Title: Upperville Vacation Packages 2026 from $461 | 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://images.trvl-media.com/place/184116/deb8a32e-602b-43b9-802d-e775f9221444.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Upperville Vacations from $461 ## 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. ![Hotel AKA Washington Circle](https://images.trvl-media.com/lodging/1000000/20000/16800/16726/2f5bd693_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel AKA Washington Circle Downtown Washington D.C. $461 per person May 22 - May 25 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9/10 Wonderful! (1,244 reviews) I have stayed in better rooms but the studio was nicely appointed and very clean. The location is perfect. Price was competitive. But the staff here really made the place for me Iyou (probably spelled that wrong sorry) and Henry. We’re amazing and very attentive. I enjoyed my stay and definitely would return. Reviewed on Mar 15, 2026 ![Placemakr Buzzard Point](https://images.trvl-media.com/lodging/114000000/113170000/113163000/113162985/4d19de4c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Placemakr Buzzard Point Southwest Save 100% on your flight $603 per person May 22 - May 25 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9.2/10 Wonderful! (157 reviews) I loved my stay there. The staff was so nice and helpful. I would definitely stay again. Reviewed on Mar 5, 2026 ![The Dupont Circle Hotel](https://images.trvl-media.com/lodging/1000000/30000/25400/25341/98c3d228_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Dupont Circle Hotel Northwest Save 100% on your flight $760 per person Apr 29 - May 4 found 1 day ago Roundtrip flight included Boston (BOS) to Washington (DCA) 9.4/10 Exceptional! (1,919 reviews) Agent at desk was very polite...hotel is beautiful,quiet,excellent location...loved it Reviewed on Mar 18, 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 $932 per person May 14 - May 18 found 2 hours ago Roundtrip non-stop flight included Los Angeles (LAX) to Washington (DCA) 8.8/10 Excellent! (1,007 reviews) Even though in the description it clearly states they have AC, this time of the year they do not. So with the fluctuations of Temperature and being on a higher floor the rooms are very warm. We were told to just open a window, which are not screened. Had to ask for a fan, one was not offered as a solution when I called. I was just rudely told it states on the website that they do not have AC, which is inaccurate. So if you can’t sleep in a hot room at night you may want to rethink staying here. The majority of the staff at the front will not greet you in any fashion, I always greeted them with a smile and barely would get a response. If you’re looking for a place that is within walking distance to all of the monuments this is not in a location for that. We had to Take an uber every day to and from the Main area. Reviewed on Mar 19, 2026 ![DoubleTree by Hilton Washington Dulles Airport](https://images.trvl-media.com/lodging/1000000/30000/27300/27218/w5757h3837x3y3-73f4a6d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Washington Dulles Airport Save 100% on your flight $752 per person Jun 13 - Jun 19 found 1 day ago Roundtrip non-stop flight included Atlanta (ATL) to Washington (IAD) 8.2/10 Very Good! (1,007 reviews) Airport shuttle was great Reviewed on Mar 9, 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/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Upperville Hotel Deals ![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 $245 nightly $280 total Mar 31 - Apr 1 Total with taxes and fees 8.8/10 Excellent! (1,002 reviews) Beautiful hotel -rooms were very spacious, pool was great, bar has nice selection and staff. We were there in March so outdoor pool etc was not open but it looked pretty with waterfalls etc.Spa was nice but very expensive. Reviewed on Mar 18, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&selected=27700&PinnedHotelID=27700&HadPinnedHotel=true®ionId=184116) ![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/d7802d8b_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 $101 nightly $115 total Apr 5 - Apr 6 Total with taxes and fees 8.4/10 Very Good! (1,001 reviews) Good goodbye Reviewed on Mar 16, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=2335184&PinnedHotelID=2335184&HadPinnedHotel=true®ionId=184116) ![Salamander Resort And Spa](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/6dea7395_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 $611 nightly $696 total Mar 25 - Mar 26 Total with taxes and fees 9.2/10 Wonderful! (386 reviews) Best stat ever! We love love love the Salamander! Reviewed on Mar 20, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F25%2F2026&endDate=3%2F26%2F2026&selected=6022232&PinnedHotelID=6022232&HadPinnedHotel=true®ionId=184116) [See all 722 properties in Upperville](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F22%2F2026&endDate=3%2F23%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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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