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Stockbridge Hotel Accommodation

October 2026
12
November 2026

Free cancellation options if plans change

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This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Where to stay in Stockbridge?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Stockbridge on Hotels.com. These Stockbridge hotels consistently deliver on quality, location and traveller experience. Last updated on 12 October 2026.
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
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
NZ$402
includes taxes & fees
3 Nov - 4 Nov
The Red Lion Inn
Front of property
Exterior
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.
A stone fountain surrounded by trees in a park setting.

2. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
NZ$762
includes taxes & fees
1 Nov - 2 Nov
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.
A neatly arranged bedroom with a bed, bedside table, and a dresser.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

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
NZ$716
includes taxes & fees
12 Nov - 13 Nov
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 lakeside dock with kayaks and a covered boat ramp.
A lodge with a large building and a dock by a lake, surrounded by forest.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
NZ$228
includes taxes & fees
8 Nov - 9 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A building with a porch and multiple windows, surrounded by purple flowers.
A café with a display case, a frozen food section, and a marketplace sign.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
NZ$268
includes taxes & fees
21 Oct - 22 Oct
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
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.
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

6. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
NZ$184
includes taxes & fees
1 Nov - 2 Nov
Quality Inn Lee - Lenox South
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 modern restaurant with wooden flooring, bar area, and seating arrangements.

7. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
NZ$250
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires
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.
A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
NZ$286
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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

Shaker Mill Inn
West Stockbridge
NZ$260
includes taxes & fees
9 Nov - 10 Nov
Shaker Mill Inn
A modern hotel lobby with seating areas, tables, and a reception desk.
A breakfast area with a counter, coffee machine, and a display of pastries.
A kitchenette with a microwave, coffee maker, and coffee cups.
A hotel room with two beds, a desk, a TV, and a window with curtains.

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
NZ$165
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

11. The Yankee Inn

The Yankee Inn
Lenox
NZ$211
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
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.

12. The Little Lion

The Little Lion
Great Barrington
NZ$206
includes taxes & fees
18 Oct - 19 Oct
The Little Lion
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A gym with exercise equipment including treadmills, a stationary bike, and free weights.
A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.
A conference room with multiple tables and chairs, a flat-screen TV mounted on the wall, and a carpeted floor.

13. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
NZ$227
includes taxes & fees
7 Nov - 8 Nov
Hampton Inn & Suites Berkshires-Lenox
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.
A cozy library with bookshelves, a fireplace, and comfortable seating.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

14. Berkshires Untold

Berkshires Untold
Lenox
NZ$259
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold
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 two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.
A dining area with a glass table, red walls, and framed artwork.

15. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
NZ$314
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires
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.
An outdoor seating area with Adirondack chairs and a fire feature.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

16. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
NZ$285
includes taxes & fees
8 Nov - 9 Nov
Element by Marriott Lenox Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.
A motel with a parking lot and several cars parked.
A row of white plastic chairs on a covered outdoor area with a white building in the background.
A hotel room with a wooden dresser, a television, a microwave, and a mirror.

17. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
NZ$119
includes taxes & fees
1 Nov - 2 Nov
Monument Mountain Motel
A dining table with pastries, a coffee pot, and a vase of sunflowers.
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.
A pool table in a room with a patterned rug, a shelf with decorative items, and a window with a view of greenery.

18. Granville House

Granville House
Housatonic
NZ$505
includes taxes & fees
18 Oct - 19 Oct
Granville House
A large house with a covered patio area featuring outdoor seating and a fire pit.
A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.
A sunlit room with large windows, a stone floor, and two rocking chairs.
A corner dining area with a wooden table set for four, surrounded by upholstered chairs.

19. The Whitlock

The Whitlock
Lenox
NZ$290
includes taxes & fees
2 Nov - 3 Nov
The Whitlock
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 wooden desk, a television, a mirror, and a bathroom visible through an open door.

20. Quality Inn Great Barrington

Quality Inn Great Barrington
Downtown Great Barrington
NZ$154
includes taxes & fees
10 Nov - 11 Nov
Quality Inn Great Barrington
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Go beyond your typical stay in Stockbridge

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Our prices for hotels in Stockbridge are cheapest in March

Price trends for hotels in Stockbridge

Pricing is based on two traveller single night rates
View properties in October

October

High 14°C / low 6°C. Sunny most days.
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Top landmarks in Stockbridge

Norman Rockwell Museum

9.4/10 (347 reviews)
Norman Rockwell Museum is 0.8 mi (1.2 km) from central Stockbridge, why not stop by during your stay? If you want to experience more of the culture Stockbridge has to offer, head to Berkshire Botanical Garden, Naumkeag Museum, and National Shrine of the Divine Mercy.
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National Shrine of the Divine Mercy

