Search Deals onJacob's Pillow Vacation Packages
Jacob's Pillow Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Countryside Inn
Price was $591, price is now $525 per person
$525
per person
Dec 19 - Dec 24
found 24 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 White House Inn
Price was $793, price is now $604 per person
$604
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
Stay at this 3.5-star hotel in Wilmington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions South Main Street and Pettee Memorial Library 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.
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.
Eastwind Oliverea Valley
Price was $1,434, price is now $1,205 per person
$1,205
per person
Dec 19 - Dec 24
found 1 day 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 $1,007, price is now $863 per person
$863
per person
Dec 19 - Dec 24
found 24 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.
Hasbrouck House
Price was $1,734, price is now $1,506 per person
$1,506
per person
Dec 19 - Dec 24
found 1 day 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.
Sunshine Inn
Price was $870, price is now $759 per person
$759
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
Stay at this hotel in Greenwich. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Greenwich Town Bathing Beach and Ashville Game Farm and Exotic Zoo are located nearby.
La Quinta Inn & Suites by Wyndham Lake George
Price was $904, price is now $796 per person
$796
per person
Dec 23 - Dec 30
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3-star family-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Six Flags Great Escape and Lumberjack Pass Mini Golf are located nearby.
Knotty Pine
Price was $689, price is now $610 per person
$610
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
Stay at this motel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bennington Battle Monument and Bennington Museum are located nearby.
Super 8 by Wyndham Latham/Albany Airport
Price was $772, price is now $694 per person
$694
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.
The Equinox Golf Resort & Spa
Save 100% on your flight
Price was $1,283, price is now $859 per person
$859
per person
Dec 24 - Dec 28
found 9 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
3-4 Night Vacations in Jacob's Pillow
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Jacob's Pillow
Price found within the past 48 hours. Click for updated prices.
Jacob's Pillow Last Minute Hotel Deals
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
Becket
Stay at this 3-star cottage in Becket. Enjoy free parking, a garden, and patios. Popular attractions Jacob's Pillow and Pyramid Lake are located nearby.
A-frame Cabin w/ Furnished Deck in Becket!
Becket
Stay at this 3-star business-friendly cottage in Becket. Enjoy free parking, in-room fireplaces, and air conditioning. Popular attractions Pyramid Lake and Jacob's ...
Berkshires Cabin 2 Mi to Appalachian Trail!
Otis
Stay at this 3-star cottage in Otis. Enjoy free parking and in-room fireplaces. Popular attractions Jacob's Pillow and McLennan Reservation are located ...
Becket Home w/ 3-season Porch: Walk to Lake Access
Becket
Stay at this 3-star cottage in Becket. Enjoy free parking, balconies, and in-room fireplaces. Popular attractions Pyramid Lake and Becket Land Trust Historic ...
Becket Motel
29 Chester Rd, Becket, MA
Stay at this motel in Becket. Enjoy free WiFi, free parking, and room service. Popular attractions Becket Land Trust Historic Quarry and Becket Quarry are located ...
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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