Title: Upperville Vacation Packages 2026 from $209 | Expedia.com [Upperville Travel Guide](https://expedia.com/Upperville.dx184116)[Hotels in Upperville](https://expedia.com/Upperville-Hotels.d184116.Travel-Guide-Hotels)[Vacation Rentals in Upperville](https://expedia.com/Upperville-Vacation-Rentals.d184116.Travel-Guide-VacationRentals)[Flights to Upperville](https://expedia.com/Cheap-Flights-To-Upperville.d184116.Travel-Guide-Flights)[Car Rentals in Upperville](https://expedia.com/Car-Rentals-In-Upperville.d184116.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Upperville Vacations from $209 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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.com/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. ## The Latest Upperville vacation packages Price found within the past 48 hours. Click for updated prices. ![Arlo Washington DC](https://images.trvl-media.com/lodging/107000000/106090000/106087200/106087178/8cf67881_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arlo Washington DC Northwest Save 100% on your flight $209 per person May 2 - May 4 found 24 hours ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9.2/10 Wonderful! (1,093 reviews) Nice, clean and serene environments. I loved it. Reviewed on Feb 13, 2026 ![InterContinental Washington D.C. - The Wharf by IHG](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/a1ea6b4c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### InterContinental Washington D.C. - The Wharf by IHG Southwest Save 100% on your flight $295 per person May 8 - May 10 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9.4/10 Exceptional! (1,005 reviews) Everything was excellent! Reviewed on Jan 25, 2026 ![Placemakr Buzzard Point](https://images.trvl-media.com/lodging/114000000/113170000/113163000/113162985/f57c31c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Placemakr Buzzard Point Southwest Save 100% on your flight $433 per person May 7 - May 11 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9.4/10 Exceptional! (86 reviews) Excellent service paired with excellent accomodations Reviewed on Feb 8, 2026 ![Sofitel Washington DC Lafayette Square](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/4877e6b4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sofitel Washington DC Lafayette Square Downtown Washington D.C. Save 100% on your flight $593 per person Apr 6 - Apr 9 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9/10 Wonderful! (1,084 reviews) Everyone who worked at the hotel was so nice and so accommodating! We had a great stay! Reviewed on Feb 8, 2026 ![The Churchill Hotel near Embassy Row](https://images.trvl-media.com/lodging/1000000/10000/7100/7004/55f14a69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Churchill Hotel near Embassy Row Northwest Save 100% on your flight $565 per person Apr 9 - Apr 13 found 1 day ago Roundtrip flight included Boston (BOS) to Washington (DCA) 8.8/10 Excellent! (1,915 reviews) I loooooove it! Convenience, elegant, historical, quiet and amazing, staff nice and courteous 💯 Reviewed on Feb 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Upperville [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-14/2026-03-21/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_184116) ## Upperville Hotel Deals ![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 $92 nightly $104 total Feb 22 - Feb 23 Total with taxes and fees 8.4/10 Very Good! (1,000 reviews) Room with Jacuzzi tub in it was so nice. Everything spotless great stay! Recommended! Reviewed on Feb 8, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=2335184&PinnedHotelID=2335184&HadPinnedHotel=true®ionId=184116) ![Salamander Resort And Spa](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/21ca3455_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Salamander Resort And Spa 500 North Pendleton Street Middleburg VA Fully refundableReserve now, pay when you stay $605 nightly $690 total Mar 17 - Mar 18 Total with taxes and fees 9/10 Wonderful! (378 reviews) Room was awesome, amazing experiences at the resort and really great customer service Reviewed on Jan 18, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F17%2F2026&endDate=3%2F18%2F2026&selected=6022232&PinnedHotelID=6022232&HadPinnedHotel=true®ionId=184116) ![Lansdowne Resort and Spa](https://images.trvl-media.com/lodging/1000000/30000/27700/27700/5ae32850_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lansdowne Resort and Spa 44050 Woodridge Pkwy Leesburg VA Fully refundableReserve now, pay when you stay $216 nightly $246 total Feb 17 - Feb 18 Total with taxes and fees 8.8/10 Excellent! (1,000 reviews) yes Reviewed on Feb 3, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F17%2F2026&endDate=2%2F18%2F2026&selected=27700&PinnedHotelID=27700&HadPinnedHotel=true®ionId=184116) [See all 725 properties in Upperville](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F15%2F2026&endDate=2%2F16%2F2026®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. ## Find the Best Upperville Vacation Packages ## Upperville Essential Information | Language | English | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Washington Dulles Intl. Airport (IAD) | | Max Temp Winter | 40ºF | | Max Temp Summer | 85ºF | | Top Sights | [Barrel Oak Winery](https://www.expedia.com/Barrel-Oak-Winery-Marshall.d553248621532661861.Vacation-Attraction), [The Boxwood Winery](https://www.expedia.com/The-Boxwood-Winery-The-Plains.d553248621532661867.Vacation-Attraction) and [Philip Carter Winery](https://www.expedia.com/Philip-Carter-Winery-Hume.d553248621532661855.Vacation-Attraction) | ## More vacations you might like ![](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.com/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 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![](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.com/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.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does an Upperville vacation package cost? ### What are the cheapest months to go to Upperville? ### How many days is enough for Upperville? ### How to find the best Upperville package deals? ### Is it cheaper to book an Upperville vacation as a package? ### When to book a vacation package to Upperville? ### Does Expedia offer Book Now, Pay Later Upperville vacation packages? \* 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 even more - get up to 20% on select hotels 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