Book a hotel near Chesterwood, South Lee
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Top hotels close to Chesterwood
Classic Stockbridge Cottage
Stockbridge MA
0.26 mi from Chesterwood
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
0.4 mi from Chesterwood
$358 nightly
The price is $399 total per night
$399 total
Jul 12 - Jul 13
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Pool
Breakfast included
Tranquil 3 BR Stockbridge House w/ Private Deck!
Stockbridge MA
0.85 mi from Chesterwood
This vacation home features laundry facilities.
Kitchen
Washer
Secluded Family Home in Serene Stockbridge Woods
Stockbridge MA
1.11 mi from Chesterwood
A gym is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Experienced Hosts, 10 min to Tanglewood, Quaint Berkshires Getaway
West Stockbridge MA
1.53 mi from Chesterwood
A gym is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
Stockbridge MA
1.57 mi from Chesterwood
This country house features a garden, laundry facilities, and barbecue grills.
Free WiFi
Air conditioning
8 Mi to Tanglewood & Butternut Ski: Spacious Home!
Housatonic MA
1.59 mi from Chesterwood
A gym is featured at this vacation home, along with laundry facilities and barbecue grills.
Kitchen
Washer
Spacious & Modern Berkshires Getaway
Stockbridge MA
1.61 mi from Chesterwood
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Hearth House | Prime Location!
Stockbridge MA
1.64 mi from Chesterwood
A sauna is featured at this vacation home, along with a garden and barbecue grills.
Kitchen
Washer
Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay
Stockbridge MA
1.65 mi from Chesterwood
This vacation home features a garden, laundry facilities, and concierge services. Barbecue grills are provided for your convenience.
Kitchen
Washer
Canary Lodge - Berkshires Mountain Retreat - 6 Guests
West Stockbridge MA
1.67 mi from Chesterwood
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
2.06 mi from Chesterwood
$196 nightly
The price is $219 total per night
$219 total
Jul 8 - Jul 9
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Spa
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.
Chesterwood hotels essential information
Accommodation | 776 hotels |
|---|---|
Lowest Price | $219 |
Highest Price | $399 |
Popular hotels | The Red Lion Inn, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, Classic Stockbridge Cottage, Tranquil 3 BR Stockbridge House w/ Private Deck!, Secluded Family Home in Serene Stockbridge Woods, Experienced Hosts, 10 min to Tanglewood, Quaint Berkshires Getaway, Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10, 8 Mi to Tanglewood & Butternut Ski: Spacious Home!, Spacious & Modern Berkshires Getaway, Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay, Canary Lodge - Berkshires Mountain Retreat - 6 Guests, Hearth House | Prime Location! |
Recent Chesterwood hotel reviews by fellow wanderers
Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Great modern home, well stocked. The home is not huge, but with 2 living areas, a screened in porch and a large kitchen, we had plenty of room to stretch out.Although on a main road, the house was set back and felt totally private. The location was incredibly convenient, with quick drives to Great Barrington, Stockbridge and Lennox, as well as Norman Rockwell Museum, Botanical Gardens, Chesterwood, Tanglewood. Berkshire Mt Bakery and the Common are terrific and just 2 minutes away.A few minor things could be improved - shower could use an adjustable head so you don't have to stand in the drain depression, some cookware is ready for an upgrade. But very minor. Would stay again."
A verified traveler stayed at Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay
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