Hancock Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Hancock Holiday

Skip the stress of organising your next amazing adventure with a Hancock holiday package. Whether you're lured here by its food, entertainment or something else, there's an inexhaustible array of experiences to be had. You'll want to go sightseeing during your trip to Hancock. Make time for popular attractions like Jiminy Peak Mountain Resort, Pittsfield State Forest and Skyline Country Club. Expedia can help you escape your daily routine. Tailor your holiday to Hancock to suit your travel style, whatever that may be.

Hancock Holiday

Hancock Essential Information

Language
English
Currency
U.S dollars
Population
730
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Jiminy Peak Mountain Resort, Bousquet Ski Area and Sterling and Francine Clark Art Institute

Our pick of the best Hancock Hotel Deals

Club Wyndham Bentley Brook
Club Wyndham Bentley Brook
3 out of 5
1 Corey Road, Hancock, MA
9.2/10 Wonderful! (508 reviews)
"We came to ski and this place was perfect! It’s a time share so it is set up for longer stays but we only stayed the weekend. Our two bed / two bath suite seemed to be recently renovated and was clean. A huge plus is that there were a few electric chargers and so that made things extra convenient. ..."

Reviewed on 23 Feb. 2025

Club Wyndham Bentley Brook
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3 out of 5
37 Corey Rd, Hancock, MA
The price is AU$234 per night from 3 Apr to 4 Apr
AU$234
includes taxes & fees
3 Apr - 4 Apr
8.2/10 Very Good! (925 reviews)
"Staff was exceptionally helpful and friendly."

Reviewed on 14 Jan. 2025

Jiminy Peak Mountain Resort
Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISO
Hancock
The price is AU$780 per night from 3 Apr to 4 Apr
AU$780
includes taxes & fees
3 Apr - 4 Apr
10/10 Exceptional! (1 review)
Convenient and Well Maintained
"Hosts were very responsiveHouse was clean and well maintainedExcellent locationOverall great stay"

Reviewed on 13 Mar. 2025

Comfortable Berkshires retreat on mtn resort, SISO
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.

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.