Hancock Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Hancock

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
Fully refundableReserve now, pay when you stay
The price is 4.177.248 ₫ per night from 1 Sept to 2 Sept
4.177.248 ₫
4.665.987 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (962 reviews)
Good base to do things in the Berkshires
"We didn't spend much time there, but it was nice, comfortable, clean and quiet. It was close to the things we had planned to do."

Reviewed on 11 Aug 2025

Jiminy Peak Mountain Resort
Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
1 Corey Road, Hancock, MA
9.2/10 Wonderful! (533 reviews)
"Loved all of the jacuzzis as well as the apartment condo style sleeping. So convenient for access to Jiminy Peak for summer fun and I'm sure it great for skiers."

Reviewed on 7 Aug 2025

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Club Wyndham Bentley Brook
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is 2.845.757 ₫ per night from 27 Aug to 28 Aug
2.845.757 ₫
3.466.915 ₫ total
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (1,948 reviews)
"Very nice"

Reviewed on 15 Aug 2025

Vacation Village in the Berkshires
See all 947 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.

Popular places to visit

Hancock which includes autumn colours and signage

Jiminy Peak Mountain Resort

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

Jiminy Peak Mountain Resort

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.