Jacob's Pillow Vacation Deals: Jacob's Pillow, Becket Vacations

Q: Why should I book my Jacobs Pillow vacation bundle via Travelocity?

The three S's — savings, support and a stress-free booking — are just the beginning. Enjoy a fulfilling travel experience knowing you have access to 24/7 customer support. With the Travelocity Price Match Guarantee , you can relax knowing you're getting the best deal available.

Jacob's Pillow vacation package deals

Price found within the past 48 hours. Click for updated prices.

The Ponds at Foxhollow

per person

Jul 21 - Jul 23

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to Albany (ALB)

This condo resort features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and conveniences like a 24-hour front desk and laundry facilities.

DoubleTree by Hilton Schenectady Downtown

Seward Place

Save 100% on your flight

per person

Aug 6 - Aug 12

found 22 hours ago

Roundtrip flight included

Chicago (ORD) to Albany (ALB)

This hotel features an indoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A 24-hour business center, a terrace, and a garden are also on offer.

Hampton Inn Schenectady Downtown

Seward Place

Save 100% on your flight

per person

Aug 6 - Aug 12

found 22 hours ago

Roundtrip flight included

Chicago (ORD) to Albany (ALB)

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a grocery/convenience store, and a lobby fireplace are also on offer.

Hampton Inn & Suites Albany-Downtown

Downtown Albany

per person

Aug 6 - Aug 12

found 22 hours ago

Roundtrip flight included

Chicago (ORD) to Albany (ALB)

This hotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.

The Cornell Inn, Lenox & The Berkshires

per person

Aug 5 - Aug 7

found 1 day ago

Roundtrip flight included

Chicago (ORD) 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.

La Quinta Inn & Suites by Wyndham Latham Albany Airport

per person

Aug 6 - Aug 12

found 22 hours ago

Roundtrip flight included

Chicago (ORD) to Albany (ALB)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Frequently asked questions

How much are vacation packages to Jacobs Pillow?

If you like the idea of stress-free planning and great savings, our $540 Jacobs Pillow vacation package has got you covered. With your hotel and flights sorted, organizing your getaway around this renowned attraction is easier than ever.

Where can I get the best vacation package deals for Jacobs Pillow?

You'll discover an amazing range of Jacobs Pillow package deals on Travelocity. With as many as 400 airlines and 1,000,000 worldwide properties, putting together your dream vacation will be easy.

Why should I book my Jacobs Pillow vacation bundle via Travelocity?

The three S's --- savings, support and a stress-free booking --- are just the beginning. Enjoy a fulfilling travel experience knowing you have access to 24/7 customer support. With the Travelocity Price Match Guarantee, you can relax knowing you're getting the best deal available.

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

Waterfront Cottage Retreat By Evergreen Home

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Quiet Cabin On Over 12 Acres Of Woods!

This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

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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.