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 14 - Oct 15
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.
Secluded Family Home in Serene Stockbridge Woods
1.11 mi from Chesterwood
This vacation home features a garden, laundry facilities, and barbecue grills.
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.
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.
Tanglewood Suites
MA-102, Stockbridge, MA
1.62 mi from Chesterwood
$269 nightly
The price is $269 total per night
$269 total
Sep 30 - Oct 1
Total with taxes and fees
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.
The Red Lion Inn
30 Main Street, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
2.06 mi from Chesterwood
$214 nightly
The price is $240 total per night
$240 total
Oct 30 - Oct 31
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.
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 | 754 hotels |
|---|---|
Lowest Price | $240 |
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, Woodland Zen by Avantstay Modern Design + Patio, Stockbridge Retreat w/ Pool & Hot Tub! |
Recent Chesterwood hotel reviews by fellow wanderers
The Red Lion Inn
5 out of 5
Posted 12 days ago
Travelocity Verified Review
"A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops. "
A verified traveler stayed at The Red Lion Inn
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