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Chesterwood Vacation Packages

3-4 Night Vacations in Chesterwood

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
per person
Jan 30 - Feb 2
found 14 hours ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
per person
Jan 30 - Feb 2
found 14 hours ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
The Albany Hotel

The Albany Hotel

2.5 out of 5
Downtown Albany
per person
Jan 30 - Feb 2
found 14 hours ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
The Morgan State House

The Morgan State House

3.5 out of 5
per person
Jan 30 - Feb 2
found 14 hours ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)

Chesterwood Last Minute Hotel Deals

The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
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
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chesterwood and Norman Rockwell Museum ...
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Tanglewood Suites
Tanglewood Suites
2.5 out of 5
MA-102, Stockbridge, MA
Stay at this B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Naumkeag Museum and Mission House are located ...
Tanglewood Suites
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Little Lion
The Little Lion
3 out of 5
506 Stockbridge Road, Great Barrington, MA
Stay at this 3-star motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
The Little Lion
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
Stay at this motel in West Stockbridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
Pleasant Valley Motel West Stockbridge
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
3 out of 5
Great Barrington
Stay at this 3-star cottage in Great Barrington. Enjoy free parking, in-room fireplaces, and housekeeping. Popular attractions Art et Industrie and Chesterwood ...
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
The Inn at Stockbridge
The Inn at Stockbridge
4 out of 5
30 East Street, Lee, MA
Stay at this 4-star B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and Berkshire Theatre ...
The Inn at Stockbridge
See all 696 properties in Chesterwood
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.

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