Title: Jamestown Vacation Packages & Trips 2026 | Expedia.ca [Hotels in Jamestown](https://expedia.ca/Jamestown-Hotels.d183256.Travel-Guide-Hotels)[Vacation Rentals in Jamestown](https://expedia.ca/Jamestown-Vacation-Rentals.d183256.Travel-Guide-VacationRentals)[Jamestown Car Rentals](https://expedia.ca/Car-Rentals-In-Jamestown.d183256.Car-Rental-Guide) ![](https://images.trvl-media.com/place/183256/25df2536-a5e1-43b6-a980-bbdbe478a076.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Jamestown 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 Jamestown Vacation When you choose a Jamestown vacation package, you can kick back and enjoy your adventure to the fullest. Delve into the best parts of this fascinating city knowing that all the travel planning has been taken care of before you go. Hoping to do a little sightseeing? Spend some time enjoying well-known attractions like [Lake Cumberland State Resort Park](https://www.expedia.ca/Lake-Cumberland-State-Resort-Park-Jamestown.d553248621532656065.Vacation-Attraction) during your trip to Jamestown. A few clicks is all it takes to create the ideal Jamestown vacation on Expedia. ## Ready to book your vacation to Jamestown? Choose your dates ## Jamestown Hotel Deals ![LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.](https://images.trvl-media.com/lodging/62000000/61480000/61478500/61478411/e6c230d8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY. Jamestown KY CA $361 CA $875 total Apr 6 - Apr 7 includes taxes & fees 10/10 Exceptional! (164 reviews) We can't say enough about how wonderful this house was. It was extremely clean and well stocked with everything you would need. There is plenty of room for a group of 10 (or more) to either be together or have some private time. With the weather being so nice, we took full advantage of the decks.The ... Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=61478411&PinnedHotelID=61478411&HadPinnedHotel=true®ionId=183256) ![Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina! ](https://images.trvl-media.com/lodging/101000000/100890000/100883400/100883393/22a27026_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina! Jamestown KY CA $416 CA $786 total Apr 30 - May 1 includes taxes & fees 9.8/10 Exceptional! (26 reviews) We had a wonderful stay here! There are two single bed rooms, and one room with two full (queen possibly?) bunk beds. So 6 big beds all together and the couch pulls out as well. Check in and check out instructions were clear. There were corn hole boards and bags available. The hot tub was great, ... Reviewed on Oct 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F04%2F2026&endDate=01%2F05%2F2026&selected=100883393&PinnedHotelID=100883393&HadPinnedHotel=true®ionId=183256) ![Timber Pointe Resort](https://images.trvl-media.com/lodging/114000000/113450000/113445900/113445848/bf0924e5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Timber Pointe Resort 2671 Kentucky 92 Jamestown KY CA $195 CA $215 total Apr 2 - Apr 3 includes taxes & fees 9.4/10 Exceptional! (22 reviews) Great place to stay Reviewed on Mar 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=113445848&PinnedHotelID=113445848&HadPinnedHotel=true®ionId=183256) [See all 578 properties in Jamestown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F04%2F2026&endDate=02%2F04%2F2026®ionId=183256) 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