Search Deals onJacob's Pillow Vacation Packages
Jacob's Pillow Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Park Manor Hotel
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 4-star hotel in Clifton Park. Enjoy free parking, 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regal Clifton Park and The Edge Halfmoon are located nearby.
Hotel Brookmere & Arbor Spa
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 4-star spa hotel in Saratoga Springs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Saratoga Racetrack and Saratoga Race Course are located nearby.
DoubleTree by Hilton Schenectady Downtown
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) 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.
Kingston Carriage House
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 4-star B&B in Kingston. Enjoy free breakfast, free WiFi, and in-room massages. Popular attractions Hudson River Maritime Museum and Trolley Museum of New York are located nearby.
Hasbrouck House
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) 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.
Urban Cowboy Lodge
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 5-star luxury lodge in Big Indian. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions Catskill Mountains and Catskill State Park are located nearby.
Hill Farm Inn
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 4-star B&B in Arlington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Equinox and Norman Rockwell Exhibition are located nearby.
The Williams Inn
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Williams College Schow Science Library and Denison Park are located nearby.
Hudson Whaler
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and a fireplace in the lobby. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Stoddard Corner and Hudson Area Library are located nearby.
Hudson Navigator
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Hudson Opera House and Max and Lillian Katzman Theater are located nearby.
Battenkill Glamping Resort
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 5-star luxury lodge in Cambridge. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Eldridge Swamp State Forest and The Georgi Museum are located nearby.
Seesaw's Lodge
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 4-star family-friendly lodge in Peru. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Bromley Alpine Slide and Bromley Mountain Ski Resort 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, balconies, and in-room fireplaces. 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 ...
Cozy Becket Cottage Escape w/ Lake Access!
Becket
Stay at this 3-star cottage in Becket. Enjoy free parking and an in-room coffeemaker. Popular attractions Pyramid Lake and Iroquis Waterfront 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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Hotels Near Points of Interest in Jacob's Pillow
- Hotels near Tanglewood Music Center
- Hotels near National Shrine of the Divine Mercy
- Hotels near Norman Rockwell Museum
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- Hotels near The Mount
- Hotels near Lee Premium Outlets
- Hotels near Berkshire Botanical Garden
- Hotels near Naumkeag Museum
- Hotels near Shakespeare and Company
- Hotels near Ventfort Hall Mansion and Gilded Age Museum
- Hotels near Housatonic River
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- Hotels near Berkshire Mountain Country Store
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