Search Hotels Near Chesterwood, South Lee
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16 Sep - 17 SepTomorrow
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18 Sep - 20 SepNext weekend
25 Sep - 27 Sep Our top choices for Chesterwood hotels
1. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel8.6 km from Chesterwood
Susan
฿4,150
฿4,636 total
includes taxes & fees
24 Sept - 25 Sept
2. The Yankee Inn
The Yankee Inn14.9 km from Chesterwood
Robert
฿3,862
฿4,313 total
includes taxes & fees
22 Sept - 23 Sept
3. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce Resort6.7 km from Chesterwood
Linda
฿3,895
฿5,001 total
includes taxes & fees
21 Sept - 22 Sept
4. The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
James
฿5,361
฿7,642 total
includes taxes & fees
23 Sept - 24 Sept
5. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
Christine
฿3,557
฿3,973 total
includes taxes & fees
29 Sept - 30 Sept
6. Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
Analisia
฿2,562
฿2,862 total
includes taxes & fees
17 Sept - 18 Sept
7. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG15.5 km from Chesterwood
Steve
฿4,065
฿4,541 total
includes taxes & fees
17 Sept - 18 Sept
8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires8.6 km from Chesterwood
Bruce
฿6,465
฿7,221 total
includes taxes & fees
24 Sept - 25 Sept
9. Berkshire Lake Lodge
Berkshire Lake Lodge16.2 km from Chesterwood
mike
฿5,246
฿5,859 total
includes taxes & fees
21 Sept - 22 Sept
10. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires12.1 km from Chesterwood
Tracy
฿4,886
฿5,458 total
includes taxes & fees
23 Sept - 24 Sept
11. The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires10.7 km from Chesterwood
Rosann
฿6,746
฿7,738 total
includes taxes & fees
21 Sept - 22 Sept
12. Element by Marriott Lenox Berkshires
Element by Marriott Lenox Berkshires12.5 km from Chesterwood
Kirsty
฿5,912
฿6,603 total
includes taxes & fees
27 Sept - 28 Sept
13. East Rock Inn
East Rock Inn10.1 km from Chesterwood
ERIK
฿5,267
฿5,884 total
includes taxes & fees
17 Sept - 18 Sept
14. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox14.7 km from Chesterwood
Nancy
฿4,326
฿4,832 total
includes taxes & fees
30 Sept - 1 Oct
15. Berkshires Untold
Berkshires Untold13 km from Chesterwood
Drue
฿4,372
฿4,884 total
includes taxes & fees
17 Sept - 18 Sept
16. Chambery Inn
Chambery Inn8.7 km from Chesterwood
Alexandra
฿8,967
฿10,016 total
includes taxes & fees
17 Sept - 18 Sept
17. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG8 km from Chesterwood
Maria Dulce
฿4,294
฿4,797 total
includes taxes & fees
20 Sept - 21 Sept
18. Berkshire Mountain Lodge
Berkshire Mountain Lodge15.9 km from Chesterwood
Robert
฿2,650
฿3,704 total
includes taxes & fees
1 Oct - 2 Oct
19. The Little Lion
The Little Lion5.1 km from Chesterwood
Anne
฿3,736
฿4,173 total
includes taxes & fees
24 Sept - 25 Sept
20. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield15.5 km from Chesterwood
James
฿4,858
฿5,427 total
includes taxes & fees
27 Sept - 28 Sept
Compare popular hotels close to Chesterwood
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |
|---|---|---|---|---|---|---|---|
 The Black Swan Lee - Lenox, an Ascend Collection Hotel | 9.2 Wonderful 1,000 reviews | View | |||||
 The Yankee Inn | 9.2 Wonderful 1,007 reviews | View | |||||
 Holiday Inn Club Vacations Oak 'n Spruce Resort | 9.2 Wonderful 986 reviews | View | |||||
 The Red Lion Inn | 8.8 Excellent 1,003 reviews | View | |||||
 Quality Inn Lee - Lenox South | 8.4 Very good 1,004 reviews | View |
Top Chesterwood Hotel Reviews
The Red Lion Inn
8/10 Good
"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."
Pleasant Valley Motel West Stockbridge
8/10 Good
"I stay here a lot. Cheap and easy. Hot water, decent beds, yes, room is dated but its cheap and people are very nice. If you're looking for the Ritz Carleton this ain't it. If you're planning a budget weekend this works just fine"
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.