Top Hotels Near Chesterwood in South Lee

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Accommodation near Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
0.6 km from Chesterwood
9.2 out of 10, Wonderful, (110)
"It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!"
United States
Carol Anne
The price is AU$707
includes taxes & fees
30 Nov - 1 Dec
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Tanglewood Suites

2.5 star property
2.6 km from Chesterwood
6.4 out of 10, (22)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
United States
Amanda
The price is AU$335
includes taxes & fees
1 Dec - 2 Dec
Tanglewood Suites

The Red Lion Inn

3.5 star property
3.3 km from Chesterwood
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is AU$313
includes taxes & fees
15 Dec - 16 Dec
The Red Lion Inn

Shaker Mill Inn

2.5 star property
5.8 km from Chesterwood
9.6 out of 10, Exceptional, (435)
"Nice place, easy check in"
United States
Robert
The price is AU$170
includes taxes & fees
18 Nov - 19 Nov
Shaker Mill Inn

The Inn at Stockbridge

4.0 star property
5.2 km from Chesterwood
9.8 out of 10, Exceptional, (98)
"A first class little inn"
United States
Philip
The price is AU$450
includes taxes & fees
20 Nov - 21 Nov
The Inn at Stockbridge

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8 km from Chesterwood
8.8 out of 10, Excellent, (693)
"Solid location, great room, good breakfast. Fair Price. Been 3 different times and look forward to returning again "
United States
Jamie
The price is AU$183
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
8.6 km from Chesterwood
9.4 out of 10, Exceptional, (754)
"Clean room, very courteous staff "
United States
Thomas
The price is AU$244
includes taxes & fees
23 Nov - 24 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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

3.5 star property
6.6 km from Chesterwood
9.0 out of 10, Wonderful, (783)
"Place was great!"
United States
Benjamin
The price is AU$250
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Monument Mountain Motel

2.5 star property
8.7 km from Chesterwood
9.0 out of 10, Wonderful, (790)
"This was an older property, but room was nice and bathroom was updated. "
United States
Martha
Monument Mountain Motel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
8.6 km from Chesterwood
9.0 out of 10, Wonderful, (1002)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is AU$187
includes taxes & fees
7 Dec - 8 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Little Lion

3.0 star property
5.1 km from Chesterwood
8.6 out of 10, Excellent, (544)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is AU$214
includes taxes & fees
18 Nov - 19 Nov
The Little Lion

Devonfield Inn B&B

4.0 star property
7.5 km from Chesterwood
10.0 out of 10, Exceptional, (133)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B

Chambery Inn

3.0 star property
8.7 km from Chesterwood
9.6 out of 10, Exceptional, (372)
"We LOVED our mini getaway at the Chambery Inn. The room was gorgeous, spacious, and very comfortable. The fireplace couldn't have been easier to operate. The jetted tubs were divine with plenty of hot water the towel warmer was a nice bonus. The room was fully stocked with glassware and a corkscrew which was appreciated. We look forward to coming back"
United States
Samuel
Chambery Inn

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
6.2 km from Chesterwood
7.6 out of 10, Good, (559)
"I loved the stay people were nice loved the pool and internet was great "
United States
Jennifer
The price is AU$124
includes taxes & fees
18 Nov - 19 Nov
Travelodge by Wyndham Great Barrington Berkshires

Quality Inn

2.5 star property
9.2 km from Chesterwood
8.4 out of 10, Very good, (1001)
"Clean room and good breakfast "
United States
Kelly
The price is AU$158
includes taxes & fees
30 Nov - 1 Dec
Quality Inn

Brook Farm Inn

3.5 star property
9.1 km from Chesterwood
9.4 out of 10, Exceptional, (162)
"Beautiful inn - romantic and welcoming!"
United States
Ronald
Brook Farm Inn

33 Main

4.0 star property
9.8 km from Chesterwood
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is AU$745
includes taxes & fees
23 Nov - 24 Nov
33 Main

East Rock Inn

2.0 star property
10.1 km from Chesterwood
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is AU$227
includes taxes & fees
26 Nov - 27 Nov
East Rock Inn

Econo Lodge Lee - Great Barrington

2.0 star property
7.4 km from Chesterwood
6.4 out of 10, (647)
"Great place. , good staff "
United States
ketul
The price is AU$100
includes taxes & fees
30 Nov - 1 Dec
Econo Lodge Lee - Great Barrington

Courtyard by Marriott Lenox Berkshires

3.0 star property
12.1 km from Chesterwood
9.2 out of 10, Wonderful, (586)
"Fabulous place"
United States
Mary
The price is AU$202
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Lenox Berkshires
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.

Hotels close to Chesterwood with a pool

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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, take a look at the 10 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 (0.6 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 10 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.