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Find hotels near Chesterwood, South Lee from ¥12,226

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Our top choices for Chesterwood hotels

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
4.7 km from Chesterwood
6.8 out of 10, (1,000 reviews)
"The property is in terrible condition."
United States
Olga V
The price is ¥11,645
¥12,774 total
includes taxes & fees
Jun 28 - Jun 29
Pleasant Valley Motel West Stockbridge

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
10.3 km from Chesterwood
8.6 out of 10, Excellent, (1,003 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is ¥21,358
¥23,857 total
includes taxes & fees
Jul 1 - Jul 2
Quality Inn Great Barrington

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8 km from Chesterwood
8.8 out of 10, Excellent, (780 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is ¥24,099
¥26,918 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Chambery Inn

Chambery Inn
3.0 star property
8.7 km from Chesterwood
9.6 out of 10, Exceptional, (380 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is ¥43,668
¥48,777 total
includes taxes & fees
Jun 30 - Jul 1
Chambery Inn

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
8.6 km from Chesterwood
9.4 out of 10, Exceptional, (788 reviews)
"Dawn was super helpful in getting us checked in."
United States
Kristen
The price is ¥34,232
¥38,236 total
includes taxes & fees
Jul 16 - Jul 17
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
6.2 km from Chesterwood
7.6 out of 10, Good, (587 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is ¥14,395
¥16,079 total
includes taxes & fees
Jun 29 - Jun 30
Travelodge by Wyndham Great Barrington Berkshires

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
7.4 km from Chesterwood
6.4 out of 10, (669 reviews)
"Decent place.friendly, quiet"
United States
William
The price is ¥14,985
¥16,738 total
includes taxes & fees
Jul 13 - Jul 14
Econo Lodge Lee - Great Barrington

Sunset Inn

Sunset Inn
2.0 star property
9.1 km from Chesterwood
7.6 out of 10, Good, (416 reviews)
"Nice place for a stay"
United States
Jay
The price is ¥16,012
¥17,886 total
includes taxes & fees
Jul 22 - Jul 23
Sunset Inn

Berkshires Untold

Berkshires Untold
3.5 star property
13 km from Chesterwood
9.0 out of 10, Wonderful, (991 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is ¥26,972
¥30,128 total
includes taxes & fees
Jun 29 - Jun 30
Berkshires Untold

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
12.5 km from Chesterwood
9.8 out of 10, Exceptional, (27 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is ¥32,833
¥36,675 total
includes taxes & fees
Jul 19 - Jul 20
Element by Marriott Lenox Berkshires

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
10.7 km from Chesterwood
9.2 out of 10, Wonderful, (1,002 reviews)
"Great place, nice amenities and convenient location, highly recommended."
United States
Arthur
The price is ¥34,237
¥39,390 total
includes taxes & fees
Jul 20 - Jul 21
The Cornell Inn, Lenox & The Berkshires

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
9.1 km from Chesterwood
8.4 out of 10, Very Good, (1,001 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is ¥24,048
¥26,861 total
includes taxes & fees
Jul 7 - Jul 8
Quality Inn Lee - Lenox South

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
9.7 km from Chesterwood
5.4 out of 10, (472 reviews)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is ¥10,916
¥12,226 total
includes taxes & fees
Jun 29 - Jun 30
Berkshire Travel Lodge

The Whitlock

The Whitlock
2.0 star property
9.8 km from Chesterwood
8.6 out of 10, Excellent, (312 reviews)
"A beautiful old inn in the heart of a lovely old town."
United States
Linda
The price is ¥25,067
¥28,000 total
includes taxes & fees
Jul 26 - Jul 27
The Whitlock

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
9.6 km from Chesterwood
7.8 out of 10, Good, (9 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is ¥25,587
¥28,581 total
includes taxes & fees
Jun 29 - Jun 30
Hideaway Inn Lenox

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
16.9 km from Chesterwood
8.6 out of 10, Excellent, (1,000 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is ¥19,279
¥21,535 total
includes taxes & fees
Jun 30 - Jul 1
Best Western Plus Berkshire Hills Inn & Suites

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
15.5 km from Chesterwood
9.4 out of 10, Exceptional, (116 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is ¥27,658
¥30,894 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
14.7 km from Chesterwood
9.2 out of 10, Wonderful, (1,003 reviews)
"Good location and great breakfast."
United States
Linda
The price is ¥27,334
¥30,532 total
includes taxes & fees
Jun 29 - Jun 30
Hampton Inn & Suites Berkshires-Lenox

Little Cat Lodge

Little Cat Lodge
2.0 star property
16.3 km from Chesterwood
9.6 out of 10, Exceptional, (88 reviews)
"Excellent lodge, recommend."
United States
Jason
The price is ¥24,601
¥27,553 total
includes taxes & fees
Jul 8 - Jul 9
Little Cat Lodge

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
14.9 km from Chesterwood
7.6 out of 10, Good, (871 reviews)
"The room was acceptable however I had loud people next to me that didn’t stop until 3 am. So not good soundproofing."
United States
Peter
The price is ¥14,395
¥16,079 total
includes taxes & fees
Jun 30 - Jul 1
Howard Johnson by Wyndham 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.

Compare popular hotels close to Chesterwood

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Children's activities
Pleasant Valley Motel West Stockbridge
2.0 star property
6.8
1,000 reviews
View
Lobby
Quality Inn Great Barrington
2.5 star property
8.6
Excellent
1,003 reviews
View
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8
Excellent
780 reviews
View
Front of property
Chambery Inn
3.0 star property
9.6
Exceptional
380 reviews
View
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
9.4
Exceptional
788 reviews
View

Top Chesterwood Hotel Reviews

Hotels near other Chesterwood attractions

Frequently asked questions

What's the area like around Chesterwood?
Chesterwood is located in a scenic area of South Lee known for its beautiful lakeside setting and hiking. If you're looking for a convenient place to stay, check out the 10 hotels and other accommodations you'll find within a mile.
What's the best hotel 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 traveler data, and this B&B offers free breakfast and free parking. It's located just a short 0.4 mi (0.6 km) from Chesterwood. Another good choice is The Red Lion Inn, located 2.1 mi (3.3 km) away.
How many hotels are there close to Chesterwood?
Expedia has 10 hotels and other accommodations within a mile from Chesterwood.
If I need to cancel the hotel reservation for my stay near Chesterwood, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Enter dates in and click on "Search", then use the "fully refundable" filter to review the best options available near Chesterwood.
Where can I learn more about changing or cancelling my trip in the area near Chesterwood?
For more information about picking new dates or cancelling your stay near Chesterwood, head over to our customer service page.
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 Lenox Arts Center while you're out sightseeing near Chesterwood.