Hotels in West Stockbridge

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Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

Where to stay in West Stockbridge?

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

1. 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 $109
$120 total
includes taxes & fees
Nov 2 - Nov 3
Shaker Mill Inn
A hotel room with a bed, two chairs, a small table, and a lamp.

2. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, Good, (1,000 reviews)
Escape to the heart of the Berkshires in this well-maintained motel close to Tanglewood Music Center. Free WiFi and parking make exploring local attractions like Hoffman's Pottery and Charles H. Baldwin & Sons effortless. Clean rooms and daily housekeeping ensure a comfortable stay.
The price is $71
$78 total
includes taxes & fees
Nov 2 - Nov 3
Pleasant Valley Motel West Stockbridge
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

3. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (683 reviews)
Immerse yourself in the Berkshires at this centrally located hotel with an indoor pool and fitness center. 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 $114
$127 total
includes taxes & fees
Nov 29 - Nov 30
Courtyard by Marriott Lenox Berkshires
Two Adirondack chairs facing a river with a forested hill in the background.

4. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 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 $115
$128 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn
Dining

5. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (1 review)
The price is $131
$219 total
includes taxes & fees
Nov 2 - Nov 3
Garden Gables
A lodge with a large building and a dock by a lake, surrounded by forest.

6. 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, (1,003 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 Center with convenient parking.
The price is $110
$122 total
includes taxes & fees
Nov 22 - Nov 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A straw hat, sunglasses, and two drinks on a striped towel by a body of water.

7. 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 $161
$230 total
includes taxes & fees
Nov 8 - Nov 9
The Red Lion Inn
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

8. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,057 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 $132
$147 total
includes taxes & fees
Dec 2 - Dec 3
Berkshires Untold
A spacious hotel lobby with multiple seating areas, large windows, and a television.

9. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
Dive into the indoor pool at this Lenox hotel, just 10 minutes from Tanglewood Music Center. 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 $110
$122 total
includes taxes & fees
Nov 7 - Nov 8
Hampton Inn & Suites Berkshires-Lenox
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

10. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (51 reviews)
Embrace mountain charm at this Lenox hotel with free breakfast and parking. Take a refreshing dip in the indoor pool before heading to nearby Tanglewood or Kennedy Park. Grab a drink at the bar after exploring the scenic Berkshires.
The price is $135
$151 total
includes taxes & fees
Nov 8 - Nov 9
Element by Marriott Lenox Berkshires
Outdoor pool

11. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (526 reviews)
The price is $76
$85 total
includes taxes & fees
Nov 2 - Nov 3
Berkshire Travel Lodge
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

12. 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 Center and Berkshire attractions.
The price is $117
$150 total
includes taxes & fees
Nov 5 - Nov 6
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".

13. 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 $82
$92 total
includes taxes & fees
Dec 2 - Dec 3
Quality Inn Lee - Lenox South
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

14. 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, (852 reviews)
Refresh in the indoor pool at this welcoming Great Barrington hotel. The fitness center 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 $83
$93 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A large house with a balcony and a grassy yard.

15. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (637 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 $86
$96 total
includes taxes & fees
Nov 2 - Nov 3
The Little Lion
A large house with a covered patio area featuring outdoor seating and a fire pit.

16. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (408 reviews)
Immerse yourself in the Berkshires at this charming hotel just 5 minutes from Tanglewood Music Center. Enjoy hiking trails nearby, plus free WiFi and parking. A terrace, garden and helpful staff create a welcoming atmosphere for music lovers and nature enthusiasts alike.
The price is $129
$144 total
includes taxes & fees
Nov 2 - Nov 3
The Whitlock
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

17. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.6 out of 10, Exceptional, (178 reviews)
Immerse yourself in Lenox charm at this B&B featuring outdoor and poolside bars, just minutes from Shakespeare and Company. Enjoy complimentary breakfast, WiFi, and parking while the attentive staff ensures a memorable stay.
The price is $174
$203 total
includes taxes & fees
Dec 1 - Dec 2
Brook Farm Inn
Exterior

18. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,251 reviews)
The price is $95
$128 total
includes taxes & fees
Nov 8 - Nov 9
Berkshire Mountain Lodge
A hotel patio with outdoor seating and a fire pit.

19. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (716 reviews)
Embrace comfort at this Pittsfield retreat with an indoor pool and fitness center. Jae's Asian Fusion restaurant serves three daily meals, while rooms offer convenient refrigerators and microwaves. Guido's Marketplace and literary landmarks await nearby.
The price is $119
$133 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

20. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,000 reviews)
Escape to this Pittsfield hotel near the train station, with Tanglewood Music Center nearby. After enjoying the complimentary breakfast, explore local skiing trails or workout in the fitness center. Clean rooms and attentive staff create a welcoming mountain getaway.
The price is $93
$104 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Plus Berkshire Hills Inn & Suites
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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When is the best time to visit West Stockbridge?

Our prices for hotels in West Stockbridge are cheapest in December
Price trends for hotels in West Stockbridge
Pricing is based on two traveler single night rates
View properties in November
Currently viewing crowd sizes and weather for November.
Typical weather for West Stockbridge
November
High 7°C / low 0°C. Partly sunny.
View properties in November
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November, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -8 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 5 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
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April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
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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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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 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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Monthly weather averages (˚C)

Top landmarks in West Stockbridge

Ebenezer II Gifts and Antiques

8.0/10 (1 review)
Ebenezer II Gifts and Antiques is in the heart of West Stockbridge, so why not stop by during your stay. If you have fun at Ebenezer II Gifts and Antiques, you'll love Charles H. Baldwin & Sons and Hoffman's Pottery, both a short walk away.
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Learn more about West Stockbridge

Notable for its gardens, West Stockbridge features attractions such as Stockbridge Bowl and Charles H. Baldwin & Sons. The city has something for everyone including restaurants along with sights like Ebenezer II Gifts and Antiques and Hoffman's Pottery.

See all hotels in West Stockbridge
A lush green valley with a lake and a house in the distance.

Check out reviews of West Stockbridge hotels guests love

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

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

10/10 Excellent
"Clean and quiet"
William 1-night trip
Posted 5 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Frequently asked questions

What accommodations do travelers recommend in West Stockbridge?
Guests like Shaker Mill Inn, Pleasant Valley Motel West Stockbridge and Berkshire Mountain Lodge.
Can I book refundable accommodations in West Stockbridge?
If you want the flexibility to change your travel plans to West Stockbridge, most accommodations offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in West Stockbridge if I want a vacation home instead of a hotel?
If you want a good alternative to a hotel, browse our selection of 20 vacation homes. You can also book one of the 5 cabins for your stay.
What will the weather in West Stockbridge be like during my trip?
July and August are typically the warmest months in West Stockbridge when the average temp is 66°F. January and February are the coldest months when the average temperature is 27°F. October and July are the months with the most rain.
Why should I book my West Stockbridge hotel with Hotels.com?
There are lots of reasons to book your West Stockbridge trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.