Hotels in West Stockbridge

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May 29 - May 31
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Jun 5 - Jun 7

Where to stay in West Stockbridge?

Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (457 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
May 26 - May 27
Shaker Mill Inn
Standard Room, 2 Double Beds | Desk, laptop workspace, blackout drapes, iron/ironing board

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 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 $70
$77 total
includes taxes & fees
May 26 - May 27
Pleasant Valley Motel West Stockbridge
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (467 reviews)
The price is $73
$82 total
includes taxes & fees
May 27 - May 28
Berkshire Travel Lodge
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very Good, (2 reviews)
The price is $134
$150 total
includes taxes & fees
May 26 - May 27
Hideaway Inn Lenox
Exterior

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (301 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 $115
$128 total
includes taxes & fees
May 26 - May 27
The Whitlock
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
The price is $175
$240 total
includes taxes & fees
May 31 - Jun 1
The Red Lion Inn
Front of property

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164 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 $193
$224 total
includes taxes & fees
Jun 2 - Jun 3
Brook Farm Inn
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,008 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 $116
$130 total
includes taxes & fees
Jun 1 - Jun 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (959 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 $119
$133 total
includes taxes & fees
May 26 - May 27
Berkshires Untold
Lobby lounge

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (26 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 $182
$203 total
includes taxes & fees
May 31 - Jun 1
Element by Marriott Lenox Berkshires
Lobby

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (28 reviews)
The price is $575
$631 total
includes taxes & fees
Jun 21 - Jun 22
Inn at Kenmore Hall
Property grounds

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very Good, (501 reviews)
Tucked into the Berkshires, this cozy B&B serves complimentary breakfast and provides free WiFi and parking. Explore nearby hiking trails, go kayaking, or visit local attractions like The Bookstore, all within easy reach of this charming retreat.
The price is $266
$297 total
includes taxes & fees
May 26 - May 27
Whistler's Inn Bed & Breakfast
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,008 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 $109
$122 total
includes taxes & fees
May 26 - May 27
The Yankee Inn
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
Tucked in Lenox, this charming hotel offers easy access to Tanglewood Music Center and local museums. Unwind by the seasonal pool or enjoy a cocktail at the bar after exploring nearby Ventfort Hall. Free WiFi and parking enhance your Berkshires getaway.
The price is $274
$306 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Terrace Inn
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,004 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 $110
$122 total
includes taxes & fees
Jun 15 - Jun 16
Quality Inn Lee - Lenox South
Property amenity

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (625 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 $167
$187 total
includes taxes & fees
May 31 - Jun 1
Courtyard by Marriott Lenox Berkshires
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
Wake up to free breakfast at this cozy Berkshires inn where a garden terrace offers peaceful moments. The coffee shop/cafe and bar provide refreshments after exploring nearby attractions like The Bookstore and Lenox Library.
The price is $156
$179 total
includes taxes & fees
May 26 - May 27
The Cornell Inn, Lenox & The Berkshires
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (562 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 $95
$106 total
includes taxes & fees
Jun 11 - Jun 12
The Little Lion
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (901 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 $107
$139 total
includes taxes & fees
May 27 - May 28
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
This serene B&B in Lee offers tranquil accommodations where quiet is the hallmark. Unwind with deep-tissue massages or aromatherapy after exploring nearby attractions. The terrace, hot tub, and snack bar create a rejuvenating escape in the Berkshires.
The price is $190
$212 total
includes taxes & fees
May 26 - May 27
Chambery Inn
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 May
Currently viewing crowd sizes and weather for May.
Typical weather for West Stockbridge
May
High 19°C / low 8°C. Sunny most days.
View properties in May
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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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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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Monthly weather averages (˚C)

Top landmarks in West Stockbridge

Hoffman's Pottery

4.7/5 (3 reviews)
Hoffman's Pottery is 0.4 mi (0.6 km) from central West Stockbridge, why not stop by during your stay. If you have fun at Hoffman's Pottery, you'll love Charles H. Baldwin & Sons and Hotchkiss Mobile Studio, 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 Hoffman's Pottery and Hotchkiss Mobile Studio.

See all hotels in West Stockbridge
Olivias Overlook - West Stockbridge, Massachusetts

Check out reviews of West Stockbridge hotels guests love

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

10/10 Excellent
"Wonderful and spacious rooms, fantastic location, friendly and helpful staff"
Hannah 2-night trip
Posted 1 hour ago
Pocketbook Hotel and Bath

Frequently asked questions

What accommodations do travelers recommend in West Stockbridge?
Guests like Shaker Mill Inn, Berkshire Mountain Lodge and Berkshires Untold.
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.