Find hotels near Chesterwood, South Lee from NT$3,703

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Compare 743 hotels close to Chesterwood with room rates, reviews, and availability. Most hotels are fully refundable.

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)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is NT$11,917
NT$14,417 total
includes taxes & fees
Dec 3 - Dec 4
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)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
United States
Elizabeth
The price is NT$6,834
NT$6,834 total
includes taxes & fees
Dec 1 - Dec 2
Tanglewood Suites

Granville House

3.0 star property
6.4 km from Chesterwood
10.0 out of 10, Exceptional, (87)
"Outstanding all around!"
United States
Jonathan
The price is NT$6,210
NT$6,936 total
includes taxes & fees
Nov 21 - Nov 22
Granville House

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

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 NT$14,947
NT$16,695 total
includes taxes & fees
Nov 25 - Nov 26
33 Main

Shaker Mill Inn

2.5 star property
5.8 km from Chesterwood
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is NT$3,651
NT$4,005 total
includes taxes & fees
Nov 23 - Nov 24
Shaker Mill Inn

Chambery Inn

3.0 star property
8.7 km from Chesterwood
9.6 out of 10, Exceptional, (372)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn

Element Lenox Berkshires

3.0 star property
12.5 km from Chesterwood
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
The price is NT$4,088
NT$4,566 total
includes taxes & fees
Dec 16 - Dec 17
Element Lenox Berkshires

Lakehouse Inn

4.0 star property
8.7 km from Chesterwood
9.6 out of 10, Exceptional, (289)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is NT$5,617
NT$6,588 total
includes taxes & fees
Nov 21 - Nov 22
Lakehouse Inn

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 NT$4,462
NT$4,984 total
includes taxes & fees
Nov 24 - Nov 25
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Brook Farm Inn

3.5 star property
9.1 km from Chesterwood
9.4 out of 10, Exceptional, (162)
"Comfortable, quiet, convenient location, very friendly staff. "
United States
Susan
Brook Farm Inn

Prospect Berkshires

3.0 star property
12.8 km from Chesterwood
9.6 out of 10, Exceptional, (14)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is NT$8,113
NT$10,108 total
includes taxes & fees
Dec 3 - Dec 4
Prospect Berkshires

Inn at Silver Maple Farm

3.0 star property
17.5 km from Chesterwood
9.8 out of 10, Exceptional, (97)
"Great stay, comfortable place"
United States
barry
The price is NT$4,029
NT$4,512 total
includes taxes & fees
Nov 23 - Nov 24
Inn at Silver Maple Farm

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 NT$4,190
NT$4,680 total
includes taxes & fees
Dec 4 - Dec 5
East Rock Inn

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, (786)
"Place was great!"
United States
Benjamin
The price is NT$3,979
NT$4,880 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

3.5 star property
3.3 km from Chesterwood
8.8 out of 10, Excellent, (1002)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is NT$4,649
NT$6,587 total
includes taxes & fees
Dec 15 - Dec 16
The Red Lion Inn

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
8.6 km from Chesterwood
9.0 out of 10, Wonderful, (1000)
"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 NT$3,315
NT$3,703 total
includes taxes & fees
Dec 15 - Dec 16
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Monument Mountain Motel

2.5 star property
8.7 km from Chesterwood
9.0 out of 10, Wonderful, (792)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel

Wilder House Berkshires

2.0 star property
19.9 km from Chesterwood
9.8 out of 10, Exceptional, (38)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
The price is NT$4,493
NT$5,019 total
includes taxes & fees
Nov 23 - Nov 24
Wilder House Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
12.1 km from Chesterwood
9.2 out of 10, Wonderful, (586)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is NT$3,557
NT$3,973 total
includes taxes & fees
Dec 21 - Dec 22
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.

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. Other good choices within a few miles include The Red Lion Inn and Tanglewood Suites.
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 Charles H. Baldwin & Sons while you're out sightseeing near Chesterwood.

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