9.0/10 (83 reviews)
If seeing the sights is on your list of things to do, head to National Shrine of the Divine Mercy – just one of the landmarks located 0.5 mi (0.8 km) from central Stockbridge.
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Naumkeag Museum

9.4/10 (10 reviews)
If museums are on your list of things to see, then you might want to head to Naumkeag Museum, located in the heart of Stockbridge. If you want to see more of the museums in Stockbridge, you can easily walk to Mission House.
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Berkshire Botanical Garden

9.4/10 (14 reviews)
Ready for an education in local botany? Berkshire Botanical Garden should make your list of places to visit, located 1.2 mi (2 km) from central Stockbridge. Want to stretch your legs a little more? Head to Naumkeag Museum and The Mount, both nearby.
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Stockbridge Bowl

Check out the water views and take some great holiday pics at Stockbridge Bowl in Stockbridge.
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Frelinghuysen Morris House and Studio

8.2/10 (10 reviews)
Frelinghuysen Morris House and Studio is 4.4 mi (7 km) from central Stockbridge, why not stop by during your stay? If you want to experience more of the culture Stockbridge has to offer, head to Tanglewood Music Center, Shakespeare and Company, and Lenox Library.
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Berkshire Theatre Festival

8.8/10 (3 reviews)
Berkshire Theatre Festival is 0.9 mi (1.5 km) from central Stockbridge, why not stop by during your stay? If you enjoy the show and want to see another, Shakespeare and Company and Tanglewood Music Center are not far.
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Schantz Galleries

7.2/10 (5 reviews)
Art fans might want to browse the collections at Schantz Galleries in Stockbridge. If you want to see more of the art galleries in Stockbridge, Norman Rockwell Museum and Art et Industrie aren't far.
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Learn more about Stockbridge

Wander through Norman Rockwell's America at his museum, where small-town life springs from canvas to memory. The red-brick Main Street looks suspiciously like his famous Christmas painting because, well, it is. Summer brings world-class music when Tanglewood hosts the Boston Symphony Orchestra in nearby Lenox. History buffs can explore the Mission House and Naumkeag's elegant gardens with their curious blue stairs. The Berkshire Botanical Garden offers seasonal splendour without the crowds of bigger attractions. For a perfect afternoon, grab a coffee on Main Street before heading to the Housatonic River, where locals fish in spots they'll reluctantly share if asked nicely.

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

Frequently Asked Questions

How much does a hotel room cost in Stockbridge?

You can choose a great hotel in Stockbridge from NZ$119 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Stockbridge that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Stockbridge hotels?

Discover great deals on Stockbridge hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Stockbridge hotels.

Can I book Stockbridge hotels with free cancellation?

It's easy to book a refundable Stockbridge hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are the top-rated luxury hotels in Stockbridge?

One of the most popular luxury hotels in Stockbridge is 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 is a luxury bed & breakfast with a high guest rating amongst our travellers, and it offers a seasonal outdoor pool and an art gallery, plus chef service in the guestrooms.

What are some top pet-friendly hotels in Stockbridge?

Our travellers' top pet-friendly hotels in Stockbridge include:

You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Stockbridge.

What are some of the best hotels in Stockbridge for couples?

Choose a top-rated Stockbridge romantic hotel and enjoy your couple's getaway. Our travellers love The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, a bed & breakfast with a chef service. Another romantic hotel with top reviews is The Red Lion Inn. This hotel offers an al fresco restaurant and an outdoor pool for a perfect stay. Use the "Traveller experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Stockbridge for couples on Hotels.com.

What are the top Stockbridge hotels with a pool?

For a little extra luxury, discover some of the best Stockbridge hotels with a pool. The Inn at Stockbridge is a great bed & breakfast with a seasonal outdoor pool and a guest rating of 9.6 out of 10. The Red Lion Inn is a popular hotel that features an outdoor pool along with 3 restaurants and a bar/lounge. To find more stays in Stockbridge with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".

What are some of the best Stockbridge hotels with free parking?

If you're arriving by car, choosing a great Stockbridge hotel with free parking is a plus. Our travellers' favourites include:

What are some popular hotels in central Stockbridge?

For hotels in central Stockbridge, check out The Red Lion Inn and The Black Swan Lee - Lenox, an Ascend Collection Hotel. Travellers love The Red Lion Inn for its location, as well as the outdoor pool, 3 restaurants and bar/lounge this hotel offers. The Black Swan Lee - Lenox, an Ascend Collection Hotel is another popular central hotel with a restaurant, a free continental breakfast and a 24-hour gym. When you stay at one of these central hotels, you'll be in easy reach of top sights including Tanglewood Music Center.

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