Search Deals onCheshire Vacation Packages
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Cheshire Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Latham Albany Airport
per person
Sep 7 - Sep 10
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3-star 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.
Vacation Village in the Berkshires
Save 100% on your flight
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
The Yankee, Trademark Collection by Wyndham
Save 100% on your flight
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Hotel Vervana, Trademark Collection by Wyndham
per person
Oct 1 - Oct 5
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this ski hotel in Bennington. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Museum are located nearby.
Brook Bound Inn
Save 100% on your flight
per person
Oct 1 - Oct 5
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this golf hotel in Wilmington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mount Snow and North Branch Deerfield River are located nearby.
Forget-me-not by Avantstay Bold Lakefront Escape
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
Stay at this 3-star cottage in Monterey. Enjoy a sauna, a pool table, and balconies. Popular attractions Bidwell House Museum and Ashintully Gardens are located nearby.
Kimpton Taconic Hotel by IHG
Save 100% on your flight
per person
Oct 1 - Oct 5
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
DoubleTree by Hilton Schenectady Downtown
per person
Sep 7 - Sep 10
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this 4-star eco-certified hotel in Schenectady. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rivers Casino & Resort and Museum of Innovation and Science are located nearby.
Cheshire Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Cheshire Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Aug 5 - Thu, Aug 14
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$157 Roundtrip, found 4 hours ago
$157
Roundtrip
found 4 hours ago
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
ALB
Albany Intl.
$159 Roundtrip, found 3 days ago
$159
Roundtrip
found 3 days ago
Sat, Aug 9 - Fri, Aug 15
LAX
Los Angeles Intl.
ALB
Albany Intl.
$231 Roundtrip, found 5 days ago
$231
Roundtrip
found 5 days ago
Tue, Aug 26 - Sat, Aug 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$239 Roundtrip, found 10 hours ago
$239
Roundtrip
found 10 hours ago
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