Chesterwood Tours and Activities



Popular places to visit


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
Tanglewood Suites

Tanglewood Suites

2.5 out of 5
MA-102, Stockbridge, MA
Tanglewood Suites
Prime Location and Charm – 5 Mins to Tanglewood & Best Berkshire Attractions

Prime Location and Charm – 5 Mins to Tanglewood & Best Berkshire Attractions

Stockbridge
Prime Location and Charm – 5 Mins to Tanglewood & Best Berkshire Attractions
1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge

1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge

3 out of 5
Glendale
1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge
Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10

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

2 out of 5
Stockbridge
Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
Secluded + Modern | Enclosed Patio, Forest Views | Woodland Zen by AvantStay

Secluded + Modern | Enclosed Patio, Forest Views | Woodland Zen by AvantStay

Stockbridge
Secluded + Modern | Enclosed Patio, Forest Views | Woodland Zen by AvantStay
Stockbridge Retreat w/ Pool & Hot Tub!

Stockbridge Retreat w/ Pool & Hot Tub!

3 out of 5
Glendale
Stockbridge Retreat w/ Pool & Hot Tub!
Spacious 3-bedroom apartment with WiFi, AC on Main Street Stockbridge

Spacious 3-bedroom apartment with WiFi, AC on Main Street Stockbridge

Stockbridge
Spacious 3-bedroom apartment with WiFi, AC on Main Street Stockbridge
Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge

Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge

Stockbridge
Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge
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.