Hancock Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 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

Find the Best Hancock Vacation Packages

Hancock Hotel Deals

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 ￥23,416 per night from Sep 2 to Sep 3
￥23,416
￥26,156 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (967 reviews)
"I liked everything about the the property, but it seemed difficult to get any peace and quiet. Lots of kids screaming in the hallways and banging on doors"

Reviewed on Aug 23, 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! (534 reviews)
"Perfect"

Reviewed on Aug 18, 2025

Get rates
Club Wyndham Bentley Brook
Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO

Hancock
The price is ￥23,739 per night from Aug 29 to Aug 30
￥23,739
￥71,958 total
Aug 29 - Aug 30
includes taxes & fees
8.6/10 Excellent! (6 reviews)
"Kind and responsive host."

Reviewed on Jul 25, 2025

Comfortable Berkshires retreat on mtn resort, SISO
See all 946 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.

Discover the most popular places to visit in Hancock

Hancock which includes signage and autumn leaves

Jiminy Peak Mountain Resort

4.5/5(98 reviews)

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 vacation 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 vacation 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 vacation packages. Traveling 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 vacation 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 vacation as a package?
Expedia vacation 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 customized Hancock vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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 accommodations, 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 vacation 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.