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.

Hancock Hotel Deals

Club Wyndham Bentley Brook
Club Wyndham Bentley Brook
3 out of 5
1 Corey Road, Hancock, MA
9.2/10 Wonderful! (424 reviews)
My happy place
"The Wyndham Bentley Brook is one of my absolute favorite places. It’s so relaxing, the staff is wonderfully helpful and kind, the units are immaculate and the amenities and activities are terrific. Couldn’t be happier."

Reviewed on Apr. 6, 2024

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Club Wyndham Bentley Brook
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3 out of 5
37 Corey Rd, Hancock, MA
The price is CA $205 per night from Apr. 20 to Apr. 21
CA $205
CA $225 total
includes taxes & fees
Apr 20 - Apr 21
8/10 Very Good! (856 reviews)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"

Reviewed on Nov. 19, 2023

Jiminy Peak Mountain Resort
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Apr. 21 to Apr. 22
CA $136
CA $152 total
includes taxes & fees
Apr 21 - Apr 22
9/10 Wonderful! (221 reviews)
"Really nice place. Very nicely renovated, and a real bargain in the off season. My only issue was no shops/restaurants near to walk to and the highway it’s on is fast and busy making left turns out of the place a real challenge."

Reviewed on Apr. 15, 2024

Life House Berkshires
See all 841 properties in Hancock
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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Frequently asked questions

How much does a Hancock vacation package cost?
Custom build your Hancock vacation package from a low . Pick from any combination of flights, hotels and rental cars to build the getaway you’ve been dreaming of. Don’t forget to add on a few experiences or activities!
How do I get a cheap travel package to Hancock?
It’s as simple as bundling. Flights, hotels and rental cars — combine whatever you need into a Hancock vacation package and save. Score even better deals when you add extras such as tours or experiences to your booking. But that’s not the only good part. You have the freedom to customize your vacation your way. We offer over 550 air carriers and 1,000,000 properties around the world, so that everyone has a chance to travel and fulfill those vacation dreams.
Where should I stay in Hancock?
An escape to Hancock isn’t complete without paying a visit to Jiminy Peak Mountain Resort. Why not choose a hotel within walking distance of this much-loved tourist attraction?
What are the top hotels in Hancock?
Secure a room at Mountainside Condo At Jiminy Peak In The Berkshires. It’s one of the neighborhood’s most in-demand properties. Another reputable option in Hancock is Ski - In, Ski - Out Lift And Mt. Views Unbeatable Location For All Seasons Unit 1.
How far in advance should I book my Hancock vacation?
Travelers are generally able to look up international flights on Expedia up to a year in advance of departure. Booking late? With a bit of luck, it’s still possible to score a cheaper ticket only weeks before your journey.
What does an Expedia Hancock travel package include?
Packages include flights, rental cars and hotels, but you can combine any of them to create your perfect Hancock getaway. You can also add on some activities and tours once you’ve made your booking. You’re in the driver’s seat! When you bundle your bookings with Expedia, you’ll get access to deals you won’t find elsewhere.
What should I know before booking a Hancock travel package?
Our prices are already low. However, you’ll snap up even better deals if you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and a huge range of choice.
Can I choose my airline with a Hancock Expedia vacation package?
With a vacation package, you’re the one in charge. Whether you’d prefer to fly to Hancock in business or coach, simply choose from the available airline options. Expedia has access to more than 550 airline partners globally.
If I'm not able to travel, can I cancel my Hancock vacation package?
Don’t worry if you’re rethinking your Hancock vacation package — you can cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We realize life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll be here to help.

Discover the most popular places to visit in Hancock

Image for Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Hit the slopes in Hancock with a visit to Jiminy Peak Mountain Resort. Discover the mountain views in this quaint area.

Jiminy Peak Mountain Resort

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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.