
Find hotels near Chesterwood, South Lee from NT$2,010
- 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 Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood0.6 km from Chesterwood
9.2 out of 10, Wonderful, (110 reviews)
The price is NT$9,694
NT$11,727 total
includes taxes & fees
Mar 16 - Mar 17

The Red Lion Inn
The Red Lion Inn3.3 km from Chesterwood
8.8 out of 10, Excellent, (1,000 reviews)
The price is NT$5,294
NT$7,312 total
includes taxes & fees
Mar 4 - Mar 5

Granville House
Granville House6.4 km from Chesterwood
10.0 out of 10, Exceptional, (97 reviews)
The price is NT$5,450
NT$6,088 total
includes taxes & fees
Mar 18 - Mar 19

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG6.6 km from Chesterwood
9.0 out of 10, Wonderful, (846 reviews)
The price is NT$3,778
NT$4,832 total
includes taxes & fees
Mar 9 - Mar 10

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG8 km from Chesterwood
8.8 out of 10, Excellent, (742 reviews)
The price is NT$3,352
NT$3,744 total
includes taxes & fees
Mar 5 - Mar 6

The Little Lion
The Little Lion5.1 km from Chesterwood
8.6 out of 10, Excellent, (554 reviews)
The price is NT$3,446
NT$3,849 total
includes taxes & fees
Mar 5 - Mar 6

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel8.6 km from Chesterwood
9.2 out of 10, Wonderful, (1,001 reviews)
The price is NT$3,062
NT$3,420 total
includes taxes & fees
Mar 23 - Mar 24

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires8.6 km from Chesterwood
9.4 out of 10, Exceptional, (768 reviews)
The price is NT$4,761
NT$5,318 total
includes taxes & fees
Apr 2 - Apr 3

Monument Mountain Motel
Monument Mountain Motel8.7 km from Chesterwood
9.0 out of 10, Wonderful, (824 reviews)

Devonfield Inn B&B
Devonfield Inn B&B7.5 km from Chesterwood
10.0 out of 10, Exceptional, (136 reviews)

Element Lenox Berkshires
Element Lenox Berkshires12.5 km from Chesterwood
9.8 out of 10, Exceptional, (21 reviews)
The price is NT$4,354
NT$4,863 total
includes taxes & fees
Mar 9 - Mar 10

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires6.2 km from Chesterwood
7.6 out of 10, Good, (573 reviews)
The price is NT$2,349
NT$2,624 total
includes taxes & fees
Mar 5 - Mar 6

Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South9.1 km from Chesterwood
8.4 out of 10, Very Good, (1,001 reviews)
The price is NT$2,902
NT$3,242 total
includes taxes & fees
Apr 3 - Apr 4

East Rock Inn
East Rock Inn10.1 km from Chesterwood
9.6 out of 10, Exceptional, (38 reviews)
The price is NT$4,155
NT$4,641 total
includes taxes & fees
Mar 18 - Mar 19

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge4.7 km from Chesterwood
6.8 out of 10, (1,001 reviews)
The price is NT$1,832
NT$2,010 total
includes taxes & fees
Mar 10 - Mar 11

Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires12.1 km from Chesterwood
9.2 out of 10, Wonderful, (601 reviews)
The price is NT$4,354
NT$4,863 total
includes taxes & fees
Mar 9 - Mar 10

The Whitlock
The Whitlock9.8 km from Chesterwood
8.6 out of 10, Excellent, (290 reviews)
The price is NT$3,727
NT$4,164 total
includes taxes & fees
Mar 4 - Mar 5

