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Chesterwood Vacation Packages

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Chesterwood Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Schenectady/Albany Area

Super 8 by Wyndham Schenectady/Albany Area

2 out of 5
Price was $552, price is now $495 per person
$495
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Book a stay at this business-friendly hotel in Schenectady. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rollarama Skating Center and Stadium Golf Club are located nearby.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,482, price is now $1,060 per person
$1,060
per person
Jan 19 - Jan 24
found 11 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area are located nearby.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Price was $805, price is now $641 per person
$641
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Book a stay at this business-friendly hotel in Schenectady. Enjoy free WiFi, free parking, and 5 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rivers Casino & Resort and Scene One Movieland are located nearby.
La Quinta Inn & Suites by Wyndham Latham Albany Airport

La Quinta Inn & Suites by Wyndham Latham Albany Airport

3 out of 5
Price was $704, price is now $605 per person
$605
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 clean rooms in our reviews. Popular attractions Colonie Center Mall and Curtain Call Theater are located nearby.
La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

3 out of 5
Price was $644, price is now $557 per person
$557
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 Regal Clifton Park and Clifton Common are located nearby.
Microtel Inn by Wyndham Albany Airport

Microtel Inn by Wyndham Albany Airport

2 out of 5
Price was $613, price is now $538 per person
$538
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
The Clocktower Hotel at Century House, an Ascend Collection Hotel

The Clocktower Hotel at Century House, an Ascend Collection Hotel

2.5 out of 5
Price was $706, price is now $622 per person
$622
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Super 8 by Wyndham Latham/Albany Airport

Super 8 by Wyndham Latham/Albany Airport

2 out of 5
Price was $576, price is now $512 per person
$512
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Homewood Suites by Hilton Clifton Park

Homewood Suites by Hilton Clifton Park

3 out of 5
Price was $821, price is now $730 per person
$730
per person
Jan 19 - Jan 24
found 11 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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 helpful staff and the clean rooms in our reviews. Popular attractions Regal Clifton Park and Clifton Common are located nearby.
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

3 out of 5
Price was $724, price is now $647 per person
$647
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.
Baymont by Wyndham Latham Albany Airport

Baymont by Wyndham Latham Albany Airport

2.5 out of 5
Price was $555, price is now $497 per person
$497
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Hilton Garden Inn Troy

Hilton Garden Inn Troy

3 out of 5
Price was $767, price is now $692 per person
$692
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Book a stay at this business-friendly hotel in Troy. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Frear Park and Troy Waterfront Farmers' Market are located nearby.

3-4 Night Vacations in Chesterwood

Price found within the past 48 hours. Click for updated prices.
The Clocktower Hotel at Century House, an Ascend Collection Hotel

The Clocktower Hotel at Century House, an Ascend Collection Hotel

2.5 out of 5
Price was $564, price is now $515 per person
$515
per person
Jan 16 - Jan 19
found 3 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
The Century House, an Ascend Collection Hotel

The Century House, an Ascend Collection Hotel

3 out of 5
Price was $598, price is now $547 per person
$547
per person
Jan 16 - Jan 19
found 3 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Hilton Garden Inn Albany Medical Center

Hilton Garden Inn Albany Medical Center

3 out of 5
Price was $592, price is now $543 per person
$543
per person
Jan 16 - Jan 19
found 3 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Tru By Hilton Albany Airport, NY

Tru By Hilton Albany Airport, NY

2.5 out of 5
Price was $575, price is now $529 per person
$529
per person
Jan 16 - Jan 19
found 3 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)

5-7 Night Vacations in Chesterwood

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

3 out of 5
Price was $644, price is now $557 per person
$557
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,482, price is now $1,060 per person
$1,060
per person
Jan 19 - Jan 24
found 11 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Stockade Historic District
Price was $805, price is now $641 per person
$641
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
La Quinta Inn & Suites by Wyndham Latham Albany Airport

La Quinta Inn & Suites by Wyndham Latham Albany Airport

3 out of 5
Price was $704, price is now $605 per person
$605
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
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
Book a stay at this 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
Tranquil 3 BR Stockbridge House w/ Private Deck!

Tranquil 3 BR Stockbridge House w/ Private Deck!

3 out of 5
South Lee MA
Stay at this cottage in South Lee. Enjoy free parking, in-room fireplaces, and air conditioning. Popular attractions Berkshire Botanical Garden and Chesterwood ...
Tranquil 3 BR Stockbridge House w/ Private Deck!
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
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 MA
Stay at this cottage in Glendale. Enjoy free parking, in-room fireplaces, and air conditioning. Popular attractions Mission House and Schantz Galleries are located ...
1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge
Woodland Zen by Avantstay Modern Design + Patio

Woodland Zen by Avantstay Modern Design + Patio

3 out of 5
58 Glendale Rd Housatonic MA
Stay at this cottage in Housatonic. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Art et Industrie and Chesterwood are located ...
Woodland Zen by Avantstay Modern Design + Patio
Stockbridge Retreat w/ Pool & Hot Tub!

Stockbridge Retreat w/ Pool & Hot Tub!

3 out of 5
Glendale MA
Stay at this cottage in Glendale. Enjoy free parking, a garden, and patios. Popular attractions Mission House and Schantz Galleries are located nearby.
Stockbridge Retreat w/ Pool & Hot Tub!
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 740 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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