Search Deals onCheshire Vacation Packages
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Cheshire Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires
Price was $678, price is now $542 per person
$542
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Prospect Berkshires
Save 100% on your flight
Price was $1,429, price is now $881 per person
$881
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Stay at this 3-star 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
Price was $770, price is now $567 per person
$567
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Stay at this 4-star 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.
The Wiltwyck
Price was $1,009, price is now $783 per person
$783
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3.5-star guesthouse in Kingston. Enjoy free WiFi, free parking, and Netflix. Popular attractions Senate House State Historic Site and Volunteer Fireman's Hall and Museum of Kingston are located nearby.
Church Des Artistes Guest House
Price was $3,473, price is now $2,708 per person
$2,708
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3-star guesthouse in Kingston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hudson River Maritime Museum and Trolley Museum of New York are located nearby.
Pocketbook Hotel and Bath
Price was $835, price is now $653 per person
$653
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this spa hotel in Hudson. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Popular attractions Hudson Area Library and Stoddard Corner are located nearby.
Aspen At Manchester
Price was $836, price is now $688 per person
$688
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Hampton Inn Kingston
Price was $752, price is now $622 per person
$622
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hudson Valley Mall and Robert E. Post Memorial Park 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.
Wed, Jan 14 - Wed, Jan 28
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$179 Roundtrip, found 10 hours ago
$179
Roundtrip
found 10 hours ago
Fri, Feb 6 - Mon, Feb 9
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$286 Roundtrip, found 6 days ago
$286
Roundtrip
found 6 days ago
Tue, Feb 10 - Tue, Feb 17
DEN
Denver Intl.
ALB
Albany Intl.
$329 Roundtrip, found 1 day ago
$329
Roundtrip
found 1 day ago
Thu, Dec 25 - Wed, Dec 31
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$352 Roundtrip, found 1 day ago
$352
Roundtrip
found 1 day ago
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