Title: Middleburg, VA Car Rental - Free Cancellation Options - Expedia.com [Middleburg Travel Guide](https://expedia.com/Middleburg.dx55837)[Hotels in Middleburg](https://expedia.com/Middleburg-Hotels.d55837.Travel-Guide-Hotels)[Flights to Middleburg](https://expedia.com/Cheap-Flights-To-Middleburg.d55837.Travel-Guide-Flights)[Things to do in Middleburg](https://expedia.com/Things-To-Do-In-Middleburg.d55837.Travel-Guide-Activities)[Middleburg Vacation Packages](https://expedia.com/Middleburg.d55837.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/55837/035eff7a-dec7-4c43-8534-b04184b77b25.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # $32 Car Rental Middleburg, VA ## Search and Compare from Car Companies in Middleburg Photo by Erica R Hopper ## Featured car rental suppliers Compare from agencies ![car suppliers logo](https://forever.travel-assets.com/flex/flexmanager/images/2022/02/16/car-suppliers-logo-desktop.jpg) - ![protection illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__protection.svg) ### Change your mind Penalty-free cancellation on many/select car rentals - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself One Key members save 10% or more on over 1 million car rentals [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![package illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__package.svg) ### Shop smart Compare car suppliers and package your flight, hotel, and car to save ## Top Car Deals in Middleburg \* Price found within the past 6 days. Click for updated prices. Mon, Feb 9 - Tue, Feb 10 ### Special Wild Card Compact or larger if available or similar - 5 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) Sterling, District of Columbia, USA ![Wild Card Compact or larger if available](//mediaim.expedia.com/cars/45/c51b48dd-8870-4d51-8c96-7f12f1215074.jpg) #### $32 includes taxes & fees $23 per day found 4 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.966250&olon=-77.447730&date1=2/9/2026&date2=2/10/2026&pprfrr=23.04&tprfrr=32.11&cvrfrr=ZT&ctrfrr=XX&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22other%22]) Mon, Feb 9 - Tue, Feb 10 ### Standard Chevrolet Cruze or similar - 5 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) Sterling, District of Columbia, USA ![Chevrolet Cruze](//mediaim.expedia.com/cars/45/90787807-9af7-4241-9b58-a7795543b073.jpg) #### $34 includes taxes & fees $25 per day found 3 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.966250&olon=-77.447730&date1=2/9/2026&date2=2/10/2026&pprfrr=24.99&tprfrr=34.49&cvrfrr=ZT&ctrfrr=SC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Mon, Feb 9 - Tue, Feb 10 ### Fullsize Chevrolet Malibu or similar - 5 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) Sterling, District of Columbia, USA ![Chevrolet Malibu](//mediaim.expedia.com/cars/45/5589fccc-a42b-4acc-8092-e77ea23a122e.jpg) #### $36 includes taxes & fees $26 per day found 4 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.966250&olon=-77.447730&date1=2/9/2026&date2=2/10/2026&pprfrr=26.4&tprfrr=36.22&cvrfrr=ZT&ctrfrr=FC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22fullsize%22]) Mon, Feb 9 - Tue, Feb 10 ### Midsize Toyota Corolla or similar - 5 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) Sterling, District of Columbia, USA ![Toyota Corolla](//mediaim.expedia.com/cars/45/c796a291-1b50-4fea-857c-e1fd68646d08.jpg) #### $36 includes taxes & fees $26 per day found 4 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.966250&olon=-77.447730&date1=2/9/2026&date2=2/10/2026&pprfrr=26.11&tprfrr=35.85&cvrfrr=ZT&ctrfrr=IC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22midsize%22]) Mon, Feb 