Title: Chester Shores Vacation Packages | Holiday Packages & Trips 2026/2027 from Expedia.ca [Chester Shores Travel Guide](https://expedia.ca/Chestertown-Chester-Shores.dx553248635976471458)[Hotels in Chester Shores](https://expedia.ca/Chester-Shores-Chestertown-Hotels.0-n553248635976471458-0.Travel-Guide-Filter-Hotels)[Flights to Chestertown](https://expedia.ca/Cheap-Flights-To-Chestertown.d89045.Travel-Guide-Flights)[Chester Shores Car Rentals](https://expedia.ca/Car-Rentals-In-Chester-Shores.d553248635976471458.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Chester Shores 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 ## Chester Shores Hotel Deals ![Holiday Inn Resort Lake George - Adirondack Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/3f808d49_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Resort Lake George - Adirondack Area by IHG 2223 Canada St Lake George NY Fully refundableReserve now, pay when you stay CA $130 CA $145 total Mar 2 - Mar 3 includes taxes & fees 9.2/10 Wonderful! (1,002 reviews) Great place to stay with families! The food is amazing and the arcade next door was a git Reviewed on Feb 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=1178&PinnedHotelID=1178&HadPinnedHotel=true®ionId=553248635976471458) ![Fort William Henry Hotel and Conference Center](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/a8530560_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fort William Henry Hotel and Conference Center 48 Canada Street Lake George NY CA $131 CA $172 total Mar 2 - Mar 3 includes taxes & fees 8.6/10 Excellent! (1,001 reviews) Room was nice and cozy. Staff was friendly and helpful. Reviewed on Feb 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=1129524&PinnedHotelID=1129524&HadPinnedHotel=true®ionId=553248635976471458) ![Courtyard by Marriott Lake George](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Lake George 365 Canada Street Lake George NY Fully refundableReserve now, pay when you stay CA $153 CA $170 total Mar 2 - Mar 3 includes taxes & fees 9.2/10 Wonderful! (1,001 reviews) Clean. Friendly. All good. Reviewed on Feb 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=15191022&PinnedHotelID=15191022&HadPinnedHotel=true®ionId=553248635976471458) [See all 1,138 properties in Chester Shores](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026®ionId=553248635976471458) 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) ## Frequently asked questions ### How much does a Chester Shores vacation package cost? ### How do I get a cheap travel package to Chester Shores? ### How far in advance should I book my Chester Shores vacation? ### What does an Expedia Chester Shores travel package include? ### What should I know before booking a Chester Shores travel package? ### Can I choose my airline with a Chester Shores Expedia vacation package? ### If I'm not able to travel, can I cancel my Chester Shores vacation package? ### Discover the most popular places to visit in Chester Shores #### Loon Lake Beach If a restful vacation is part of your travel plans, Loon Lake Beach might be the perfect place to seek out during your trip to Chestertown. While you're in the area, stroll along the lakeside. [](https://expedia.ca/Loon-Lake-Beach-Chestertown.d553248621554184980.Vacation-Attraction) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.