Exclusive Jacob's Pillow Vacation Deals
Jacob's Pillow vacation package deals
Price found within the past 48 hours. Click for updated prices.
Prospect Berkshires
Save 100% on your flight
Price was $1,001, price is now $624 per person
$624
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.
The Equinox Golf Resort & Spa
Save 100% on your flight
Price was $1,789, price is now $1,186 per person
$1,186
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
The Dewey
Save 100% on your flight
Price was $1,030, price is now $734 per person
$734
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
The Cornell Inn, Lenox & The Berkshires
Save 100% on your flight
Price was $1,787, price is now $1,285 per person
$1,285
per person
Oct 9 - Oct 12
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.
Brook Bound Inn
Save 100% on your flight
Price was $1,259, price is now $910 per person
$910
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.
Hilton Garden Inn Albany Airport
Price was $1,052, price is now $821 per person
$821
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Albany (ALB)
This hotel features an indoor pool, A 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.
Frequently asked questions
Top Jacob's Pillow hotel deals
Quintessential 6-BR Berkshires Lodge
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Hot Tub
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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