Search Hotels Near Chesterwood, South Lee
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Chesterwood hotels
The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (571 reviews)
"Such a peaceful and easy stay!"
Mia
The price is 3.158.400 ₫
3.527.933 ₫ total
includes taxes & fees
7 Jul - 8 Jul
The Inn at Stockbridge
The Inn at Stockbridge5.2 km from Chesterwood
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
Stephen
The price is 11.482.100 ₫
13.466.891 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Chambery Inn
Chambery Inn8.7 km from Chesterwood
9.6 out of 10, Exceptional, (380 reviews)
The price is 7.106.137 ₫
7.937.586 ₫ total
includes taxes & fees
26 Jul - 27 Jul
The Whitlock
The Whitlock9.8 km from Chesterwood
8.6 out of 10, Excellent, (312 reviews)
"A beautiful old inn in the heart of a lovely old town."
Linda
The price is 4.079.074 ₫
4.556.325 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very good, (1,001 reviews)
"It was a clean, friendly hotel."
Cheri
The price is 3.975.636 ₫
4.440.710 ₫ total
includes taxes & fees
27 Jul - 28 Jul
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington7.4 km from Chesterwood
6.4 out of 10, (669 reviews)
"Decent place.friendly, quiet"
William
The price is 2.438.548 ₫
2.723.858 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
7.6 out of 10, Good, (587 reviews)
The price is 2.342.480 ₫
2.616.549 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Sunset Inn
Sunset Inn9.1 km from Chesterwood
7.6 out of 10, Good, (416 reviews)
"Nice place for a stay"
Jay
The price is 2.605.680 ₫
2.910.545 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Berkshire Travel Lodge
Berkshire Travel Lodge9.7 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 "
William
The price is 1.776.337 ₫
1.989.529 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Prospect Berkshires
Prospect Berkshires12.8 km from Chesterwood
9.8 out of 10, Exceptional, (30 reviews)
"Great stay!"
Conor
The price is 8.646.120 ₫
10.539.699 ₫ total
includes taxes & fees
8 Jul - 9 Jul
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires10.7 km from Chesterwood
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place, nice amenities and convenient location, highly recommended."
Arthur
The price is 5.571.418 ₫
6.409.972 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Hideaway Inn Lenox
Hideaway Inn Lenox9.6 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."
Leonardo
The price is 4.163.824 ₫
4.650.991 ₫ total
includes taxes & fees
5 Jul - 6 Jul
The Yankee Inn
The Yankee Inn14.9 km from Chesterwood
9.2 out of 10, Wonderful, (1,001 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Mark
The price is 3.347.904 ₫
3.739.546 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG15.5 km from Chesterwood
9.4 out of 10, Exceptional, (115 reviews)
"Most comfortable hotel bed I've ever slept in"
Matthew
The price is 4.500.720 ₫
5.027.383 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites16.9 km from Chesterwood
8.6 out of 10, Excellent, (1,000 reviews)
"clean room, friendly staff, great breakfast"
charles
The price is 3.137.344 ₫
3.504.412 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Little Cat Lodge
Little Cat Lodge16.3 km from Chesterwood
9.6 out of 10, Exceptional, (88 reviews)
"Excellent lodge, recommend."
Jason
The price is 4.240.152 ₫
4.748.970 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield15.5 km from Chesterwood
9.2 out of 10, Wonderful, (685 reviews)
"Five Star stay!"
Adeline
The price is 4.181.195 ₫
4.670.394 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox14.9 km from Chesterwood
7.6 out of 10, Good, (871 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
robert
The price is 2.342.480 ₫
2.616.549 ₫ total
includes taxes & fees
29 Jun - 30 Jun
The Central Downtown Inn & Suites
The Central Downtown Inn & Suites19.6 km from Chesterwood
8.6 out of 10, Excellent, (370 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
Aisha
The price is 2.816.240 ₫
3.145.766 ₫ total
includes taxes & fees
2 Jul - 3 Jul
Berkshire Inn
Berkshire Inn19.1 km from Chesterwood
7.8 out of 10, Good, (866 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
Hannah
The price is 2.368.537 ₫
2.645.687 ₫ total
includes taxes & fees
29 Jun - 30 Jun
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 | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included | |
|---|---|---|---|---|---|---|---|---|
 The Little Lion | 8.6 Excellent 571 reviews | View | ||||||
 The Inn at Stockbridge | 9.8 Exceptional 99 reviews | View | ||||||
 Chambery Inn | 9.6 Exceptional 380 reviews | View | ||||||
 The Whitlock | 8.6 Excellent 312 reviews | View | ||||||
 Quality Inn Lee - Lenox South | 8.4 Very good 1,001 reviews | View |
Top Chesterwood Hotel Reviews
The Red Lion Inn
10/10 Excellent
