Search Deals onSkyline Trail Vacation Packages
Skyline Trail Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Countryside Inn
Price was $488, price is now $432 per person
$432
per person
Dec 19 - Dec 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this motel in Richmondville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cobleskill Fairgrounds and Mallet Pond State Forest are located nearby.
The Wiltwyck
Price was $926, price is now $707 per person
$707
per person
Dec 19 - Dec 24
found 10 hours 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.
Hampton Inn Kingston
Price was $635, price is now $522 per person
$522
per person
Dec 19 - Dec 24
found 10 hours 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.
Eastwind Oliverea Valley
Price was $1,326, price is now $1,112 per person
$1,112
per person
Dec 19 - Dec 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Big Indian. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Catskill State Park and Belleayre Beach are located nearby.
Howard Hotel
Price was $905, price is now $770 per person
$770
per person
Dec 19 - Dec 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Hudson. Enjoy free WiFi, a hair salon, and hydromassage showerheads. Popular attractions Hudson Opera House and Max and Lillian Katzman Theater are located nearby.
Willow Pond Motel
Price was $677, price is now $587 per person
$587
per person
Dec 19 - Dec 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this motel in Catskill. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Kaaterskill Falls and North-South Lake Campground & Day Use Area are located nearby.
Hasbrouck House
Price was $1,626, price is now $1,413 per person
$1,413
per person
Dec 19 - Dec 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 4-star business-friendly hotel in Stone Ridge. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mohonk Lake and Tongore Park Beach are located nearby.
Super 8 by Wyndham Kingston
Price was $526, price is now $464 per person
$464
per person
Dec 19 - Dec 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly motel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dietz Stadium and Birch Body Care are located nearby.
Super 8 by Wyndham Latham/Albany Airport
Price was $715, price is now $633 per person
$633
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Super 8 by Wyndham Albany
Price was $728, price is now $662 per person
$662
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Baymont by Wyndham Latham Albany Airport
Price was $692, price is now $632 per person
$632
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Super 8 by Wyndham Cobleskill NY
Price was $510, price is now $467 per person
$467
per person
Dec 19 - Dec 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this golf hotel in Cobleskill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cobleskill Fairgrounds and Iroquois Indian Museum are located nearby.
3-4 Night Vacations in Skyline Trail
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Skyline Trail
Price found within the past 48 hours. Click for updated prices.
Skyline Trail Last Minute Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St, Lee, MA
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
Quality Inn
170 Housatonic Street, Lee, MA
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
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 ...
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
1055 South Street, Pittsfield, MA
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Guido's Marketplace are ...
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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