Hancock Holidays

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Top hotels in Hancock

Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3 out of 5
37 Corey Rd, Hancock, MA
The price is S$205 per night from 16 Jun to 17 Jun
S$205
16 Jun - 17 Jun
includes taxes & fees
8.2/10 Very Good! (933 reviews)
"Summer stay not during ski season. Staff very helpful, welcoming, friendly. Room was clean and nice although some people might consider the main lodging building where I stayed would be outdated. But it was a very good experience all around. Beautiful natural surroundings all around the area so it’s ..."

Reviewed on 9 Jun, 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! (525 reviews)
"Really nice modern units and layout. Loved the car charger for our EV. We stayed in and cooked, as there were minimal food options in the area. Lovely stay and we will be back!"

Reviewed on 7 Jun, 2025

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Club Wyndham Bentley Brook
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is S$192 per night from 16 Jun to 17 Jun
S$192
16 Jun - 17 Jun
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Great service from staff. Quite and comfortable room. Liked having a balcony."

Reviewed on 12 Jun, 2025

The Yankee, Trademark Collection by Wyndham
See all 932 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 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.