Explore Stockbridge's picturesque downtown, rich in local art and history, perfect for leisurely strolls.
  • Outdoor Activities: Enjoy stunning hiking trails and winter sports, showcasing the region's natural beauty.
  • Cultural Experiences: Attend music concerts and theatrical performances for a taste of local culture.
  • Family-Friendly Attractions: Discover numerous attractions suitable for all ages, ensuring a fun-filled visit.
  • Diverse Accommodation: Choose from charming bed and breakfasts to luxurious hotels for a memorable stay.

Find great hotels near Stockbridge

Stockbridge offers a delightful variety of accommodation options, from charming bed and breakfasts to inviting hotels. Whether you're seeking the perfect family retreat, an adventure-filled getaway, or a historic-themed experience, you'll discover a selection of properties, including the Inn at Stockbridge, Stockbridge Inn, and Stockbridge Country Inn. For those desiring a touch of luxury, the area also boasts upscale hotels to ensure a memorable stay amidst the beautiful Berkshire landscape.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: This 3.5-star resort, rated 9.2 out of 10 by guests, offers a unique blend of adventure and family-friendly amenities. Located 5km from Stockbridge, it’s an ideal choice for those seeking a ski or adventure holiday. With access to ski shuttles and lifts nearby, guests can enjoy a variety of activities such as snow tubing, hiking, and skiing. The resort features a range of services for children, including a mini-golf course, playground, and arcade game room, ensuring a fun-filled experience for younger guests.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: With a 3-star rating and a guest score of 9.0 out of 10, this charming hotel is situated 6km from Stockbridge, making it suitable for families and pet lovers alike. The Black Swan offers a rustic retreat with opportunities for adventure sports like cross-country skiing, mountain climbing, and kayaking. Families will appreciate amenities such as window guards and cribs, while pet owners will find the pet-friendly policies accommodating, allowing for a convenient stay with their furry companions.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: This budget-friendly hotel, rated 8.8 out of 10, is located 8km from Stockbridge and caters primarily to business travellers. The Holiday Inn Express features essential amenities such as complimentary breakfast and Wi-Fi, providing a practical base for those visiting the area on work-related trips. Its strategic location allows easy access to local business hubs and attractions, making it a sensible choice for efficient travel.

Where to stay near Stockbridge

Stockbridge, Massachusetts, offers a delightful blend of romance and culture, perfect for a memorable vacation. Explore the charming downtown area, where you can immerse yourself in local art and history. The heart of Stockbridge is alive with family-friendly attractions and scenic views, making it an ideal spot for relaxation and entertainment. Venture into the surrounding neighbourhoods to discover budget-friendly options while enjoying the picturesque atmosphere that defines this enchanting destination.

  • Lenox: Nestled a mere 8km from Stockbridge, Lenox is a charming town that thrives on its rich cultural offerings. Renowned for its entertainment-themed attractions, it attracts visitors seeking romantic getaways and cultural experiences. The peak season from June to August brings a lively atmosphere, with music concerts and theatrical performances drawing crowds. Outdoor enthusiasts can also indulge in skiing during the winter months. Nearby landmarks include tranquil lakes and majestic mountains, providing a picturesque backdrop for visitors seeking both relaxation and adventure.
  • The Berkshires: Located 19km from Stockbridge, The Berkshires offers a year-round escape into nature's embrace. Known for its outdoor adventures and stunning scenery, this region peaks in visitor numbers during the summer months. Skiing is a major draw in the winter, with numerous ski fields and resorts catering to thrill-seekers. The Berkshires is home to beautiful lakes and mountains, making it a perfect destination for those looking to explore the great outdoors and enjoy an active holiday.
  • Great Barrington: Situated just 11km from Stockbridge, Great Barrington is a vibrant city that thrives on adventure and sports. Welcoming travellers year-round, it experiences a seasonal peak from June to August. Skiing enthusiasts will be drawn to the nearby ski fields and resorts, making it an ideal destination for winter sports. The stunning landscape, including lakes and the national state park, offers ample opportunities for exploration and outdoor activities, ensuring an engaging experience for all visitors.

Things to do near Stockbridge

Shopping

In Stockbridge, visit local shops like The Bookstore and the Stockbridge General Store for unique gifts and souvenirs. If you're up for a drive, head to the Berkshire Mall in Lanesborough, offering a variety of retail stores and dining options to enhance your shopping experience.

Recreation

In Stockbridge, the Kripalu Centre for Yoga & Health offers immersive wellness programs amidst picturesque surroundings, blending yoga, meditation, and healthy cuisine. At Canyon Ranch, enjoy holistic treatments and outdoor activities, all designed to rejuvenate your mind and body while surrounded by the tranquil beauty of the Berkshire Mountains.

Adventure

Lime Rock Park, located 40km from Stockbridge, offers thrilling motor racing experiences amidst a vibrant atmosphere. For a dose of adventure, visit Catamount Aerial Adventure Park, situated 18km away, where you can conquer zip lines and tackle a ropes course in a stunning outdoor setting.

Nightlife

In Stockbridge, enjoy a relaxed evening at the Red Lion Inn, where you can savour local brews and live music. For a more intimate vibe, visit the Berkshire Theatre Group for captivating performances that light up the night, showcasing local talent in a charming setting.

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

Booking tips and Expedia advantages for Stockbridge

To save money on your trip to Stockbridge, consider visiting during the cheaper months of March to April and November, with Tuesdays being the least expensive days to stay. Utilise Expedia to find great deals by filtering for your budget and combining hotel bookings with flights for additional savings. Look for flexible booking options and upfront pricing to avoid unexpected costs. Free activities such as exploring the picturesque town and nearby parks can also enhance your experience without straining your budget.

  • 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, desired location, and the type of accommodation you favour. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can make significant savings by combining your Stockbridge hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Stockbridge

Stockbridge is an ideal destination for romantic getaways and culturally themed vacations, offering attractions such as historic houses, nature reserves, and libraries. Visitors can immerse themselves in the local culture while enjoying outdoor activities and family-friendly experiences. A visit to Stockbridge itself is a must, as it provides a delightful blend of history and nature, perfect for creating lasting memories.

  • Great Barrington Historical Society & Museum: Located 13km from Stockbridge, this museum offers a glimpse into the rich history and culture of the region. With engaging exhibits, visitors can delve into local stories and artefacts that reflect the town's heritage.
  • National Shrine of the Divine Mercy: Situated within Stockbridge, this serene shrine provides a peaceful environment for reflection and spiritual connection. Its lovely gardens and tranquil atmosphere make it a unique cultural experience for visitors seeking solace.
  • Norman Rockwell Museum: Also located in Stockbridge, this museum celebrates the life and works of the iconic American artist Norman Rockwell. Featuring an extensive collection of his art, it offers insight into his creative process and the cultural themes he portrayed.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Flying into Stockbridge, Massachusetts, is convenient with three major airports nearby. Bradley International Airport (BDL) in Hartford, CT, is approximately 66km away, with hotels such as DoubleTree by Hilton Hartford - Bradley Airport, just 2km from the terminal, and Simsbury 1820 House, 11km away. Albany International Airport (ALB) is around 64km from Stockbridge, with excellent options like The Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both 13km away. Lastly, Westchester County Airport (HPN) in White Plains, NY, is 140km distant, featuring upscale hotels such as The Opus Westchester, just 6km 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 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.
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.
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. The Inn at Stockbridge is another good option for a stay with 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 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, Berkshire Theatre Festival, and Mission House.
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 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 55 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, 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. 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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