Book a hotel near Chesterwood, South Lee
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Top hotels close to Chesterwood
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
$335 nightly
The price is $374 total per night
$374 total
Oct 20 - Oct 21
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
Secluded Family Home in Serene Stockbridge Woods
1.11 mi from Chesterwood
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Prime Location and Charm – 5 Mins to Tanglewood & Best Berkshire Attractions
1.45 mi from Chesterwood
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge
1.54 mi from Chesterwood
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Pet friendly
Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
1.57 mi from Chesterwood
This farm stay features a garden, laundry facilities, and barbecue grills.
Free WiFi
Air conditioning
Expansive Rustic and Modern Berkshires Estate on 66 Acres, Mountain Views,...
1.61 mi from Chesterwood
A sauna is featured at this vacation home, along with laundry facilities.
Pool
Kitchen
Spacious & Modern Berkshires Getaway
1.61 mi from Chesterwood
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Tanglewood Suites
MA-102, Stockbridge, MA
1.62 mi from Chesterwood
A steam room, free self parking, and barbecue grills are featured at this bed & breakfast. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.
Breakfast included
Parking included
Secluded + Modern | Enclosed Patio, Forest Views | Woodland Zen by AvantStay
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
Woodland Zen by Avantstay Modern Design + Patio
58 Glendale Rd, Housatonic, MA
1.65 mi from Chesterwood
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and barbecue grills are also provided.
Kitchen
Washer
Stockbridge Retreat w/ Pool & Hot Tub!
1.66 mi from Chesterwood
An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A garden is also provided.
Pool
Kitchen
The Red Lion Inn
30 Main Street, Stockbridge, MA
2.06 mi from Chesterwood
$210 nightly
The price is $235 total per night
$235 total
Nov 2 - Nov 3
Total with taxes and fees
This smoke-free 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. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
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 | 753 hotels |
|---|---|
Lowest Price | $235 |
Highest Price | $374 |
Popular hotels | The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Red Lion Inn, Secluded Family Home in Serene Stockbridge Woods, Tanglewood Suites, Prime Location and Charm – 5 Mins to Tanglewood & Best Berkshire Attractions, Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10, 1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge, Expansive Rustic and Modern Berkshires Estate on 66 Acres, Mountain Views,..., Spacious & Modern Berkshires Getaway, Secluded + Modern | Enclosed Patio, Forest Views | Woodland Zen by AvantStay, Stockbridge Retreat w/ Pool & Hot Tub!, Woodland Zen by Avantstay Modern Design + Patio |
Recent Chesterwood hotel reviews by fellow wanderers
The Red Lion Inn
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Great place! Food excellent ss well!"
A verified traveler stayed at The Red Lion Inn
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