Hancock Holidays

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Top hotels in Hancock

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

37 Corey Rd Hancock MA
Fully refundableReserve now, pay when you stay
Rp2.845.623
Rp3.178.560 total
30 Aug - 31 Aug
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"Jiminy Peak is located in an absolutely beatiful location in the Berkshires. And it has fun family-friendly summertime activities. But it could use some sprucing up. The pool liner is a little wrinkly and the hot tub is quite stained near the water line. In addition, our room had a nice 2-foot gouge ..."

Reviewed on 6 Aug 2026

Jiminy Peak Mountain Resort
Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
Rp1.730.131
Rp2.128.885 total
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (2,516 reviews)
"Great area...reasonable, very clean and cosy... Highly recommended"

Reviewed on 9 Aug 2026

Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
Rp2.953.005
Rp3.298.506 total
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,020 reviews)
"Room was clean. Staff friendly and helpful. Breakfast was adequate, nothing fancy, but serviceable with bagels, yogurts, "eggs". The breakfast staff was very attentive though. Outside pool was very nice. Could have used some more poolside umbrellas for the sun. Indoor pool was like a sauna due to ..."

Reviewed on 10 Aug 2026

The Yankee Inn
See all 928 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.

Stay near popular Hancock attractions

Jiminy Peak Mountain Resort

8.8/10 (311 reviews)
Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.
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Mountain Coaster

Experience the East Coast's first alpine coaster as you twist through scenic Berkshire Mountain forests. Control your own speed up to 23 mph for either a thrilling ride or a leisurely descent through seasonal landscapes.
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Alpine Super Slide

Glide down the 2,890-foot Alpine Super Slide, controlling your speed through tunnels and curves. Begin with a scenic chairlift ride offering panoramic Berkshire Mountain views before your thrilling descent.
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Frequently asked questions

How much does a Hancock holiday package cost?
You'll find cheap prices on Expedia for your Hancock getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Hancock costs.
What are the cheapest months to go to Hancock?
March, April and May are the best times to search for cheap Hancock holiday packages. Travelling in quieter periods means you'll typically find better prices on flights and hotels.
How many days is enough for Hancock?
The ideal duration for your Hancock holiday depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to check out all the top attractions and explore some hidden gems along the way.
How to find the best Hancock package deals?
Start your search for a Hancock package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Hancock package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Hancock escape underway.
Is it cheaper to book a Hancock holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the flexibility to create a customised Hancock holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Hancock?
Enjoy incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Hancock break.
How to plan a trip to Hancock?
  1. Pick your dates: The things you want to do in Hancock and your preferred season can help you decide when to get away.
  2. Budget wisely: In addition to the price of your accommodation, you'll need to factor in other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Hancock.
  3. Decide how long to go away for: Now that you know more about Hancock, you can figure out the right length of your break. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Hancock holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.