Title: Upperville Vacation Packages & Trips 2025/2026 from CA $806 | Expedia.ca [Hotels in Upperville](https://expedia.ca/Upperville-Hotels.d184116.Travel-Guide-Hotels)[Vacation Rentals in Upperville](https://expedia.ca/Upperville-Vacation-Rentals.d184116.Travel-Guide-VacationRentals)[Upperville Car Rentals](https://expedia.ca/Car-Rentals-In-Upperville.d184116.Car-Rental-Guide) ![](https://images.trvl-media.com/place/553248621532661864/008a9705-5d69-4bff-87e9-dd23f82e56ed.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Upperville Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Michael Gibson - ## 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 Upperville Vacation When you choose a Upperville vacation package, you can relax and enjoy your getaway to the fullest. Uncover the sights and sounds of this fascinating city knowing that everything has been taken care of in advance. During your trip to Upperville, take all the time you need for sightseeing. A fantastic place to begin is [Sky Meadows State Park](https://www.expedia.ca/Sky-Meadows-State-Park-Virginia.d553248621532661864.Vacation-Attraction). Expedia is here to help you escape the everyday. Tailor your vacation to Upperville to match your travel style, whatever that may be. ## Top Upperville Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Sofitel Washington DC Lafayette Square](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/bf7b4e4b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sofitel Washington DC Lafayette Square Downtown Washington D.C. CA $806 per person Jan 20 - Jan 23 found 11 hours ago Roundtrip flight included Montreal (YUL) to Washington (DCA) 9/10 Wonderful! (1,074 reviews) Room was spotless and comfortable and quiet. All staff were very friendly and helpful. Great location to walk to the Metro and restaurants and the White House! Reviewed on Oct 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-20/2026-01-23/?FromAirport=YUL&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=856597&paandie=true&dealMarker=F2xggSz-QFHn1f0q867FdsoArdR9SF6zFrMAvwLlrRnjVsFqy1Trt8G_oGc6CJtv) ![The Watergate Hotel](https://images.trvl-media.com/lodging/1000000/20000/13500/13429/4fa19413_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Watergate Hotel Northwest CA $860 per person Jan 20 - Jan 23 found 11 hours ago Roundtrip flight included Montreal (YUL) to Washington (DCA) 8.8/10 Excellent! (1,039 reviews) The staff was overly accommodating and friendly. The food is delicious although it is a pricey menu. Overall 10/10! Reviewed on Nov 3, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-20/2026-01-23/?FromAirport=YUL&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13429&paandie=true&dealMarker=F2xggSz-QFHn1f0q867FdsoArdR9SF6zFrMAvwLlrRkkcJSbuWdkB4Ko-ccnA3JX) ![Hilton Washington DC Capitol Hill](https://images.trvl-media.com/lodging/1000000/20000/11300/11216/da79e2b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Washington DC Capitol Hill Northwest CA $903 per person Jan 20 - Jan 23 found 11 hours ago Roundtrip flight included Montreal (YUL) to Washington (DCA) 9/10 Wonderful! (1,011 reviews) Everything was perfect. Clean Room, Nice Staff and beautiful hotel. Reviewed on Nov 3, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-20/2026-01-23/?FromAirport=YUL&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11216&paandie=true&dealMarker=F2xggSz-QFHn1f0q867FdsoArdR9SF6zFrMAvwLlrRnvN4s9Frko32tujHMXml4r) ![Hotel Washington](https://images.trvl-media.com/lodging/1000000/20000/12100/12067/7327d9c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Washington Downtown Washington D.C. CA $906 per person Jan 20 - Jan 23 found 11 hours ago Roundtrip flight included Montreal (YUL) to Washington (DCA) 9/10 Wonderful! (2,387 reviews) Perfect hotel to tour DC. Perfect location next to White House and numerous restaurants. Staff attentive and easy check in and check out Beautiful lobby area to relax. Delicious hot apple cider offered in lobby was a nice touch but empty within minutes. Staff should check and refill. Reviewed on Oct 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-20/2026-01-23/?FromAirport=YUL&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12067&paandie=true&dealMarker=F2xggSz-QFHn1f0q867FdsoArdR9SF6zFrMAvwLlrRnlMdlKVT0Ph4cEvBn37-GL) ![Club Wyndham National Harbor](https://images.trvl-media.com/lodging/4000000/3090000/3089700/3089660/032f3ded_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Wyndham National Harbor CA $1,850 per person Jan 16 - Jan 20 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Washington (DCA) 8.4/10 Very Good! (457 reviews) The room and the resort were very clean. The staff were friendly. I wish that I had time to enjoy the pool. My family was site-seeing the entire time of our trip. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-16/2026-01-20/?FromAirport=YVR&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3089660&paandie=true&dealMarker=diCbnW5ysK4gVhqmD_TxzjaRU6yQVogfwAXRF4BTOTxMq19xHdxs2Q5vOpKW08zN) ## Ready to book your vacation to Upperville? Choose your dates ## Upperville Hotel Deals ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Travelodge by Wyndham Winchester 160 Front Royal Pike, Winchester, VA Fully refundableReserve now, pay when you stay CA $97 CA $106 total Nov 6 - Nov 7 includes taxes & fees 8.4/10 Very Good! (1,120 reviews) Clean. Comfortable. Nice staff. Breakfast was good. Reviewed on Nov 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=06%2F11%2F2025&endDate=07%2F11%2F2025&selected=9600&PinnedHotelID=9600&HadPinnedHotel=true®ionId=184116) ![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Dulles North 22400 Flagstaff Plaza, Ashburn, VA Fully refundableReserve now, pay when you stay CA $121 CA $138 total Nov 23 - Nov 24 includes taxes & fees 8.4/10 Very Good! (1,005 reviews) Room was clean. Checkin staff was very courteous. Breakfast was not too lavish but decent for the price. So overall we were quite pleased with the stay Reviewed on Nov 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=2335184&PinnedHotelID=2335184&HadPinnedHotel=true®ionId=184116) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Winchester 1055 Millwood Pike, Route 50 East, Winchester, VA Fully refundableReserve now, pay when you stay CA $144 CA $157 total Nov 10 - Nov 11 includes taxes & fees 9.2/10 Wonderful! (2,188 reviews) Good Reviewed on Oct 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&selected=2678524&PinnedHotelID=2678524&HadPinnedHotel=true®ionId=184116) [See all 722 properties in Upperville](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=06%2F11%2F2025&endDate=07%2F11%2F2025®ionId=184116) 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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)