Title: Jamestown Vacation Packages & Trips 2025/2026 from CA $991 | 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. ![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 $991 per person Dec 19 - Dec 21 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Louisville (SDF) 9/10 Wonderful! (3,693 reviews) Clean room, easy upgrade, nice looking hotel, many food and drink options Reviewed on Nov 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-21/?FromAirport=YOW&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=191434&paandie=true&dealMarker=OFeEfsqHDwqj6yHeMyxsOBJu4bBrHmWCyst4eHjnoaxmKIaDjDFT8jxyinuve-kt) ![Louisville Marriott Downtown](https://images.trvl-media.com/lodging/2000000/1120000/1111400/1111358/6dbe73d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Louisville Marriott Downtown Downtown Louisville CA $1,047 per person Dec 19 - Dec 21 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Louisville (SDF) 9/10 Wonderful! (1,004 reviews) The hotel was within walking distance for us to have dinner and drinks. We were in town for a conference. Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-21/?FromAirport=YOW&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1111358&paandie=true&dealMarker=OFeEfsqHDwqj6yHeMyxsOHIUlrd7-c92p3rEqpI-lrJ8c3xKycP8f9qjam2bKwso) ![Omni Louisville Hotel](https://images.trvl-media.com/lodging/22000000/21110000/21106200/21106192/4c7c479b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni Louisville Hotel Downtown Louisville CA $1,121 per person Dec 19 - Dec 21 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Louisville (SDF) 9.2/10 Wonderful! (1,645 reviews) One of the best places I’ve stayed at and will return Reviewed on Oct 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-21/?FromAirport=YOW&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21106192&paandie=true&dealMarker=OFeEfsqHDwqj6yHeMyxsOBJu4bBrHmWCyst4eHjnoayOxZkqV3V5gD2GaCyfZWBV) ![21c Museum Hotel Louisville](https://images.trvl-media.com/lodging/2000000/1420000/1413400/1413350/a9b7038a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 21c Museum Hotel Louisville Downtown Louisville CA $1,048 per person Dec 19 - Dec 21 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Louisville (SDF) 9.4/10 Exceptional! (1,004 reviews) 21c Museum Hotel is a fun and unique experience. Beautiful rooms and centrally located to shops, restaurants and distilleries in Louisville. Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-21/?FromAirport=YOW&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1413350&paandie=true&dealMarker=OFeEfsqHDwqj6yHeMyxsOBJu4bBrHmWCyst4eHjnoawirfufazNus9EM7o5Ddqoj) ![Homewood Suites by Hilton Louisville Downtown, KY](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599840/5c04f012_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Homewood Suites by Hilton Louisville Downtown, KY Downtown Louisville CA $1,006 per person Dec 19 - Dec 21 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Louisville (SDF) 9.2/10 Wonderful! (1,006 reviews) Best front desk people! Cozy and clean. Solid breakfast. Reviewed on Oct 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-21/?FromAirport=YOW&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21599840&paandie=true&dealMarker=OFeEfsqHDwqj6yHeMyxsOBJu4bBrHmWCyst4eHjnoaxmFN8Rx7VfSJ4YXJEIw-Bb) ### Things to do in and around Jamestown Jamestown, Kentucky, offers a delightful blend of outdoor activities and scenic beauty, perfect for adventure seekers. Visitors can enjoy a variety of recreational options, including nature trails for hiking, a campground for overnight stays, and even tennis courts for some friendly competition. Additionally, water adventures and golf tee times provide further excitement, making Jamestown an ideal destination for a memorable vacation experience. **Shopping** In Jamestown, you can enjoy local shops for unique souvenirs. If you're up for a drive, Somerset Mall, located 38.6km away, offers a vibrant shopping experience with a diverse mix of businesses and family-friendly vibes, perfect for finding gifts and treats. **Recreation** [Taylor County Park](https://www.expedia.ca/Taylor-County-Park-Hotels.0-l553248621559142199-0.Travel-Guide-Filter-Hotels), located 40.2km from Jamestown, offers a tranquil atmosphere perfect for relaxation and wellness activities. Enjoy nature walks and peaceful picnics. The Links Resort Golf Course, situated in Jamestown, provides an invigorating outdoor experience with scenic golf courses, ideal for sports enthusiasts looking to unwind. **Adventure** At [SomerSplash](https://www.expedia.ca/SomerSplash-Hotels.0-l553248621532656072-0.Travel-Guide-Filter-Hotels), located 41.8km from Jamestown, dive into thrilling water slides and wave pools, perfect for families seeking fun and adventure. Meanwhile, Lillydale Recreation Area, 46.7km away, offers a scenic campground for outdoor enthusiasts, featuring hiking trails and family-friendly activities amidst nature. **Nightlife** Experience the vibrant nightlife by visiting the Annex Theater, located 46.7km from Jamestown, for a blend of culture and entertainment. Alternatively, check out the Alumni Building & Theater, also 46.7km away, where you can enjoy family-friendly performances in a romantic setting. *\*Distances are measured in a straight line; actual driving distances may vary depending on the route.