Hancock Vacation Packages
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Your Hancock Vacation
When a city adventure is calling your name, answer it with a Hancock vacation package. With all your travel needs worked out before you leave, all you need to do here is focus on having the time of your life. Any trip to Hancock needs a well-planned itinerary. Fill yours with major attractions such as Jiminy Peak Mountain Resort, Pittsfield State Forest and Skyline Country Club. Whatever your travel plans or the size of your budget, organizing a tailored Hancock vacation is a walk in the park with Expedia.
Top Hancock Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Albany-Downtown
Downtown Albany
Price was CA $1,348, price is now CA $1,159 per person
CA $1,159
per person
Jul 10 - Jul 15
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.8/10 Excellent! (1,057 reviews)
We had to switch rooms due to a leaking shower. Somehow it was leaking into the room. Additionally the shower was “handicap” accessible but also sprayed water all over the bathroom floor. However they immediately moved us upon complaint.
Reviewed on Apr 20, 2026
Hampton Inn Albany-Wolf Road (Airport)
Price was CA $1,391, price is now CA $1,178 per person
CA $1,178
per person
Jul 10 - Jul 15
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.8/10 Excellent! (1,010 reviews)
Staff was great. Bathrooms could use a little upkeep.
Reviewed on May 1, 2026
Best Western Plus Franklin Square Inn Troy/Albany
Price was CA $1,500, price is now CA $1,290 per person
CA $1,290
per person
Jul 10 - Jul 15
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.8/10 Excellent! (1,009 reviews)
Parking was safe
Had to leave before breakfast
Reviewed on Apr 27, 2026
Hyatt Place Albany/Downtown
Downtown Albany
Price was CA $1,454, price is now CA $1,259 per person
CA $1,259
per person
Jul 10 - Jul 15
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (1,599 reviews)
Amazing stay! No issues, I would definitely stay again!
Reviewed on May 7, 2026
Hancock Hotel Deals
Jiminy Peak Mountain Resort
37 Corey Rd Hancock MA
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from May 21 to May 22
CA $178
CA $199 total
May 21 - May 22
includes taxes & fees
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock MA
The price is CA $190 per night from May 13 to May 14
CA $190
CA $466 total
May 13 - May 14
includes taxes & fees
7.6/10 Good! (13 reviews)
We loved our stay at this well maintained condo! Owner was very helpful and polite. We will be renting again for sure!
Reviewed on Feb 23, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from May 24 to May 25
CA $120
CA $164 total
May 24 - May 25
includes taxes & fees
9/10 Wonderful! (925 reviews)
Room very spacious and clean. Full kitchen is a great bonus.
Reviewed on May 4, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
