Title: Jamestown Vacation Packages & Trips 2025/2026 from CA $846 | 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/6059570/9727c600-50aa-444b-8ef9-827523602567.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Jamestown Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Susie Edwards - ## 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. ## Top Jamestown Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Crowne Plaza Louisville Airport Expo Ctr by IHG](https://images.trvl-media.com/lodging/1000000/20000/11400/11386/a43a56f2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crowne Plaza Louisville Airport Expo Ctr by IHG Fairgrounds CA $846 per person Jan 5 - Jan 8 found 4 hours ago Roundtrip non-stop flight included Montreal (YUL) to Louisville (SDF) 8.8/10 Excellent! (874 reviews) Great location! Very nice large rooms with all amenities and clinlyness Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-08/?FromAirport=YUL&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11386&paandie=true&dealMarker=pVmMcg9M7RGmTvGnkgDqoRN478FZCK5NU379GyesfvHPbirjDm40oUHivNgpdxzk) ![5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo](https://images.trvl-media.com/lodging/96000000/95820000/95814800/95814737/35a759a9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo CA $1,332 per person Jan 5 - Jan 8 found 4 hours ago Roundtrip non-stop flight included Montreal (YUL) to Louisville (SDF) No reviews [](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-08/?FromAirport=YUL&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=95814737&paandie=true&dealMarker=pVmMcg9M7RGmTvGnkgDqoY_C4wBjxJoyj0lsUSJW0LhKNUvuP7Z3-dXk6pUGrR6n) ![Embassy Suites Louisville Downtown](https://images.trvl-media.com/lodging/10000000/9030000/9027600/9027531/e02820b0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Embassy Suites Louisville Downtown Downtown Louisville CA $888 per person Jan 5 - Jan 8 found 4 hours ago Roundtrip non-stop flight included Montreal (YUL) to Louisville (SDF) 9/10 Wonderful! (1,027 reviews) The room was clean, staff was very friendly and I will stay here again. Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-08/?FromAirport=YUL&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9027531&paandie=true&dealMarker=pVmMcg9M7RGmTvGnkgDqoRN478FZCK5NU379GyesfvH1-4LOpd_tMutnqyAvmVSv) ![Hyatt Regency Louisville](https://images.trvl-media.com/lodging/1000000/330000/327000/326983/f8482687_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Louisville Downtown Louisville CA $931 per person Jan 5 - Jan 8 found 4 hours ago Roundtrip non-stop flight included Montreal (YUL) to Louisville (SDF) 8.8/10 Excellent! (1,014 reviews) Great place to stay while visiting Louisville. Reviewed on Oct 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-08/?FromAirport=YUL&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=326983&paandie=true&dealMarker=pVmMcg9M7RGmTvGnkgDqoRN478FZCK5NU379GyesfvEmkQ0gZz4aOyyIRMAA3ssC) ![Galt House Hotel Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/200000/191500/191434/b5c46c3f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Galt House Hotel Trademark Collection by Wyndham Downtown Louisville CA $857 per person Jan 5 - Jan 8 found 4 hours ago Roundtrip non-stop flight included Montreal (YUL) to Louisville (SDF) 9/10 Wonderful! (3,693 reviews) Bar was good, staff was very friendly. The room was clean, good views, AC was cold. Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-05/2026-01-08/?FromAirport=YUL&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=191434&paandie=true&dealMarker=pVmMcg9M7RGmTvGnkgDqoRN478FZCK5NU379GyesfvG8FVG2b1XbSBrivOQadu_w) ## Ready to book your vacation to Jamestown? Choose your dates ## Jamestown Hotel Deals ![Lake Cumberland State Resort Park](https://images.trvl-media.com/lodging/2000000/1110000/1107500/1107499/513dcd60_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lake Cumberland State Resort Park 5465 State Park Rd, Jamestown, KY CA $132 CA $146 total Nov 2 - Nov 3 includes taxes & fees 8.6/10 Excellent! (490 reviews) Gorgeous views of lake and nature Reviewed on Oct 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=1107499&PinnedHotelID=1107499&HadPinnedHotel=true®ionId=183256) ![LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.](https://images.trvl-media.com/lodging/62000000/61480000/61478500/61478411/b7e291b0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY. Jamestown CA $271 CA $765 total Oct 28 - Oct 29 includes taxes & fees 9.8/10 Exceptional! (152 reviews) Beautiful property with an amazing view Reviewed on Oct 20, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F10%2F2025&endDate=29%2F10%2F2025&selected=61478411&PinnedHotelID=61478411&HadPinnedHotel=true®ionId=183256) ![Timber Pointe Resort](https://images.trvl-media.com/lodging/114000000/113450000/113445900/113445848/c0a3dfdc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Timber Pointe Resort 2671 Kentucky 92, Jamestown, KY CA $169 CA $186 total Oct 29 - Oct 30 includes taxes & fees 9.2/10 Wonderful! (15 reviews) Had to ask for clean towels and toilet paper Reviewed on Oct 20, 2025 [](https://expedia.ca/Hotel-Search?startDate=29%2F10%2F2025&endDate=30%2F10%2F2025&selected=113445848&PinnedHotelID=113445848&HadPinnedHotel=true®ionId=183256) [See all 562 properties in Jamestown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F10%2F2025&endDate=29%2F10%2F2025®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 ![QR code to download the app](data:image/png;base64,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)