
Exclusive Jacob's Pillow Vacation Deals

Jacob's Pillow vacation package deals
Price found within the past 48 hours. Click for updated prices.

Vacation Village in the Berkshires
Price was $778, price is now $582 per person
$582
per person
Feb 16 - Feb 20
found 6 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Albany (ALB)
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Price was $1,065, price is now $696 per person
$696
per person
Feb 16 - Feb 20
found 6 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Albany (ALB)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.

Prospect Berkshires
Save 100% on your flight
Price was $1,194, price is now $788 per person
$788
per person
Feb 16 - Feb 20
found 6 hours ago
Roundtrip non-stop flight included
Houston (IAH) 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.

Berkshire Valley Inn
Price was $912, price is now $673 per person
$673
per person
Feb 16 - Feb 20
found 6 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Albany (ALB)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. There's a seasonal outdoor pool on site, and a fireplace in the lobby and express check-in are also provided.

Modern Berkshires Farmhouse w/ Porch, Fireplace & Views Beaver Creek by Avantstay
Save 100% on your flight
Price was $1,957, price is now $1,480 per person
$1,480
per person
Feb 16 - Feb 20
found 6 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Albany (ALB)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

Wilder House Berkshires
Price was $941, price is now $725 per person
$725
per person
Feb 16 - Feb 20
found 6 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Albany (ALB)
This bed & breakfast features free self parking and a garden. Free cooked-to-order breakfast is served. A lobby fireplace, a communal living room, and a picnic area are also on offer.
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