Title: Jamestown Vacation Packages & Trips 2025/2026 from CA $1,270 | Expedia.ca [Hotels in Jamestown](https://expedia.ca/Jamestown-Hotels.d6162455.Travel-Guide-Hotels)[Vacation Rentals in Jamestown](https://expedia.ca/Jamestown-Vacation-Rentals.d6162455.Travel-Guide-VacationRentals)[Jamestown Car Rentals](https://expedia.ca/Car-Rentals-In-Jamestown.d6162455.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6162455/88c98af1-7bb2-484b-a110-a62de5e9fd6e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Jamestown Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Roger Younce - ## 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 a fun city break is calling, answer it with a Jamestown vacation package. The neighborhood of Downtown Greensboro, which is good for shopping, history and dining, makes an excellent base for your adventures. Fill your free time with visits to [High Point University](https://www.expedia.ca/High-Point-University-Greensboro.d6162475.Vacation-Attraction), [Wet n Wild Emerald Pointe Water Park](https://www.expedia.ca/Wet-N-Wild-Emerald-Pointe-Water-Park-Greensboro.d6187189.Vacation-Attraction) and [Celebration Station](https://www.expedia.ca/Celebration-Station-Greensboro.d553248621532657718.Vacation-Attraction), some of the attractions you really should see during a trip to Jamestown. Check out Expedia's wide range of travel options and book your dream vacation to Jamestown now. ## Top Jamestown Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Dailey Renewal Retreat Bed & Breakfast](https://images.trvl-media.com/lodging/4000000/3980000/3979300/3979281/3551644d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dailey Renewal Retreat Bed & Breakfast Lindley Park CA $1,270 per person Dec 12 - Dec 19 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Greensboro (GSO) 9/10 Wonderful! (204 reviews) This place will always be near and dear to my heart. The breakfast was absolutely delicious, the atmosphere was so cozy and loving I did not want to leave. It was a pleasure to meet Miss Jean Dailey and I hope to come back some time soon. Plus, the house is surrounded by some VERY delicious options for food. If you’re looking for a home-away-from-home getaway, that actually isn’t in the middle of nowhere, I highly recommend! Reviewed on Aug 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-19/?FromAirport=YTO&Destination=GSO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3979281&paandie=true&dealMarker=kL7_6gtQRbgiMDVmrNmzkHosR1XwMf7o_CaGfi5Jjw_bhyNGlszcZSWRMy6Gc9nJ) ![Julian Price House](https://images.trvl-media.com/lodging/49000000/48580000/48571000/48570964/18e2c52a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Julian Price House Fisher Park CA $1,324 per person Dec 12 - Dec 19 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Greensboro (GSO) 10/10 Exceptional! (107 reviews) From the start, I knew this was not a another mondain, casual experience. The historical charm, quaint decor and extremely manicured property became soothing and transcended us back in time. Just WOW! The online pictures are accurate but the experiencing the history and beauty of this mansion is amazing. Reviewed on Sep 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-19/?FromAirport=YTO&Destination=GSO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=48570964&paandie=true&dealMarker=UmaeZL4X3vnQknRDHNk1AQ8t7HKiMRTjQZjBVisMVK-hp13Y1QOrh-dp1MGLfNHj) ![OYO Hotel Greensboro East I 40](https://images.trvl-media.com/lodging/1000000/10000/4700/4656/59397c30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OYO Hotel Greensboro East I 40 CA $1,817 per person Dec 12 - Dec 19 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Greensboro (GSO) 5.2/10 (826 reviews) They rationed towels and toilet paper. Reviewed on Oct 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-19/?FromAirport=YTO&Destination=GSO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4656&paandie=true&dealMarker=yrZ0TBn6Yd3hsppSaARbbwFLjlNvESZC9os49iPqgpLou_jVksD8XD2kEfWZKNKR) ![O.Henry