9 - Tue, Feb 10 ### Compact Nissan Versa or similar - 5 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) Sterling, District of Columbia, USA ![Nissan Versa](//mediaim.expedia.com/cars/45/c105beb9-a46e-424d-b2bf-e837f1415a74.jpg) #### $36 includes taxes & fees $26 per day found 4 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.966250&olon=-77.447730&date1=2/9/2026&date2=2/10/2026&pprfrr=25.9&tprfrr=35.6&cvrfrr=ZT&ctrfrr=CC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22compact%22]) Mon, Feb 9 - Tue, Feb 10 ### Economy Chevrolet Spark or similar - 4 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) Sterling, District of Columbia, USA ![Chevrolet Spark](//mediaim.expedia.com/cars/45/72c58f0a-a81a-48e3-befa-2ee0943c5166.jpg) #### $36 includes taxes & fees $26 per day found 4 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.966250&olon=-77.447730&date1=2/9/2026&date2=2/10/2026&pprfrr=25.89&tprfrr=35.59&cvrfrr=ZT&ctrfrr=EC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22economy%22]) Mon, Feb 9 - Tue, Feb 10 ### Fullsize Elite Pickup Regular Cab RAM 2500 or similar - 5 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) Sterling, Virginia, USA ![RAM 2500](//mediaim.expedia.com/cars/43/8b4cadac-aada-45c3-8a92-52835d81176f.jpg) #### $52 includes taxes & fees $39 per day found 4 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.966260&olon=-77.447730&date1=2/9/2026&date2=2/10/2026&pprfrr=39.34&tprfrr=52.03&cvrfrr=ZR&ctrfrr=GP&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22pickup%22]) Mon, Feb 9 - Tue, Feb 10 ### Mini Van Chrysler Pacifica or similar - 7 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) Sterling, District of Columbia, USA ![Chrysler Pacifica](//mediaim.expedia.com/cars/45/465d9c89-1a3c-4baf-a83e-3d676fee5fdd.jpg) #### $53 includes taxes & fees $40 per day found 3 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.966250&olon=-77.447730&date1=2/9/2026&date2=2/10/2026&pprfrr=40.0&tprfrr=52.83&cvrfrr=ZT&ctrfrr=MV&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22minivan%22]) Fri, Feb 13 - Sat, Feb 14 ### Standard Elite Special Ford Mustang Mach-E or similar - 5 people - Unlimited mileage ![Avis](//mediaim.expedia.com/cars/logos/ZI.png) Dulles, District of Columbia, USA ![Ford Mustang Mach-E](//mediaim.expedia.com/cars/41/b8921e83-1ee0-46d5-bd7f-30e1a28e7446.jpg) #### $86 includes taxes & fees $47 per day found 2 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.944450&olon=-77.455830&date1=2/13/2026&date2=2/14/2026&pprfrr=46.99&tprfrr=85.94&cvrfrr=ZI&ctrfrr=RX&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Mon, Feb 9 - Tue, Feb 10 ### Premium Pickup Regular Cab Ford F150 or similar - 5 people - Unlimited mileage ![Alamo](//mediaim.expedia.com/cars/logos/AL.png) Dulles, District of Columbia, USA ![Ford F150](//mediaim.expedia.com/cars/6/540fb0f7-9b8f-4fbc-93be-7057b591d5a3.jpg) #### $65 includes taxes & fees $51 per day found 3 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.968120&olon=-77.449440&date1=2/9/2026&date2=2/10/2026&pprfrr=51.0&tprfrr=65.26&cvrfrr=AL&ctrfrr=PP&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22pickup%22]) Fri, Feb 13 - Sat, Feb 14 ### Luxury Chrysler 300 or similar - 5 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) STERLING, USA ![Chrysler 300](//mediaim.expedia.com/cars/45/de3732ed-0931-4193-a4b8-4d33953cb6c7.jpg) #### $87 includes taxes & fees $55 per day found 2 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.966250&olon=-77.447730&date1=2/13/2026&date2=2/14/2026&pprfrr=54.99&tprfrr=86.54&cvrfrr=ZT&ctrfrr=LC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) Wed, Feb 