Search Deals onSheffield Vacation Packages
Sheffield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Vervana, Trademark Collection by Wyndham
Price was $512, price is now $443 per person
$443
per person
Jan 27 - Jan 30
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this ski hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bennington Museum and Fiddlehead at Four Corners are located nearby.
Saratoga Casino Hotel
Price was $613, price is now $526 per person
$526
per person
Dec 18 - Dec 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Saratoga Springs. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saratoga Racetrack and Saratoga Performing Arts Center are located nearby.
South Shire
Price was $630, price is now $545 per person
$545
per person
Dec 18 - Dec 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this B&B 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.
Lodges At Cresthaven
Price was $649, price is now $567 per person
$567
per person
Dec 18 - Dec 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this beach lodge in Lake George. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Hearthstone Point Campground and Lakeside Trail are located nearby.
The grounds were lovely, the views from our balcony were beautiful. as well. The room was spotless. We dined at the Boathouse restaurant on site and it was very good.
Reviewed on Nov 9, 2026
Howland House
Price was $594, price is now $523 per person
$523
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Mount Tremper. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Tremper Arts and Emerson Place Kaleidoscope are located nearby.
A very nice experience, the Howland House is a very charming guesthouse with cozy, rooms, an excellent restaurant, Oliver’s, right downstairs and a really welcoming atmosphere. Staff were helpful and friendly, really couldn’t have asked for a nicer stay. We had a standard room with a shared bathroom, but the way it was setup made it totally comfortable. Highly recommended place if you’re in the area and we’ll almost certainly return.
Reviewed on Nov 8, 2026
Hyatt House Schenectady / Mohawk Harbor
Price was $521, price is now $459 per person
$459
per person
Jan 27 - Jan 30
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Schenectady. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rivers Casino & Resort and Schenectady City Hall are located nearby.
Valley Craft Ales
Price was $508, price is now $452 per person
$452
per person
Jan 27 - Jan 30
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this lodge in Wilmington. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions South Main Street and Jim McGrath Gallery and Studio are located nearby.
The Equinox Golf Resort And Spa
Price was $586, price is now $523 per person
$523
per person
Jan 27 - Jan 30
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
My daughter and I enjoyed our stay at the Equinox. The staff was very helpful with any question we had. A shout out to Paige at the bar. The rooms were clean and more than ample in size.
Reviewed on Nov 9, 2026
Sheffield Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Sheffield 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.
Fri, Mar 12 - Mon, Mar 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$211 Roundtrip, found 21 hours ago
$211
Roundtrip
found 21 hours ago
Wed, Dec 2 - Sat, Dec 12
TPA
Tampa Intl.
ALB
Albany Intl.
$293 Roundtrip, found 8 hours ago
$293
Roundtrip
found 8 hours ago
Thu, Nov 19 - Mon, Nov 23
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$300 Roundtrip, found 5 hours ago
$300
Roundtrip
found 5 hours ago
Sat, Dec 5 - Tue, Dec 8
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$326 Roundtrip, found 8 hours ago
$326
Roundtrip
found 8 hours ago
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