Hotels near Chesterwood
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8 Aug - 9 AugTomorrow
9 Aug - 10 AugNext weekend
14 Aug - 16 AugIn two weeks
21 Aug - 23 Aug Our top choices for Chesterwood hotels
1. Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
John
S$122
includes taxes & fees
1 Sept - 2 Sept
2. Berkshire Lake Lodge
Berkshire Lake Lodge16.2 km from Chesterwood
Rita
S$222
includes taxes & fees
8 Sept - 9 Sept
3. The Yankee Inn
The Yankee Inn14.9 km from Chesterwood
Larry
S$196
includes taxes & fees
9 Aug - 10 Aug
4. Quality Inn Great Barrington
Quality Inn Great Barrington10.3 km from Chesterwood
Lynn
S$132
includes taxes & fees
2 Sept - 3 Sept
5. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires8.6 km from Chesterwood
Lisa
S$278
includes taxes & fees
12 Aug - 13 Aug
6. Chambery Inn
Chambery Inn8.7 km from Chesterwood
Joseph
S$385
includes taxes & fees
7 Sept - 8 Sept
7. Element by Marriott Lenox Berkshires
Element by Marriott Lenox Berkshires12.5 km from Chesterwood
Lawrence
S$303
includes taxes & fees
27 Aug - 28 Aug
8. Berkshires Untold
Berkshires Untold13 km from Chesterwood
Ivana
S$185
includes taxes & fees
7 Sept - 8 Sept
9. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG15.5 km from Chesterwood
Courtney
S$187
includes taxes & fees
7 Sept - 8 Sept
10. Sunset Inn
Sunset Inn9.1 km from Chesterwood
Kevin
S$136
includes taxes & fees
1 Sept - 2 Sept
11. The Central Downtown Inn & Suites
The Central Downtown Inn & Suites19.6 km from Chesterwood
Rena
S$130
includes taxes & fees
3 Sept - 4 Sept
12. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox14.7 km from Chesterwood
Nancy
S$198
includes taxes & fees
7 Sept - 8 Sept
13. The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires10.7 km from Chesterwood
Edward
S$259
includes taxes & fees
31 Aug - 1 Sept
14. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
Jeanne
S$144
includes taxes & fees
31 Aug - 1 Sept
15. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield15.5 km from Chesterwood
Adeline
S$240
includes taxes & fees
7 Sept - 8 Sept
16. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
jennifer
S$113
includes taxes & fees
1 Sept - 2 Sept
17. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites16.9 km from Chesterwood
Jermaine
S$163
includes taxes & fees
30 Aug - 31 Aug
18. Hideaway Inn Lenox
Hideaway Inn Lenox9.6 km from Chesterwood
Leonardo
S$189
includes taxes & fees
12 Aug - 13 Aug
19. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG8 km from Chesterwood
Kathleen
S$187
includes taxes & fees
8 Sept - 9 Sept
20. Little Cat Lodge
Little Cat Lodge16.3 km from Chesterwood
Jolie
S$283
includes taxes & fees
9 Aug - 10 Aug
Top Chesterwood Hotel Reviews
The Red Lion Inn
8/10 Good
"Property is aging and needs attention. Still a nice place to stay."
Pleasant Valley Motel West Stockbridge
10/10 Excellent
"La paix du lieu"
The Little Lion
10/10 Excellent
"Great location. Functional and affordable. Pet friendly."
Holiday Inn Club Vacations Oak 'n Spruce Resort
8/10 Good
"Stayed for two nights in a 2 bedroom villa. The place was very clean, beds and bedding were comfortable. The place could stand a refresh - more so the kitchen and bathrooms but not terribly awful by any means. The area of the property where we stayed was quiet and peaceful."
The Inn at Stockbridge
10/10 Excellent
"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another stay when we’re in the area."
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
10/10 Excellent
"Very lovely beautiful Room and property The outside pool was not available"
Other attractions near Chesterwood
Norman Rockwell Museum
9.4/10 (347 reviews)
You can spend time browsing the exhibits at Norman Rockwell Museum during your trip to Stockbridge. Wander the lakeside in this quaint area.
Berkshire Botanical Garden
9.4/10 (14 reviews)
Explore the great outdoors at Berkshire Botanical Garden, a lovely green space in Stockbridge. While you're in the area, stroll along the lakeside.
Mission House
9.6/10 (5 reviews)
You can spend time studying the exhibits at Mission House in Stockbridge. Wander the lakeside in this quaint area.
Naumkeag Museum
9.4/10 (10 reviews)
You can spend time studying the exhibits at Naumkeag Museum in Stockbridge. While you're in the area, stroll along the lakeside.
National Shrine of the Divine Mercy
9.0/10 (83 reviews)
Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.
Schantz Galleries
7.2/10 (5 reviews)
You can spend an afternoon studying the exhibits at Schantz Galleries during your travels in Stockbridge. Wander the lakeside in this quaint area.
Art et Industrie
8.0/10 (5 reviews)
You can spend an afternoon exploring the galleries in Art et Industrie during your trip to Great Barrington. Amble around this quaint area's gardens or seek out the hiking trails.
Berkshire Theatre Festival
8.8/10 (3 reviews)
You can enjoy a show at Berkshire Theatre Festival during your trip to Stockbridge. Wander the lakeside in this quaint area.