Berkshires Untold
Berkshires Untold13 km from Chesterwood
9.0 out of 10, Wonderful, (866 reviews)
The price is NT$3,135
NT$3,502 total
includes taxes & fees
Mar 5 - Mar 6
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 Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood | 9.2 Wonderful 110 reviews | View | ||||||
![]() The Red Lion Inn | 8.8 Excellent 1,000 reviews | View | ||||||
![]() Granville House | 10.0 Exceptional 97 reviews | View | ||||||
![]() Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG | 9.0 Wonderful 846 reviews | View | ||||||
![]() Holiday Inn Express Hotel & Suites Great Barrington by IHG | 8.8 Excellent 742 reviews | View |
Top Chesterwood Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
10/10 Excellent
Hotels near other Chesterwood attractions
Frequently asked questions
Explore a world of travel with Expedia
- 4 Star Hotels in Great Barrington
- Blandford Hotels
- Country Houses in Beartown State Forest
- Hotels near Ski Butternut
- 4 Star Hotels in Lenox
- Historic Hotels in Lenox
- Hotel Wedding Venues Hotels in Great Barrington
- Hotels near Goose Pond Reservation
- Family Hotels in Monterey
- Great Barrington Hotels
- B&B in Great Barrington
- Southampton Hotels
- Hinsdale Hotels
- Hotels near Bousquet Ski Area
- Westfield Hotels
- Hotels near Williams College Museum of Art
- Resorts & Hotels with Spas in Great Barrington
- Lee Hotels
- Hotels with a Pool in Great Barrington
- Inns in Beartown State Forest
- Hotels near Mahaiwe Performing Arts Center
- B&B in Stockbridge
- Richmond Hotels
- Williamstown Hotels
- Hotels near Furnace Brook Winery at Hilltop Orchards
- Hotels near Mount Greylock
- South Lee Hotels
- Hotels near Herman Melville's Arrowhead
- Hotel Wedding Venues Hotels in Stockbridge
- Hotels with a Pool in Stockbridge
- Hotels near Walter J. Koladza
- Goshen Hotels
- Hotels with smoking rooms in Great Barrington
- Four Seasons Hotels in Monterey
- Hotels with Hot Tubs in Lee
- Hotels near Guido's Marketplace
- Historic Hotels in Richmond
- Hotels near Tanglewood Music Center
- Ski Hotels in Stockbridge
- Hotels near Williams College
- Lenox Hotels
- Romantic Hotels in Lenox
- Casino Hotels in Great Barrington
- Hotels near Tyringham Cobble
- Hotels with an Indoor Pool in Lenox
- Hotels near Bas Ridge Golf Course
- Hotels with smoking rooms in Lee
- Otis Hotels
- Hotels with a Pool in Sheffield
- Pittsfield Hotels
- Hotels near National Shrine of the Divine Mercy
- Stockbridge Hotels
- Pet-Friendly Hotels in Lee
- Flights from Charleston (CRW) to Pittsfield (PSF)
- Flights from Houston (HOU) to Pittsfield (PSF)
- Flights to Alford
- Flights from Phoenix (PHX) to Great Barrington (GBR)
- Flights to South Lee
- Flights from Dallas (DFW) to Great Barrington (GBR)
- Flights from Chicago (ORD) to Great Barrington (GBR)
- Flights from Washington (DCA) to Pittsfield (PSF)
- Flights from Bangor (BGR) to Pittsfield (PSF)
- Flights from Walter J. Koladza
- Flights from Lee
- Flights from Louisville (LOU) to Pittsfield (PSF)
- Flights from Portsmouth (PSM) to Pittsfield (PSF)
- Flights from Denver (DEN) to Great Barrington (GBR)
- Flights from Sydney (SYD) to Pittsfield (PSF)
- Flights from South Egremont
- Flights to Stockbridge
- Flights from Pittsfield Municipal
- Flights from Houston (IAH) to Great Barrington (GBR)
- Flights from Asheville (AVL) to Pittsfield (PSF)
- Animagic Museum of Animation
- Greenock Country Club
- Visit South Lee
- Norman Rockwell Museum
- Bousquet Ski Area
- Frelinghuysen Morris House and Studio
- Pleasant Valley Wilderness Sanctuary
- Visit Housatonic
- Visit South Egremont
- Visit Lee
- Visit Lenox
- National Shrine of the Divine Mercy
- Lenox Mountain
- Lee Premium Outlets
- Berkshire Botanical Garden
- Visit West Stockbridge
- Visit Great Barrington
- Mission House
- South Lee Vacations
- Charles H. Baldwin & Sons








































































