Search Deals onChesterwood Vacation Packages
Chesterwood Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Brookmere & Arbor Spa
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 4-star spa hotel in Saratoga Springs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Saratoga Race Course and Saratoga Performing Arts Center are located nearby.
Microtel Inn by Wyndham Albany Airport
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Latham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.
La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area
per person
Jul 5 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Albany (ALB)
Stay at this 3-star business-friendly hotel in Clifton Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Regal Clifton Park and Clifton Common are located nearby.
South Shire
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 4-star inn in Bennington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Bennington Arts Guild Gallery and Fiddlehead at Four Corners are located nearby.
Super 8 by Wyndham Albany
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.
The Equinox Golf Resort & Spa
per person
Jun 28 - Jul 5
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Hasbrouck House
Save 100% on your flight
per person
Jul 4 - Jul 9
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
Stay at this hotel in Stone Ridge. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tongore Park Beach and Century House Historical Society are located nearby.
The Clocktower Hotel at Century House, Ascend Hotel Collection
per person
Jul 16 - Jul 21
found 11 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Cohoes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Colonie Center Mall and Latham Farms are located nearby.
Aspen At Manchester
per person
Jun 28 - Jul 5
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
Stay at this hotel in Manchester Center. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dana L. Thompson Memorial Park and Lye Brook Falls are located nearby.
Super 8 by Wyndham Latham/Albany Airport
per person
Jul 16 - Jul 21
found 11 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly motel in Latham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.
Holiday Inn Express Suites Clifton Park by IHG
per person
Jul 16 - Jul 21
found 11 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Clifton Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Edge Halfmoon and Clifton Common are located nearby.
3-4 Night Vacations in Chesterwood
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Chesterwood
Price found within the past 48 hours. Click for updated prices.
Chesterwood Last Minute Hotel Deals
The Red Lion Inn
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 Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 Tanglewood Music Center and Chesterwood ...
Tranquil 3 BR Stockbridge House w/ Private Deck!
South Lee
Stay at this 3-star cottage in South Lee. Enjoy free parking, in-room fireplaces, and air conditioning. Popular attractions Tanglewood Music Center and Berkshire ...
Tanglewood Suites
MA-102, Stockbridge, MA
Stay at this B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Naumkeag Museum are located ...
Woodland Zen by Avantstay Modern Design + Patio
58 Glendale Rd, Housatonic, MA
Stay at this 3-star cottage in Housatonic. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Art et Industrie and Chesterwood are located ...
Stockbridge Retreat w/ Pool & Hot Tub!
Glendale
Stay at this 3-star cottage in Glendale. Enjoy free parking, a garden, and patios. Popular attractions Tanglewood Music Center and Mission House are located ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
The Little Lion
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 ...
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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Hotels Near Points of Interest in Chesterwood
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