Chesterwood Tours and Activities

Stay near popular Chesterwood attractions

Chesterwood

9.2/10 (5 reviews)
You can find out about the history of South Lee with a visit to Chesterwood. Wander the lakeside in this quaint area.
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Top Chesterwood Hotel & Accommodation Deals

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Classic Stockbridge Cottage

Classic Stockbridge Cottage

Stockbridge MA
Classic Stockbridge Cottage
Tranquil 3 BR Stockbridge House w/ Private Deck!

Tranquil 3 BR Stockbridge House w/ Private Deck!

Stockbridge MA
Tranquil 3 BR Stockbridge House w/ Private Deck!
Secluded Family Home in Serene Stockbridge Woods

Secluded Family Home in Serene Stockbridge Woods

Stockbridge MA
Secluded Family Home in Serene Stockbridge Woods
Refined Berkshires Haven. Between Stockbridge & Lenox. Nature, Arts & Wellness

Refined Berkshires Haven. Between Stockbridge & Lenox. Nature, Arts & Wellness

Stockbridge MA
Refined Berkshires Haven. Between Stockbridge & Lenox. Nature, Arts & Wellness
Experienced Hosts. Quiet, Romantic, Spacious Apartment, Pet Friendly.

Experienced Hosts. Quiet, Romantic, Spacious Apartment, Pet Friendly.

West Stockbridge MA
Experienced Hosts. Quiet, Romantic, Spacious Apartment, Pet Friendly.
Experienced Hosts, 10 min to Tanglewood, Quaint Berkshires Getaway

Experienced Hosts, 10 min to Tanglewood, Quaint Berkshires Getaway

West Stockbridge MA
Experienced Hosts, 10 min to Tanglewood, Quaint Berkshires Getaway
Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10

Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10

Stockbridge MA
Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
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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.