Top Hotels Near Chesterwood in West Stockbridge from AU$118

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Accommodation near Chesterwood

The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior
The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1006)
"View was excellent Look of hotel - needs freshening up Reception and service also excellent "
The price is AU$213
per night
12 June - 13 June
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
Outdoor pool, pool loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (890)
"Always a great HISTORIC INN "
The price is AU$327
per night
17 June - 18 June
The Red Lion Inn
Life House Berkshires
Lobby
Life House Berkshires
3.5 star property
9.0 out of 10, Wonderful, (253)
"Terrific renovation of two story motel. Great bedding and toiletries. Everything has a curated retro-hipster look. Spacious shower and bathroom, closet space, robes, plenty of charging outlets and a big TV, great if you use Apple. The only downside is noisy, bulky air conditioner. Be sure to ask for a ground floor room if you have a lot of luggage; second floor is accessible only by stairs. Nice outdoor seating and clubroom. We didn't take advantage of their food or bar offerings because...
The price is AU$200
per night
12 June - 13 June
Life House Berkshires
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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (478)
"This resort is an excellent place for families to relax and spend time together without having to worry about anything, just focus on having fun. The staff were great!"
The price is AU$267
per night
11 June - 12 June
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Seven Hills Inn
Terrace/patio
Seven Hills Inn
4.0 star property
7.8 out of 10, Good, (467)
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Seven Hills Inn
Courtyard by Marriott Lenox Berkshires
Indoor pool
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (510)
"Room was so nice. Bed was comfortable. Overall glad we stayed here. "
The price is AU$341
per night
24 June - 25 June
Courtyard by Marriott Lenox Berkshires
Lakehouse Inn
Aerial view
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (155)
"They greeted us as soon as we checked in with apple cider and brownies. The room was super cute. Breakfast was delicious. The only negative was it could be noisy when people are walking in hallway. We will definitely stay again. "
The price is AU$265
per night
10 June - 11 June
Lakehouse Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Reception
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (651)
"I loved the staff and the accommodations. I’d recommend this property. "
The price is AU$316
per night
11 June - 12 June
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
Porch
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1002)
"The staff was very friendly and the breakfast was delicious. The outdoor areas were beautiful. The room was beautifully designed"
The price is AU$206
per night
9 June - 10 June
The Cornell Inn, Lenox
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (604)
"Cozy little room, very clean and comfortable, close to amenities, would definitely stay here again!"
The price is AU$144
per night
9 June - 10 June
Monument Mountain Motel
Apple Tree Inn
Seasonal outdoor pool
Apple Tree Inn
3.0 star property
8.2 out of 10, Very good, (215)
"What a great time at a quaint Inn! Our family loved it!"
The price is AU$288
per night
24 June - 25 June
Apple Tree Inn
Quality Inn
Standard Room, 2 Queen Beds, Non Smoking
Quality Inn
2.5 star property
8.2 out of 10, Very good, (1010)
"Really clean and great staff"
The price is AU$174
per night
12 June - 13 June
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Standard Room
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (503)
"Very nice place! Great pool and hot tub. A shower at the pool area would’ve been a nice addition to rinse off chlorine. Overall a great value for the money spent. "
The price is AU$220
per night
17 June - 18 June
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Chambery Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is AU$418
per night
7 June - 8 June
Chambery Inn
Blackberry River Inn
Library
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (32)
"Great and excellent. Breakfast is perfect. "
Blackberry River Inn
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (459)
"No amenities but that didn’t matter to us. Just needed a clean and quiet place for the night. I would stay here again"
The price is AU$126
per night
9 June - 10 June
Travelodge by Wyndham Great Barrington Berkshires
The Briarcliff Motel
Exterior
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (386)
"Great deal!"
The price is AU$210
per night
9 June - 10 June
The Briarcliff Motel
The Ponds at Foxhollow by Capital Vacations
Property grounds
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (110)
"Comfortable condo accommodations. Ample size, Workable kitchen. Comfortable bed. Lovely setting. And a community facility with a pool, workout equipment, and sauna too! Small but tangible complaint: outside lighting is very bright and shines into BR window. "
The Ponds at Foxhollow by Capital Vacations
Shaker Mill Inn
Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (386)
"Wonderful place to stay in western Massachusetts."
The price is AU$373
per night
10 June - 11 June
Shaker Mill Inn
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (511)
"Great"
The price is AU$118
per night
11 June - 12 June
Econo Lodge Lee - Great Barrington
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See all available properties in 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.

Chesterwood Travel Info

Number of reviews
9,414
Closest neighbourhood
Richmond
Accommodation
685 hotels
Known landmark
Berkshire Botanical Garden
Mid-Range hotels
Devonfield Inn B&B, The Inn at Stockbridge and 33 Main
Budget hotels
Chambery Inn, The Red Door B&B and The Briarcliff Motel
Location
West Stockbridge, United States of America
Lowest price
AU$118
Highest price
AU$418

Stay close to other popular attractions

Image for Norman Rockwell Museum

Norman Rockwell Museum

You can spend time browsing the exhibits at Norman Rockwell Museum during your trip to Stockbridge. Wander the lakeside in this quaint area.

See properties
Norman Rockwell Museum

Frequently asked questions

What's the area like around Chesterwood?

Chesterwood is located in a scenic area of West Stockbridge known for its beautiful lakeside setting and hiking. If you're looking for a convenient place to stay, take a look at the 7 hotels and other accommodation options you'll find within a mile.

Where is the best place to stay close to Chesterwood?

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is one of the top choices for your stay based on our traveller data, and this B&B offers free breakfast and free parking. It's located just a short 0.4 mi (0.7 km) from Chesterwood. Other good choices within a few miles include The Red Lion Inn and Tanglewood Suites.

How many hotels will I find near Chesterwood?

Expedia has 7 hotels and other accommodation options within a mile from Chesterwood.

If I need to cancel the hotel reservation for my stay near Chesterwood, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to get the best options available near Chesterwood.

What can I see and do near Chesterwood?

You'll want to browse the exhibits at Norman Rockwell Museum and Mission House. Naumkeag Museum, The Mount and Berkshire Theatre Festival are monuments to see when you're exploring the area around Chesterwood. Be sure to get some family photos at Berkshire Botanical Garden, Hoffman's Pottery and Charles H. Baldwin & Sons while you're out sightseeing near Chesterwood.

Recent Reviews in Chesterwood
Expedia verified reviews

The Red Lion Inn

The Red Lion Inn

5/5 Excellent
"Always a great HISTORIC INN "
A verified traveller stayed at The Red Lion Inn
Posted 3 days ago
The Red Lion Inn