Title: Monterey Vacation Packages & Trips 2026 | Expedia.ca [Hotels in Monterey](https://expedia.ca/Monterey-Hotels.d6005411.Travel-Guide-Hotels)[Vacation Rentals in Monterey](https://expedia.ca/Monterey-Vacation-Rentals.d6005411.Travel-Guide-VacationRentals)[Flights to Monterey](https://expedia.ca/Cheap-Flights-To-Monterey.d6005411.Travel-Guide-Flights)[Monterey Car Rentals](https://expedia.ca/Car-Rentals-In-Monterey.d6005411.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6005411/d14ddb40-0f71-4bdc-94c8-ec7e415e11fb.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Monterey Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Fun Travelog - ## 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 Monterey Vacation Say goodbye to planning hassles and hello to a Monterey vacation package. With your travel details organized before you leave, you can focus on discovering this city, starting with Canann Village Historic District, which is good for dining, culture and shopping. You'll want to do a little exploring during your trip to Monterey. Don't miss leading attractions such as [Ski Butternut](https://www.expedia.ca/Ski-Butternut-Great-Barrington.d6182072.Vacation-Attraction), [Otis Ridge](https://www.expedia.ca/Otis-Ridge-Otis.d553248621532666596.Vacation-Attraction) and [Lake Buel](https://www.expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction). No matter your travel plans or budget, organizing your ultimate tailored Monterey vacation is a cinch with Expedia. ## Ready to book your vacation to Monterey? Choose your dates ## Monterey Hotel Deals ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG One West Street Pittsfield MA Fully refundable CA $129 CA $145 total Dec 19 - Dec 20 includes taxes & fees 8/10 Very Good! (985 reviews) Clean and comfortable Reviewed on Dec 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F12%2F2025&endDate=20%2F12%2F2025&selected=2067&PinnedHotelID=2067&HadPinnedHotel=true®ionId=6005411) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Yankee, Trademark Collection by Wyndham 461 Pittsfield Rd Lenox MA Fully refundableReserve now, pay when you stay CA $97 CA $109 total Dec 24 - Dec 25 includes taxes & fees 9/10 Wonderful! (1,003 reviews) This is a wonderful place to stay. The breakfast is delicious. The pool and hot tub are delightful. The staff are like family. Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&selected=54944&PinnedHotelID=54944&HadPinnedHotel=true®ionId=6005411) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Berkshire Mountain Lodge 8 Dan Fox Dr Pittsfield MA Fully refundableReserve now, pay when you stay CA $118 CA $162 total Jan 4 - Jan 5, 2026 includes taxes & fees 9/10 Wonderful! (788 reviews) Nice room Reviewed on Dec 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=11449113&PinnedHotelID=11449113&HadPinnedHotel=true®ionId=6005411) [See all 1,154 properties in Monterey](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F12%2F2025&endDate=18%2F12%2F2025®ionId=6005411) 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