11 - Thu, Feb 12 ### Premium Elite SUV Lincoln Navigator or similar - 7 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) Sterling, Virginia, USA ![Lincoln Navigator](//mediaim.expedia.com/cars/39/1c35e7e0-7317-40ed-81e7-95a4002a351c.jpg) #### $100 includes taxes & fees $78 per day found 8 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.933056&olon=-77.519722&date1=2/11/2026&date2=2/12/2026&pprfrr=77.99&tprfrr=99.98&cvrfrr=ZD&ctrfrr=UF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Mon, Feb 9 - Tue, Feb 10 ### Luxury Elite BMW 7-Series Audi A8 or similar - 5 people - 100 free miles/total ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Sterling, Virginia, USA ![BMW 7-Series Audi A8](//mediaim.expedia.com/cars/15/69ace59f-1f71-4913-b573-8bfadc48125f.jpg) #### $155 includes taxes & fees $125 per day found 3 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.968000&olon=-77.449100&date1=2/9/2026&date2=2/10/2026&pprfrr=125.0&tprfrr=154.88&cvrfrr=ET&ctrfrr=WC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) ### Don't see what you're looking for? See all car rentals in Middleburg [View all cars](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Middleburg,%20Virginia,%20United%20States%20of%20America&dpln=55837&date1=2/14/2026&date2=2/16/2026&crfrr=defaultFlex&SearchType=Place) Lowest prices found within the past 4 hours. Prices and availability subject to change. Additional terms may apply. ## Frequently asked questions ### How much is a rental car per day in Middleburg? ### Can I rent a car from Washington Dulles Intl. Airport (IAD)? ### What happens if I need to cancel my Middleburg car reservation? ### Where can I go on a road trip from Middleburg? > - Head to Richmond for a fantastic sightseeing experience. Roughly 100 miles from Middleburg, it's home to numerous inspiring attractions like Richmond Raceway. > - Why not check out the wonders of Washington too? Major sights in this buzzing city include White House. Washington is approximately 40 miles from Middleburg. > - Longwood Gardens is around 130 miles from Middleburg and is one of the region's most beautiful nature spots. Stretch your legs and enjoy the fresh air here. ### How do I find the best car rental deals in Middleburg with Expedia? ### How old do you have to be to rent a car in Middleburg? ### What do you need to rent a car in Middleburg? ### What is the cheapest car rental in Middleburg? ### Can I rent a car for a month or longer in Middleburg? ### Where can I find a Middleburg car rental if I am younger than 25? ### What insurance should I choose for my car rental in Middleburg? ## Car Rental Information | Popular car types | [SUV](https://www.expedia.com/lp/b/car-rental/suv?rfrr=car.table.SUV), [Full Size](https://www.expedia.com/lp/b/car-rental/fullsize?rfrr=car.table.FullSize), [Economy](https://www.expedia.com/lp/b/car-rental/economy?rfrr=car.table.Economy) | | ------------------------------------------------ | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Car suppliers available | | | Our best deal of the day | $32 | | Our second best deal of the day | $34 | | Our third best deal of the day | $36 | | From the airport to your hotel | [Airport Transportation](https://www.expedia.com/ground-transfers?rfrr=car.table.AirportTransportation) | | From popular domestic and international airports | [Airport Car Rentals](https://www.expedia.com/lp/b/car-rental/airport) | ## Finding the cheapest car rentals in Middleburg ### **Using our Search Wizard** If the deals that are available on our page do not suit your needs, then enter Middleburg into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Middleburg