Hotels near Chesterwood
Search over 769 hotels from $240
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Hotels near Chesterwood
Classic Stockbridge Cottage
Stockbridge MA
0.26 mi from Chesterwood
Guests staying at this vacation home have access to laundry facilities, a garden, 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
Aug 26 - Aug 27
Total with taxes and fees
Guests of The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood enjoy access to free WiFi in public areas, conference space, and a seasonal outdoor pool. Free parking is included with your stay. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this luxury bed & breakfast include coffee/tea in a common area, a computer station, and a library.
Pool
Breakfast included
Secluded Family Home in Serene Stockbridge Woods
Stockbridge MA
1.11 mi from Chesterwood
At this vacation home, guests have access to a gym, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
Experienced Hosts, 10 min to Tanglewood, Quaint Berkshires Getaway
West Stockbridge MA
1.53 mi from Chesterwood
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
Stockbridge MA
1.57 mi from Chesterwood
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Hearth House | Prime Location!
Stockbridge MA
1.64 mi from Chesterwood
This vacation home features a sauna and barbecue grills. This smoke-free vacation home also has a garden.
Kitchen
Washer
Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay
Stockbridge MA
1.65 mi from Chesterwood
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden. Staff members can help with accommodation requests, and provide concierge services.
Kitchen
Washer
Canary Lodge - Berkshires Mountain Retreat - 6 Guests
West Stockbridge MA
1.67 mi from Chesterwood
Guests staying at this vacation home have access to laundry facilities, a garden, 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
$215 nightly
The price is $240 total per night
$240 total
Sep 9 - Sep 10
Total with taxes and fees
Guests of The Red Lion Inn have access to an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this golf hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
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 | 769 hotels |
|---|---|
Lowest Price | $240 |
Highest Price | $399 |
Popular hotels | The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Red Lion Inn, Classic Stockbridge Cottage, Secluded Family Home in Serene Stockbridge Woods, Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10, Experienced Hosts, 10 min to Tanglewood, Quaint Berkshires Getaway, Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay, Hearth House | Prime Location!, Canary Lodge - Berkshires Mountain Retreat - 6 Guests |
Recent Reviews
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
5/5 Excellent
"Very lovely beautiful Room and property The outside pool was not available"
A verified traveler stayed at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Posted 2 weeks ago
