Stockbridge Hotel Accommodation

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Tonight
15 Nov - 16 Nov
Tomorrow
16 Nov - 17 Nov
Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

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 15 November 2026.
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

1. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
The price is NZ$408
includes taxes & fees
29 Nov - 30 Nov
The Red Lion Inn
Front of property

2. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (110 reviews)
This cosy B&B offers a tranquil escape with an outdoor pool and massage services. Just minutes from National Shrine of the Divine Mercy and Berkshire Theatre Festival, guests enjoy free breakfast, WiFi, and parking while exploring the scenic area.
The price is NZ$464
includes taxes & fees
16 Nov - 17 Nov
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.

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
4.5 star property
Stockbridge
9.4 out of 10, Exceptional, (121 reviews)
This historic Stockbridge inn offers free breakfast and WiFi plus a seasonal outdoor pool and garden terrace. Enjoy hiking trails, horseback riding, and kayaking on-site while Tanglewood Music Centre awaits just a short drive away.
The price is NZ$836
includes taxes & fees
28 Nov - 29 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.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,002 reviews)
This peaceful Lenox hotel overlooks a picturesque lake where spectacular sunsets unfold daily. Enjoy Indian cuisine at Mint restaurant, complimentary breakfast, and free WiFi. Just 10 minutes from Tanglewood Music Centre with convenient parking.
The price is NZ$215
includes taxes & fees
13 Dec - 14 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,001 reviews)
Nestled in South Lee, this family-friendly retreat features 4 pools total - 2 indoor and 2 outdoor, including a seasonal option. Enjoy refreshments at the pool bar or coffee shop after exploring nearby Tanglewood Music Centre and Berkshire attractions.
The price is NZ$259
includes taxes & fees
16 Nov - 17 Nov
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".

6. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
This peaceful Lee hotel offers free daily continental breakfast near local restaurants and shopping. Just minutes from Lee Library and Animagic Museum, guests praise the helpful staff. Enjoy convenient access to cultural attractions during your Berkshires stay.
The price is NZ$173
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Lee - Lenox South
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (823 reviews)
This tranquil hotel offers sound-insulated accommodation near Housatonic River and River Walk. Guests love the helpful staff, clean rooms, indoor pool, and 24-hour fitness centre. Enjoy free breakfast, WiFi, and parking while exploring Great Barrington's nearby restaurants.
The price is NZ$325
includes taxes & fees
19 Nov - 20 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (861 reviews)
Refresh in the indoor pool at this welcoming Great Barrington hotel. The fitness centre adds value to each stay, while free breakfast fuels adventures to nearby Lake Mansfield Park and Housatonic River. Guests rave about the clean rooms and helpful staff.
The price is NZ$182
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Two Adirondack chairs facing a river with a forested hill in the background.

9. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
Discover this Lenox retreat with stunning mountain views, year-round swimming options, and fireplaces in select rooms. Just minutes from Bousquet Ski Area and local attractions, enjoy free breakfast and helpful staff after a day exploring.
The price is NZ$255
includes taxes & fees
12 Dec - 13 Dec
The Yankee Inn
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

10. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (690 reviews)
Immerse yourself in the Berkshires at this centrally located hotel with an indoor pool and fitness centre. Rooms feature microwaves and refrigerators, while the café and bar provide dining options. Free WiFi, parking, and proximity to Kennedy Park enhance your stay.
The price is NZ$230
includes taxes & fees
13 Dec - 14 Dec
Courtyard by Marriott Lenox Berkshires
A red building with a sign reading "Shaker Mill Inn."

11. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
Experience tranquility at this West Stockbridge B&B where hiking, biking, and kayaking adventures await. Enjoy free breakfast, complimentary parking, and daily housekeeping while exploring Ebenezer II Gifts and nearby cultural attractions.
The price is NZ$288
includes taxes & fees
16 Nov - 17 Nov
Shaker Mill Inn
A large house with a balcony and a grassy yard.

12. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (640 reviews)
Experience comfort and convenience at this motel in Great Barrington, where free WiFi and parking await. Explore nearby Monument Mountain Reservation for hiking, then return to spotless rooms with daily housekeeping and notably helpful staff.
The price is NZ$206
includes taxes & fees
23 Nov - 24 Nov
The Little Lion
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

13. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,074 reviews)
Nestled in Lenox, this lodge offers easy access to Kennedy Park and Pleasant Valley Wilderness Sanctuary. The Club Room serves American cuisine, while the terrace provides a perfect spot to unwind after exploring local attractions.
The price is NZ$213
includes taxes & fees
17 Nov - 18 Nov
Berkshires Untold
A modern bedroom with a four-poster bed, a fireplace, and a large floral mural on the wall.

14. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (2 reviews)
The price is NZ$393
includes taxes & fees
24 Nov - 25 Nov
Garden Gables
A dining table with pastries, a coffee pot, and a vase of sunflowers.

15. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
This charming business-friendly B&B offers free full breakfast, WiFi, and parking in scenic Housatonic. Explore nearby Monument Mountain and its reservation, with Pittsfield Municipal Airport just a 28-minute drive away.
The price is NZ$463
includes taxes & fees
20 Nov - 21 Nov
Granville House
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

16. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
This peaceful hotel offers complimentary breakfast, WiFi, and parking, with Mahaiwe Performing Arts Centre just moments away. Fitness enthusiasts will appreciate the on-site gym and outdoor activities, while the helpful staff ensures a comfortable stay.
The price is NZ$153
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Great Barrington
A snow-covered outdoor area with a patio, seating, and a covered dining area.

17. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
Wake up to free breakfast at this cosy Berkshires inn where a garden terrace offers peaceful moments. The coffee shop/cafe and bar provide refreshments after exploring nearby attractions like The Bookshop and Lenox Library.
The price is NZ$353
includes taxes & fees
16 Nov - 17 Nov
The Cornell Inn, Lenox & The Berkshires
A two-story building with a sign reading "Chambéry Inn".

18. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 reviews)
This serene B&B in Lee offers tranquil accommodation where quiet is the hallmark. Unwind with deep-tissue massages or aromatherapy after exploring nearby attractions. The terrace, spa pool, and snack bar create a rejuvenating escape in the Berkshires.
The price is NZ$400
includes taxes & fees
16 Nov - 17 Nov
Chambery Inn
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (260 reviews)
Escape to the heart of Pittsfield where this hotel offers an indoor pool and relaxing spa pool after exploring Tanglewood. Free breakfast, WiFi, and parking enhance your stay while nearby Guido's Marketplace awaits your discovery.
The price is NZ$208
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious hotel lobby with multiple seating areas, large windows, and a television.

20. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,002 reviews)
Dive into the indoor pool at this Lenox hotel, just 10 minutes from Tanglewood Music Centre. Enjoy a complimentary breakfast before exploring nearby attractions like Guido's Marketplace and Bousquet Ski Area. Free WiFi and parking complete your comfortable stay.
The price is NZ$218
includes taxes & fees
15 Dec - 16 Dec
Hampton Inn & Suites Berkshires-Lenox
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Go beyond your typical stay in Stockbridge

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When is the best time to visit Stockbridge?

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 November
Currently viewing crowd sizes and weather for November.

November

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May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. 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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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$113 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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