and provide you with a list of the cheapest options, with no added fees. ### **Renting a car in Middleburg** Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Middleburg. We partner with reliable partners that guarantee an enjoyable experience for solo travelers, couples, and families. Package your car with a flight or hotel to unlock even more savings from Expedia. ### **Expected prices in Middleburg** Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $32. ### **Flexibility & Cancellation** Most car suppliers offer penalty-free cancellations, so you don’t have to worry about losing money if your plans change. To cancel your booking log into your account through the [Trips](https://www.expedia.com/trips) portal. Click manage booking and cancel this car. If you needed to alter your booking, then you can create a new one once you have canceled. ### **We all love being rewarded** [One Key](https://www.expedia.com/welcome-one-key?langid=1033) members save 10% or more on select hotels, cars, activities and vacation rentals. Not only that, earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands: Expedia, Hotels.com and VRBO. Learn more and join today. ### **Car classes available from Expedia in 2026** The classes of vehicles available will change depending on your chosen location. - [Compact car rentals](https://www.expedia.com/lp/b/car-rental/compact) - [Convertible car rentals](https://www.expedia.com/lp/b/car-rental/convertible) - [Economy car rentals](https://www.expedia.com/lp/b/car-rental/economy) - [Fullsize car rentals](https://www.expedia.com/lp/b/car-rental/fullsize) - [Luxury car rentals](https://www.expedia.com/lp/b/car-rental/luxury) - [Midsize car rentals](https://www.expedia.com/lp/b/car-rental/midsize) - [Mini car rentals](https://www.expedia.com/lp/b/car-rental/mini) - [Minivan rentals](https://www.expedia.com/lp/b/car-rental/minivan) - [Pickup car rentals](https://www.expedia.com/lp/b/car-rental/pickup) - [Premium car rentals](https://www.expedia.com/lp/b/car-rental/premium) - [Sportscar rentals](https://www.expedia.com/lp/b/car-rental/sportscar) - [Standard car rentals](https://www.expedia.com/lp/b/car-rental/standard) - [SUV rentals](https://www.expedia.com/lp/b/car-rental/suv) - [Van rentals](https://www.expedia.com/lp/b/car-rental/van) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near The Byrne Gallery ](https://www.expedia.com/The-Byrne-Gallery-Hotels.0-l553248621532661875-0.Travel-Guide-Filter-Hotels) - [Hotels near Tudor Day Spa ](https://www.expedia.com/Tudor-Day-Spa-Hotels.0-l553248621532661871-0.Travel-Guide-Filter-Hotels) - [Hotels near National Sporting Library & Museum ](https://www.expedia.com/National-Sporting-Library-Museum-Hotels.0-l553248621532661872-0.Travel-Guide-Filter-Hotels) - [Hotels near The Boxwood Winery ](https://www.expedia.com/The-Boxwood-Winery-Hotels.0-l553248621532661867-0.Travel-Guide-Filter-Hotels) - [Hotels near Greenhill Winery & Vineyards ](https://www.expedia.com/Greenhill-Winery-Vineyards-Hotels.0-l553248621532661879-0.Travel-Guide-Filter-Hotels) - [Hotels near Glenwood Park ](https://www.expedia.com/Glenwood-Park-Hotels.0-l553248621532661869-0.Travel-Guide-Filter-Hotels) - [Hotels near Chrysalis Vineyards ](https://www.expedia.com/Chrysalis-Vineyards-Hotels.0-l553248621532661899-0.Travel-Guide-Filter-Hotels) - [Hotels near Cana Vineyards and Winery ](https://www.expedia.com/Cana-Vineyards-And-Winery-Hotels.0-l553248621532661900-0.Travel-Guide-Filter-Hotels) - [Aldie Hotels ](https://www.expedia.com/Aldie-Hotels.d553248622877094266.Travel-Guide-Hotels) - [Marriott Hotels & Resorts in Aldie ](https://www.expedia.com/Aldie-Hotels-Marriott-Hotels-Resorts.0-0-d553248622877094266--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [B&B in Aldie ](https://www.expedia.com/Aldie-Bed-And-Breakfast.d553248622877094266-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Aldie ](https://www.expedia.com/Aldie-Condos.d553248622877094266-aaCondos.Travel-Guide-Accommodation) - [Cabin Rentals in Aldie ](https://www.expedia.com/Aldie-Cabins.d553248622877094266-aaCabins.Travel-Guide-Accommodation) - [Resorts in Aldie ](https://www.expedia.com/Aldie-Resorts.d553248622877094266-aaResorts.Travel-Guide-Accommodation) - [Extended Stay America Hotels in Aldie ](https://www.expedia.com/Aldie-Hotels-Extended-Stay-America.0-0-d553248622877094266--bExtendedStayAmerica.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Aldie ](https://www.expedia.com/5Star-Aldie-Hotels.s50-0-d553248622877094266.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Aldie ](https://www.expedia.com/4Star-Aldie-Hotels.s40-0-d553248622877094266.Travel-Guide-Filter-Hotels) - [Guest Houses in Aldie ](https://www.expedia.com/Aldie-Guest-Houses.d553248622877094266-aaGuestHouses.Travel-Guide-Accommodation) - [3 Star Hotels in Aldie ](https://www.expedia.com/3Star-Aldie-Hotels.s30-0-d553248622877094266.Travel-Guide-Filter-Hotels) - [Motels in Aldie ](https://www.expedia.com/Aldie-Motels.d553248622877094266-aaMotels.Travel-Guide-Accommodation) - [Villas in Aldie ](https://www.expedia.com/Aldie-Villas.d553248622877094266-aaVillas.Travel-Guide-Accommodation) - [Vacation Homes in Aldie ](https://www.expedia.com/Aldie-Private-Vacation-Homes.d553248622877094266-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Aldie ](https://www.expedia.com/Aldie-Cottages.d553248622877094266-aaCottages.Travel-Guide-Accommodation) - [Hotels near Aldie Mill Historic Park ](https://www.expedia.com/Aldie-Mill-Historic-Park-Hotels.0-l553248621532661902-0.Travel-Guide-Filter-Hotels) - [Philomont Hotels ](https://www.expedia.com/Philomont-Hotels.d3000460608.Travel-Guide-Hotels) - [Hotels near Quattro Goomba's Winery ](https://www.expedia.com/Quattro-Goombas-Winery-Hotels.0-l553248621532661904-0.Travel-Guide-Filter-Hotels) - [Hotels near Oak Hill Plantation ](https://www.expedia.com/Oak-Hill-Plantation-Hotels.0-l6093219-0.Travel-Guide-Filter-Hotels) - [Blue Ridge Hotels ](https://www.expedia.com/Blue-Ridge-Hotels.d553248635976006713.Travel-Guide-Hotels) - [Cottages in Rectortown ](https://www.expedia.com/Rectortown-Cottages.d3000355260-aaCottages.Travel-Guide-Accommodation) - [Villas in Rectortown ](https://www.expedia.com/Rectortown-Villas.d3000355260-aaVillas.Travel-Guide-Accommodation) - [Rectortown Hotels ](https://www.expedia.com/Rectortown-Hotels.d3000355260.Travel-Guide-Hotels) - [The Plains Hotels ](https://www.expedia.com/The-Plains-Hotels.d3000460694.Travel-Guide-Hotels) - [5 Star Hotels in The Plains ](https://www.expedia.com/5Star-The-Plains-Hotels.s50-0-d3000460694.Travel-Guide-Filter-Hotels) - [Cottages in The Plains ](https://www.expedia.com/The-Plains-Cottages.d3000460694-aaCottages.Travel-Guide-Accommodation) - [Farmstay in The Plains ](https://www.expedia.com/The-Plains-Agritourism.d3000460694-aaAgritourism.Travel-Guide-Accommodation) - [B&B in The Plains ](https://www.expedia.com/The-Plains-Bed-And-Breakfast.d3000460694-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in The Plains ](https://www.expedia.com/The-Plains-Cabins.d3000460694-aaCabins.Travel-Guide-Accommodation) - [Hotels near Morven Park ](https://www.expedia.com/Morven-Park-Hotels.0-l553248621533116511-0.Travel-Guide-Filter-Hotels) - [Hotels near Loudoun Museum ](https://www.expedia.com/Loudoun-Museum-Hotels.0-l553248621533116509-0.Travel-Guide-Filter-Hotels) - [Hotels near Oatlands Historic House and Gardens ](https://www.expedia.com/Oatlands-Historic-House-And-Gardens-Hotels.0-l6221542-0.Travel-Guide-Filter-Hotels) - [Upperville Hotels ](https://www.expedia.com/Upperville-Hotels.d184116.Travel-Guide-Hotels) - [Hotels near Bull Run Country Club ](https://www.expedia.com/Bull-Run-Country-Club-Hotels.0-l553248621532661897-0.Travel-Guide-Filter-Hotels) - [Cottages in Upperville ](https://www.expedia.com/Upperville-Cottages.d184116-aaCottages.Travel-Guide-Accommodation) - [4 Star Hotels in Upperville ](https://www.expedia.com/4Star-Upperville-Hotels.s40-0-d184116.Travel-Guide-Filter-Hotels) - [B&B in Upperville ](https://www.expedia.com/Upperville-Bed-And-Breakfast.d184116-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Pet-friendly Hotels in Upperville ](https://www.expedia.com/Upperville-Hotels-Pet-Friendly-Hotel.0-0-d184116-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [RV Parks in Upperville ](https://www.expedia.com/Upperville-RV-Parks.d184116-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Upperville ](https://www.expedia.com/Upperville-Resorts.d184116-aaResorts.Travel-Guide-Accommodation) - [Cabin Rentals in Upperville ](https://www.expedia.com/Upperville-Cabins.d184116-aaCabins.Travel-Guide-Accommodation) - [5 Star Hotels in Upperville ](https://www.expedia.com/5Star-Upperville-Hotels.s50-0-d184116.Travel-Guide-Filter-Hotels) - [Motels in Upperville ](https://www.expedia.com/Upperville-Motels.d184116-aaMotels.Travel-Guide-Accommodation) - [Lenah Hotels ](https://www.expedia.com/Lenah-Hotels.d553248635975876363.Travel-Guide-Hotels) - [Hotels near Stone Tower Winery ](https://www.expedia.com/Stone-Tower-Winery-Hotels.0-l553248633992315417-0.Travel-Guide-Filter-Hotels) - [Hotels near Winery at La Grange ](https://www.expedia.com/Winery-At-La-Grange-Hotels.0-l6163075-0.Travel-Guide-Filter-Hotels) - [Hotels near Evergreen Mills Equestrian and Hiking Trail ](https://www.expedia.com/Evergreen-Mills-Equestrian-And-Hiking-Trail-Hotels.0-l553248621532661973-0.Travel-Guide-Filter-Hotels) - [Flights to Aldie ](https://www.expedia.com/Cheap-Flights-To-Aldie.d553248622877094266.Travel-Guide-Flights) - [Flights from Aldie ](https://www.expedia.com/lp/flights/553248622877094266/flights-from-aldie) - [Flights to Blue Ridge ](https://www.expedia.com/Cheap-Flights-To-Blue-Ridge.d553248635976006713.Travel-Guide-Flights) - [Flights from Blue Ridge ](https://www.expedia.com/lp/flights/553248635976006713/flights-from-blue-ridge) - [Flights to The Plains ](https://www.expedia.com/Cheap-Flights-To-The-Plains.d3000460694.Travel-Guide-Flights) - [Flights to Upperville ](https://www.expedia.com/Cheap-Flights-To-Upperville.d184116.Travel-Guide-Flights) - [The Byrne Gallery ](https://www.expedia.com/The-Byrne-Gallery-Middleburg.d553248621532661875.Vacation-Attraction) - [Red Fox Fine Art ](https://www.expedia.com/Red-Fox-Fine-Art-Middleburg.d553248621532661874.Vacation-Attraction) - [Tudor Day Spa ](https://www.expedia.com/Tudor-Day-Spa-Middleburg.d553248621532661871.Vacation-Attraction) - [National Sporting Library & Museum ](https://www.expedia.com/National-Sporting-Library-Museum-Middleburg.d553248621532661872.Vacation-Attraction) - [The Boxwood Winery ](https://www.expedia.com/The-Boxwood-Winery-The-Plains.d553248621532661867.Vacation-Attraction) - [Greenhill Winery & Vineyards ](https://www.expedia.com/Greenhill-Winery-Vineyards-Middleburg.d553248621532661879.Vacation-Attraction) - [Glenwood Park ](https://www.expedia.com/Glenwood-Park-Middleburg.d553248621532661869.Vacation-Attraction) - [Cana