Search Deals onJacob's Pillow Vacation Packages
Jacob's Pillow Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Kingston
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip flight included
Tampa (TPA) 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.
Prospect Berkshires
Save 100% on your flight
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 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.
Pocketbook Hotel and Bath
Save 100% on your flight
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip flight included
Tampa (TPA) 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.
Club Wyndham Bentley Brook
Save 100% on your flight
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3-star ski hotel in Hancock. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
The Old Catskill Game Farm Inn
Save 100% on your flight
per person
Oct 4 - Oct 8
just found
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3.5-star historic guesthouse in Catskill. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Kaaterskill Falls and North-South Lake Campground & Day Use Area are located nearby.
The Wiltwyck
Save 100% on your flight
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip flight included
Tampa (TPA) 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.
Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay
Save 100% on your flight
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3-star cottage in East Chatham. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Queechy Lake and Shaker Museum and Library are located nearby.
The Springs Motel
Save 100% on your flight
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this motel in New Ashford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Brodie Mountain are located nearby.
Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views
Save 100% on your flight
per person
Oct 4 - Oct 8
just found
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3-star cottage in Stone Ridge. Enjoy free parking, patios, and air conditioning. Popular attractions Mohonk Lake and Tongore Park Beach are located nearby.
Hampton Inn Schenectady Downtown
per person
Oct 9 - Oct 13
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
Stay at this hotel in Schenectady. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Rivers Casino & Resort and Proctors Theater 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.
Discover Other Travel Deals
- Legoland Florida
- Universal Studios Hollywood®
- Legoland California
- Broadway New York
- The Wizarding World of Harry Potter
- Sanibel Captiva Island
- Paseo de España
- Universal Studios Florida
- San Antonio SeaWorld
- Siargao Island
- Australia Zoo
- Busch Gardens Tampa Bay
- SeaWorld® Orlando
- Tolantongo Caves
- Eleuthera and Harbour Island
- Biltmore Estate
- Blue Lagoon
- Swiss Alps
- Silver Dollar City
- Lackland Air Force Base
- Grand Teton National Park
- San Diego Zoo
- Holy Land Experience
- Grand Ole Opry
- Ark Encounter
- Levi's Stadium
- Breckenridge Ski Resort
- Alcatraz Island
- Six Flags Magic Mountain
- Walt Disney World®
- Dollywood
- Kalahari Waterpark Resort
- Giza Pyramid Complex
- Casino at Don Laughlin's Riverside Resort
- Hoover Dam
- Hollywood Beach
- Faisalabad Clock Tower
- Venice Beach Boardwalk
- Blue Lagoon Beach
- Moraine Lake
- Upstate New York Hotels
- Lenox Hotels
- The Berkshires Hotels
- Pittsfield Hotels
- Great Barrington Hotels
- Hudson Valley Hotels
- Stockbridge Hotels
- Lee Hotels
- Westfield Hotels
- Appalachian Mountains Hotels
- Becket Hotels
- Hudson River Valley Hotels
- Western Massachusetts Hotels
- Otis Hotels
- Norfolk Hotels
- West Stockbridge Hotels
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
- Hotels near Ski Butternut
- Hotels near Lee Premium Outlets
- Hotels near The Mount
- Hotels near Naumkeag Museum
- Hotels near Ventfort Hall Mansion and Gilded Age Museum
- Hotels near Berkshire Botanical Garden
- Hotels near Housatonic River
- Hotels near Otis Reservoir
- Hotels near Shakespeare and Company
- Hotels near Berkshire Mountain Country Store
- Hotels near Goose Pond Reservation
- Hotels near Pyramid Lake
- Hotels near Wyndhurst Golf & Club
Car Rentals in Jacob's Pillow
- Car rentals in Upstate New York
- Car rentals in Lenox
- Car rentals in The Berkshires
- Car rentals in Pittsfield
- Car rentals in Great Barrington
- Car rentals in Hudson Valley
- Car rentals in Stockbridge
- Car rentals in Lee
- Car rentals in Westfield
- Car rentals in Appalachian Mountains
- Car rentals in Becket
- Car rentals in Hudson River Valley
- Car rentals in Western Massachusetts
- Car rentals in Otis
- Car rentals in Norfolk
- Car rentals in West Stockbridge