Hotels in West Stockbridge

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

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, (461 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 $172
$189 total
includes taxes & fees
Jun 17 - Jun 18
Shaker Mill Inn
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 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 $80
$88 total
includes taxes & fees
Jun 11 - Jun 12
Pleasant Valley Motel West Stockbridge
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (469 reviews)
The price is $73
$82 total
includes taxes & fees
Jun 11 - Jun 12
Berkshire Travel Lodge
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.8 out of 10, Excellent, (5 reviews)
The price is $134
$150 total
includes taxes & fees
Jun 11 - Jun 12
Hideaway Inn Lenox
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,006 reviews)
The price is $158
$221 total
includes taxes & fees
Jun 22 - Jun 23
The Red Lion Inn
Exterior

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (306 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 $116
$129 total
includes taxes & fees
Jun 11 - Jun 12
The Whitlock
Front of property

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (165 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 11 - Jun 12
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
9.2 out of 10, Wonderful, (1,004 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 $132
$148 total
includes taxes & fees
Jun 14 - Jun 15
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, (982 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
Jun 11 - Jun 12
Berkshires Untold
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
This cozy 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 $349
$409 total
includes taxes & fees
Jun 11 - Jun 12
The Inn at Stockbridge
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 $203
$227 total
includes taxes & fees
Jun 22 - Jun 23
Element by Marriott Lenox Berkshires
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 $219
$245 total
includes taxes & fees
Jun 11 - Jun 12
Hampton Terrace Inn
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 $194
$216 total
includes taxes & fees
Jun 11 - Jun 12
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, (1,011 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 $111
$124 total
includes taxes & fees
Jun 11 - Jun 12
The Yankee Inn
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 $425
$466 total
includes taxes & fees
Jun 12 - Jun 13
Inn at Kenmore Hall
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (563 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 $88
$98 total
includes taxes & fees
Jun 11 - Jun 12
The Little Lion
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 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 $167
$192 total
includes taxes & fees
Jun 11 - Jun 12
The Cornell Inn, Lenox & The Berkshires
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (666 reviews)
This Lee motel offers a playful mini golf course on-site and free continental breakfast to start your day. Located near Greenock Country Club and Lee Premium Outlets, guests praise the helpful staff. Enjoy complimentary WiFi and parking during your stay.
The price is $71
$79 total
includes taxes & fees
Jun 16 - Jun 17
Econo Lodge Lee - Great Barrington
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,006 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 $123
$137 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Lee - Lenox South
Suite, Private Bathroom (RedBird Suite) | View from room

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
9.2 out of 10, Wonderful, (111 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 Center awaits just a short drive away.
The price is $330
$399 total
includes taxes & fees
Jun 24 - Jun 25
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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.
View all properties

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 June
Currently viewing crowd sizes and weather for June.
Typical weather for West Stockbridge
June
High 23°C / low 13°C. Sunny most days.
View properties in June
23°
weather_sun
June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
27°
weather_sun
July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
26°
weather_sun
August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
22°
weather_sun
September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
14°
weather_sun
October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
7°
weather_partly_sunny
November, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
0°
2°
ac_unit
December, no crowd data, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
-2°
ac_unit
January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
-9°
0°
ac_unit
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -8 degrees Celsius. Snow likely.
-8°
5°
ac_unit
March, no crowd data, average high temperature 5 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
12°
weather_cloudy
April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
2°
19°
weather_sun
May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
Monthly weather averages (˚C)

Top landmarks in West Stockbridge

Hotchkiss Mobile Studio

4.8/5 (4 reviews)
Hotchkiss Mobile Studio is in the heart of West Stockbridge, so why not stop by during your stay. If you have fun at Hotchkiss Mobile Studio, you'll love Charles H. Baldwin & Sons and Ebenezer II Gifts and Antiques, both a short walk away.
See properties

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 Hotchkiss Mobile Studio and Ebenezer II Gifts and Antiques.

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

Check out reviews of West Stockbridge hotels guests love

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

4/10 Poor
"We love Hudson, and used to be there all the time, so this was to be a fond return. We also love the Wick and where it is set. But we really don’t want to be at a wedding venue, where that becomes the focus for the property. We certainly don’t want to be up until 3 AM because of noisy celebrants. But the man at the front desk was very responsive when I called about that. We would also like to think that a slight extension on checkout, from 11 AM until noon, is the reasonable norm. Especially on a Sunday, in a town like Hudson, where not many would be expected to arrive. As it was, we were up for our anniversary, 38th to be exact, but I had to run a class online until noon, as I do every Saturday and Sunday morning. I thought I would be able to do so at the Wick, but I guess I know better moving forward."
Philip 1-night trip
Posted 7 hours ago
The Wick, Hudson, A Tribute Portfolio Hotel

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.