* ### Find the best attractions in and around Jamestown Jamestown, Kentucky, is perfect for those seeking outdoor adventures and scenic beauty. Visitors can explore attractions like Lake Cumberland and its surrounding parks, offering family-friendly experiences and water activities. The area boasts marinas and state parks, making it an ideal destination for nature enthusiasts. Don't miss the chance to immerse yourself in Lake Cumberland tourism for a memorable getaway. - **[Lake Cumberland State Resort Park:](https://www.expedia.ca/Lake-Cumberland-State-Resort-Park-Hotels.0-l553248621532656065-0.Travel-Guide-Filter-Hotels)** This stunning park offers a perfect blend of adventure and natural beauty. Enjoy outdoor activities like hiking, fishing, and boating, all while surrounded by breathtaking scenery and the serene vibes of Lake Cumberland. - **[Wolf Creek National Fish Hatchery:](https://www.expedia.ca/Wolf-Creek-National-Fish-Hatchery-Hotels.0-l553248621560054939-0.Travel-Guide-Filter-Hotels)** A unique eco-friendly attraction, this hatchery focuses on fish conservation and education. Explore the facilities, learn about aquatic ecosystems, and witness the fascinating processes of fish rearing, all while supporting environmental sustainability. - **[Lindsey Wilson College:](https://www.expedia.ca/Lindsey-Wilson-College-Hotels.0-l553248621561234943-0.Travel-Guide-Filter-Hotels)** Located 24.1km from Jamestown, this historic institution showcases beautiful architecture and rich culture. Stroll through the campus to appreciate its heritage and engage with the vibrant community that fosters learning and growth. ### Best time to go to Jamestown The best time to visit Jamestown is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 35.2°F (1.8°C) | Light Rain | Mostly Cloudy | Moderately Low | Slightly Low | | February | 39.6°F (4.2°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 47.7°F (8.7°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 56.5°F (13.6°C) | Light Rain | Mostly Sunny | Average | Average | | May | 65.8°F (18.8°C) | Light Rain | Mostly Sunny | Moderately High | Average | | June | 73.6°F (23.1°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | July | 76.5°F (24.7°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | August | 75.0°F (23.9°C) | Light Rain | Mostly Sunny | Average | Slightly High | | September | 69.3°F (20.7°C) | Light Rain | Mostly Sunny | Average | Average | | October | 58.5°F (14.7°C) | Light Rain | Mostly Sunny | Average | Average | | November | 47.1°F (8.4°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | December | 41.0°F (5.0°C) | Light Rain | Mostly Cloudy | Moderately Low | Slightly Low | ### Booking tips and Expedia advantages for Jamestown To save money on your trip to Jamestown, consider visiting between November and January when accommodation prices are lower. Booking on a Monday can also help you avoid the weekend price hikes, especially on Saturdays. Use Expedia’s search tool to find budget-friendly hotels, including eco-certified options, and take advantage of package deals that combine flights and activities. For transportation, explore public transport options or consider walking, as Jamestown is manageable on foot. Don’t forget to check for special offers on rentals and activities to maximize your savings. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Jamestown are November to January, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Jamestown is Monday. The most expensive day to stay in Jamestown is Saturday. - **Find cheap hotels on Expedia:** Take advantage of Expedia’s search tool to refine your choices based on your budget, preferred location, and the type of hotel you desire. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly accommodations currently available. To find the best prices and offers, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your Jamestown hotel reservation with your flights and activities by booking an Expedia package. ## 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/b7e291b0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY. Jamestown CA $221 CA $702 total Nov 4 - Nov 5 includes taxes & fees 9.8/10 Exceptional! (152 reviews) A wonderful place to stay and the owner was amazing. The view is something definitely worth exploring and the house is beautiful! I would definitely recommend going because I would stay again! Thanks Suzanne! Reviewed on Oct 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F11%2F2025&endDate=05%2F11%2F2025&selected=61478411&PinnedHotelID=61478411&HadPinnedHotel=true®ionId=183256) ![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 Fully refundableReserve now, pay when you stay 8.6/10 Excellent! (490 reviews) Gorgeous views of lake and nature Reviewed on Oct 16, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=1107499&PinnedHotelID=1107499&HadPinnedHotel=true®ionId=183256) [](https://expedia.ca/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=1107499&PinnedHotelID=1107499&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 Nov 3 - Nov 4 includes taxes & fees 9.2/10 Wonderful! (16 reviews) We’ve stayed here numerous times over the years. Clean, comfortable rooms, and a good location. Reviewed on Oct 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=03%2F11%2F2025&endDate=04%2F11%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=03%2F11%2F2025&endDate=04%2F11%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. 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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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)