Hancock Vacations

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Find the Best Hancock Vacation Packages

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 February 2025

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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 AED 493 per night from Apr 2 to Apr 3
AED 493
AED 540 total
includes taxes & fees
2 Apr - 3 Apr
8.2/10 Very Good! (925 reviews)
"Staff was exceptionally helpful and friendly."

Reviewed on 14 January 2025

Jiminy Peak Mountain Resort
Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISO
Hancock
The price is AED 591 per night from Apr 2 to Apr 3
AED 591
AED 1,780 total
includes taxes & fees
2 Apr - 3 Apr
Convenient and Well Maintained
"Hosts were very responsiveHouse was clean and well maintainedExcellent locationOverall great stay"

Reviewed on 13 March 2025

Comfortable Berkshires retreat on mtn resort, SISO
See all 909 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.

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 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.

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 quaint area.

Jiminy Peak Mountain Resort