Hotels near Chesterwood
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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, barbecue grills, and a garden.
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
$335 nightly
The price is $374 total per night
$374 total
Apr 10 - Apr 11
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
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 farm stay have access to laundry facilities, a garden, and barbecue grills.
Free WiFi
Air conditioning

Beautifully Restored 1860's Stockbridge Farmhouse- short walk to downtown!
Stockbridge MA
1.63 mi from Chesterwood
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Kitchen
Washer

Hearth House | Prime Location!
Stockbridge MA
1.64 mi from Chesterwood
This vacation home features a sauna and a garden. This smoke-free vacation home also has barbecue grills.
Air conditioning
Parking available

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 Mountaintop Retreat - 8 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
$189 nightly
The price is $211 total per night
$211 total
Apr 7 - Apr 8
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. The 24-hour front desk has multilingual staff ready to assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this historic 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 | 778 hotels |
|---|---|
Lowest Price | $211 |
Highest Price | $374 |
Popular hotels | The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, Classic Stockbridge Cottage, The Red Lion Inn, Secluded Family Home in Serene Stockbridge Woods, Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10, Forest Views, Enclosed Patio in Secluded Modern Home | Woodland Zen by AvantStay, Beautifully Restored 1860's Stockbridge Farmhouse- short walk to downtown!, Canary Lodge - Berkshires Mountaintop Retreat - 8 Guests, Hearth House | Prime Location! |
Recent Reviews

The Red Lion Inn
5/5 Excellent
"great customer service"
A verified traveler stayed at The Red Lion Inn
Posted 1 month ago