Hotel](https://images.trvl-media.com/lodging/1000000/210000/200700/200643/c925edd0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### O.Henry Hotel CA $1,885 per person Dec 12 - Dec 19 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Greensboro (GSO) 9.8/10 Exceptional! (712 reviews) Everything was perfect!! Reviewed on Sep 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-19/?FromAirport=YTO&Destination=GSO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=200643&paandie=true&dealMarker=OI2HJU0k0dTAxqA1dMUEgxGxmFjZ9N-R_OsWfK6hZzZKrZygYl6-kV0saR1lTmf6) ![Heated Pool King Bed Jacuzzi Bath Arcade](https://images.trvl-media.com/lodging/113000000/112790000/112787000/112786966/a0287d4a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Heated Pool King Bed Jacuzzi Bath Arcade CA $2,045 per person Dec 12 - Dec 19 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Greensboro (GSO) 8/10 Very Good! (1 review) The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt uncomfortable at times, especially with my child playing and moving around. Overall, it’s a nice property, but keep in mind the extra costs and limited privacy. Reviewed on Sep 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-19/?FromAirport=YTO&Destination=GSO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=112786966&paandie=true&dealMarker=a7_C9RgoouJcpgNE6a1UzbloH97SRKGhpxyGY0_HSeXmaV9MdTtci8yxJ_FcReDp) ## Ready to book your vacation to Jamestown? Choose your dates ## Jamestown Hotel Deals ![DoubleTree by Hilton Greensboro Airport](https://images.trvl-media.com/lodging/1000000/180000/180000/179947/82545d4c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Greensboro Airport 6426 Burnt Poplar Road, Greensboro, NC Fully refundableReserve now, pay when you stay CA $125 CA $141 total Nov 23 - Nov 24 includes taxes & fees 8.8/10 Excellent! (769 reviews) Room where clean the staff where fantastic Reviewed on Oct 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=179947&PinnedHotelID=179947&HadPinnedHotel=true®ionId=6162455) ![Four Points by Sheraton Greensboro Airport](https://images.trvl-media.com/lodging/1000000/50000/41100/41071/aec34fbc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Points by Sheraton Greensboro Airport 7619 Thorndike Rd, Greensboro, NC Fully refundableReserve now, pay when you stay CA $120 CA $135 total Nov 2 - Nov 3 includes taxes & fees 8.2/10 Very Good! (1,010 reviews) Loved everything about this place😊 Reviewed on Oct 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=41071&PinnedHotelID=41071&HadPinnedHotel=true®ionId=6162455) ![Sheraton Greensboro at Four Seasons](https://images.trvl-media.com/lodging/1000000/30000/25200/25135/41281a01_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton Greensboro at Four Seasons 3121 West Gate City Boulevard, Greensboro, NC Fully refundableReserve now, pay when you stay CA $153 CA $173 total Nov 18 - Nov 19 includes taxes & fees 8.8/10 Excellent! (1,152 reviews) Enjoyed my stay Reviewed on Oct 20, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F11%2F2025&endDate=19%2F11%2F2025&selected=25135&PinnedHotelID=25135&HadPinnedHotel=true®ionId=6162455) [See all 1,144 properties in Jamestown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=6162455) 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) ### Discover the most popular places to visit in Jamestown #### Joseph S. Koury Convention Center 5/5(1 review) Joseph S. Koury Convention Center is just one of the places to see in Greensboro, so why not enjoy the other things to explore during your travels? Experience the acclaimed theater scene and great live music in this family-friendly area. [](https://expedia.ca/Joseph-S-Koury-Convention-Center-Greensboro.d6247628.Vacation-Attraction) #### Grandover Resort West Course Enjoy a round of golf in Greensboro at Grandover Resort West Course. Experience the great live music or attend a sporting event in this family-friendly area. [](https://expedia.ca/Grandover-Resort-West-Course-Sedgefield.d553248621532657711.Vacation-Attraction) ## 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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)