Vineyards and Winery ](https://www.expedia.com/Cana-Vineyards-And-Winery-Middleburg.d553248621532661900.Vacation-Attraction) - [Visit Aldie ](https://www.expedia.com/Aldie.dx553248622877094266) - [Aldie Vacations ](https://www.expedia.com/Aldie.d553248622877094266.Destination-Travel-Guides) - [Aldie Mill Historic Park ](https://www.expedia.com/Aldie-Mill-Historic-Park-Aldie.d553248621532661902.Vacation-Attraction) - [Visit Philomont ](https://www.expedia.com/Philomont.dx3000460608) - [Quattro Goomba's Winery ](https://www.expedia.com/Quattro-Goombas-Winery-Aldie.d553248621532661904.Vacation-Attraction) - [Oak Hill Plantation ](https://www.expedia.com/Oak-Hill-Plantation-Aldie.d6093219.Vacation-Attraction) - [Visit Rectortown ](https://www.expedia.com/Rectortown.dx3000355260) - [Visit The Plains ](https://www.expedia.com/The-Plains.dx3000460694) - [Oatlands Historic House & Gardens ](https://www.expedia.com/Oatlands-Historic-House-Gardens-Leesburg.d553248621533116510.Vacation-Attraction) - [Loudoun Museum ](https://www.expedia.com/Loudoun-Museum-Leesburg.d553248621533116509.Vacation-Attraction) - [Morven Park ](https://www.expedia.com/Morven-Park-Leesburg.d553248621533116511.Vacation-Attraction) - [Oatlands Historic House and Gardens ](https://www.expedia.com/Oatlands-Historic-House-And-Gardens-Leesburg.d6221542.Vacation-Attraction) - [Visit Upperville ](https://www.expedia.com/Upperville.dx184116) - [Stone Tower Winery ](https://www.expedia.com/Stone-Tower-Winery-Leesburg.d553248633992315417.Vacation-Attraction) - [Evergreen Mills Equestrian and Hiking Trail ](https://www.expedia.com/Evergreen-Mills-Equestrian-And-Hiking-Trail-Leesburg.d553248621532661973.Vacation-Attraction) - [Car rentals near Dover ](https://www.expedia.com/Car-Rentals-In-Dover.d553248635975851180.Car-Rental-Guide) - [Car rentals near Zulla ](https://www.expedia.com/Car-Rentals-In-Zulla.d553248635975865924.Car-Rental-Guide) - [Car rentals near Aldie ](https://www.expedia.com/Car-Rentals-In-Aldie.d553248622877094266.Car-Rental-Guide) - [Car rental Chantilly Airport (IAD) ](https://www.expedia.com/Car-Rentals-In-Washington-Dulles-Intl.d4473161.Car-Rental-Guide) - [Car rentals near Philomont ](https://www.expedia.com/Car-Rentals-In-Philomont.d3000460608.Car-Rental-Guide) - [Car rentals near Bloomfield ](https://www.expedia.com/Car-Rentals-In-Bloomfield.d553248635975869306.Car-Rental-Guide) - [Car rentals near Rectortown ](https://www.expedia.com/Car-Rentals-In-Rectortown.d3000355260.Car-Rental-Guide) - [Car rentals near The Plains ](https://www.expedia.com/Car-Rentals-In-The-Plains.d3000460694.Car-Rental-Guide) - [Car rentals near Upperville ](https://www.expedia.com/Car-Rentals-In-Upperville.d184116.Car-Rental-Guide) - [Car rentals near Lenah ](https://www.expedia.com/Car-Rentals-In-Lenah.d553248635975876363.Car-Rental-Guide) - [Car rentals near Marshall ](https://www.expedia.com/Car-Rentals-In-Marshall.d553248633272644103.Car-Rental-Guide) - [Car rentals near Loudoun County ](https://www.expedia.com/Destinations-In-Loudoun-County.d3000391184.Car-Rental-Destinations) - [Aldie Vacation Rentals ](https://www.expedia.com/Aldie-Vacation-Rentals.d553248622877094266.Travel-Guide-VacationRentals) - [The Plains Vacation Rentals ](https://www.expedia.com/The-Plains-Vacation-Rentals.d3000460694.Travel-Guide-VacationRentals) - [Upperville Vacation Rentals ](https://www.expedia.com/Upperville-Vacation-Rentals.d184116.Travel-Guide-VacationRentals) - [Things to do in Loudoun County ](https://www.expedia.com/Things-To-Do-In-Loudoun-County.d3000391184.Travel-Guide-Activities) ![](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