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Jacob's Pillow Vacation Packages

Jacob's Pillow Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Ponds at Foxhollow
The Cornell Inn, Lenox & The Berkshires
Club Wyndham Bentley Brook
Hampton Inn & Suites Berkshires-Lenox
Berkshire Mountain Lodge
The Dewey
Super 8 by Wyndham Albany
Super 8 by Wyndham Schenectady/Albany Area
Vacation Village in the Berkshires
Berkshires Untold
The Whitlock

3-4 Night Vacations in Jacob's Pillow

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Bentley Brook
The Ponds at Foxhollow
The Cornell Inn, Lenox & The Berkshires
Hasbrouck House

5-7 Night Vacations in Jacob's Pillow

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Schenectady/Albany Area
The Ponds at Foxhollow
Hampton Inn & Suites Berkshires-Lenox
Super 8 by Wyndham Albany

Jacob's Pillow Last Minute Hotel Deals

Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!

Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!

3 out of 5
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.
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
A-frame Cabin w/ Furnished Deck in Becket!

A-frame Cabin w/ Furnished Deck in Becket!

3 out of 5
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 ...
A-frame Cabin w/ Furnished Deck in Becket!
Berkshires Cabin 2 Mi to Appalachian Trail!

Berkshires Cabin 2 Mi to Appalachian Trail!

3 out of 5
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 ...
Berkshires Cabin 2 Mi to Appalachian Trail!
Cozy Becket Cottage Escape w/ Lake Access!

Cozy Becket Cottage Escape w/ Lake Access!

3 out of 5
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 ...
Cozy Becket Cottage Escape w/ Lake Access!
Becket Home w/ 3-season Porch: Walk to Lake Access

Becket Home w/ 3-season Porch: Walk to Lake Access

3 out of 5
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 Home w/ 3-season Porch: Walk to Lake Access
Becket Motel

Becket Motel

2.5 out of 5
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 ...
Becket Motel
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.