Title: Hancock Vacation Packages & Trips 2025/2026 | Expedia.ca [Hotels in Hancock](https://expedia.ca/Hancock-Hotels.d112303.Travel-Guide-Hotels)[Vacation Rentals in Hancock](https://expedia.ca/Hancock-Vacation-Rentals.d112303.Travel-Guide-VacationRentals)[Hancock Car Rentals](https://expedia.ca/Car-Rentals-In-Hancock.d112303.Car-Rental-Guide) ![](https://images.trvl-media.com/place/112303/db340024-cf82-4278-bdad-f4da564f91cf.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Hancock Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place #### Your Hancock Vacation When a city adventure is calling your name, answer it with a Hancock vacation package. With all your travel needs worked out before you leave, all you need to do here is focus on having the time of your life. Any trip to Hancock needs a well-planned itinerary. Fill yours with major attractions such as [Jiminy Peak Mountain Resort](https://www.expedia.ca/Jiminy-Peak-Mountain-Resort-Hancock.d553248621532665536.Vacation-Attraction), [Pittsfield State Forest](https://www.expedia.ca/Pittsfield-State-Forest-Pittsfield.d6339854.Vacation-Attraction) and [Skyline Country Club](https://www.expedia.ca/Skyline-Country-Club-Lanesborough.d553248621532665295.Vacation-Attraction). Whatever your travel plans or the size of your budget, organizing a tailored Hancock vacation is a walk in the park with Expedia. ## Ready to book your vacation to Hancock? Choose your dates ## Hancock Hotel Deals ![Jiminy Peak Mountain Resort](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Jiminy Peak Mountain Resort 37 Corey Rd, Hancock, MA Fully refundableReserve now, pay when you stay CA $202 CA $226 total Oct 19 - Oct 20 includes taxes & fees 8.2/10 Very Good! (981 reviews) "This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the ..." Reviewed on Oct 5, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=911313&PinnedHotelID=911313&HadPinnedHotel=true®ionId=112303) ![Club Wyndham Bentley Brook](https://images.trvl-media.com/lodging/1000000/980000/973700/973618/bb582c2d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Club Wyndham Bentley Brook 1 Corey Road, Hancock, MA 9.2/10 Wonderful! (545 reviews) "Recently updated!" Reviewed on Oct 4, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=973618&PinnedHotelID=973618&HadPinnedHotel=true®ionId=112303) [](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=973618&PinnedHotelID=973618&HadPinnedHotel=true®ionId=112303) ![Comfortable Berkshires retreat on mtn resort, SISO](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/18066543_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfortable Berkshires retreat on mtn resort, SISO Hancock CA $225 CA $661 total Oct 10 - Oct 11 includes taxes & fees 8.6/10 Excellent! (6 reviews) "Kind and responsive host." Reviewed on Jul 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=10%2F10%2F2025&endDate=11%2F10%2F2025&selected=109434975&PinnedHotelID=109434975&HadPinnedHotel=true®ionId=112303) [See all 949 properties in Hancock](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F10%2F2025&endDate=11%2F10%2F2025®ionId=112303) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)