Title: Visit Upperville: 2026 Travel Guide for Upperville, Virginia | Expedia.com [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)[Upperville Vacation Packages](https://expedia.com/Upperville.d184116.Destination-Travel-Guides) # Upperville, VA ## Travel Guide ![Hiking Sky Meadows State Park...](https://images.trvl-media.com/place/553248621532661864/008a9705-5d69-4bff-87e9-dd23f82e56ed.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Hiking Sky Meadows State Park...](https://images.trvl-media.com/place/553248621532661864/008a9705-5d69-4bff-87e9-dd23f82e56ed.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Hiking Sky Meadows State Park...](https://images.trvl-media.com/place/553248621532661864/c5aca733-fee3-432b-92a4-5e362e7c66a5.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Hiking Sky Meadows State Park...](https://images.trvl-media.com/place/553248621532661864/9876c23f-67c7-4cde-8ee3-60c925934dd8.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Hiking Sky Meadows State Park...](https://images.trvl-media.com/place/553248621532661864/0c6f04bc-af88-4a01-b3f3-47271e3142e6.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Upperville Things to do ![](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=DX_SPRING_PROMO_184116) - Upperville Hotel Deals - Vacation Rentals in Upperville ![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 $257 total per night Mar 4 - Mar 5 Book a stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ... 8.8/10 Excellent! (1,001 reviews) Amenities Reviewed on Feb 16, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=27700&PinnedHotelID=27700&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 $730 total per night Mar 4 - Mar 5 Book a stay at this luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ... 9.2/10 Wonderful! (384 reviews) For over a decade, staying at Salamander Middleburg was on my bucket list. As a young professional, I always heard raving reviews but felt priced out. So when a friend and I finally secured a Presidents Day weekend stay around $600 per night, we were excited for a true luxury experience. Unfortunately, ... Reviewed on Feb 22, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=6022232&PinnedHotelID=6022232&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 $115 total per night Mar 8 - Mar 9 Book a stay at this business-friendly hotel in Ashburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ... 8.4/10 Very Good! (1,002 reviews) Staff was very friendly, always enjoy this property. Reviewed on Feb 23, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=2335184&PinnedHotelID=2335184&HadPinnedHotel=true®ionId=184116) [See all 722 properties in Upperville](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F25%2F2026&endDate=2%2F26%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. ![18th Century Stone Cottage minutes from historic Middleburg](https://images.trvl-media.com/lodging/94000000/93520000/93510500/93510450/e5d7776a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 18th Century Stone Cottage minutes from historic Middleburg Middleburg VA Stay at this cottage in Middleburg. Enjoy free WiFi, a garden, and patios. Popular attractions The Boxwood Winery and Middleburg Community Center are located ... 10/10 Exceptional! (56 reviews) Had an excellent time staying here, it was a blend if rustic and modern. Very cozy, and had everything you'd need for a truly relaxing stay. Tim made sure everything was on point for our time at the cottage. Reviewed on Feb 22, 2026 [](https://expedia.com/Middleburg-Hotels-18th-Century-Stone-Cottage-Minutes-From-Historic-Middleburg.h93510450.Hotel-Information) ![Mountain View Bungalow in Front Royal](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/1520d4f5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Mountain View Bungalow in Front Royal Front Royal VA Stay at this vacation home in Front Royal. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shenandoah River and Bing Crosby Stadium are ... 10/10 Exceptional! (13 reviews) It was so easy to check in and out. The host is quick to reply to any questions asked. The space is new and clean! It was a wonderful, cozy spot with beautiful views of the mountain range. I wish I could have stayed more than one evening! Reviewed on Jan 18, 2026 [](https://expedia.com/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information) ![Modern Country House on the Shenandoah River ](https://images.trvl-media.com/lodging/71000000/70330000/70328900/70328868/4bc2a66d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Modern Country House on the Shenandoah River Charles Town WV Book a stay at this family-friendly vacation home in Charles Town. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shannondale Springs ... 9.8/10 Exceptional! (49 reviews) Kitchen space is great for cooking and serving. Tall ceiling and lots of natural light. If you like games…! Reviewed on Dec 31, 2025 [](https://expedia.com/Charles-Town-Hotels-Modern-Country-House-On-The-Shenandoah-River.h70328868.Hotel-Information) [See all properties in Upperville](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=184116&sort=VACATION_RENTAL) 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. ## Check Upperville hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2026-02-24&endDate=2026-02-25)[Feb 24 - Feb 25](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2026-02-24&endDate=2026-02-25) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2026-02-25&endDate=2026-02-26)[Feb 25 - Feb 26](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2026-02-25&endDate=2026-02-26) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2%2F27%2F2026&endDate=3%2F1%2F2026)[Feb 27 - Mar 1](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2%2F27%2F2026&endDate=3%2F1%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=3%2F6%2F2026&endDate=3%2F8%2F2026)[Mar 6 - Mar 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=3%2F6%2F2026&endDate=3%2F8%2F2026) ### Popular places to visit #### Upperville Park Explore the great outdoors at Upperville Park, a lovely green space in Upperville. [](https://expedia.com/Upperville-Park-Upperville.d909174232272232448.Vacation-Attraction) ## Cities near Upperville ![central street of the ancient town near Washington. Ancient buildings of shops, hotels and restaurants., strolling tourists.](https://images.trvl-media.com/place/55837/07062b6f-ec03-489a-b962-e9e1809a8973.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Middleburg ![Hiking Sky Meadows State Park...](https://images.trvl-media.com/place/553248621532661864/008a9705-5d69-4bff-87e9-dd23f82e56ed.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Boyce ![Hiking Sky Meadows State Park...](https://images.trvl-media.com/place/553248621532661864/008a9705-5d69-4bff-87e9-dd23f82e56ed.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Paris ![Vineyard views at Bluemont Vineyard in northern Virginia.](https://images.trvl-media.com/place/6348602/d281e8a7-03d8-4064-8cbf-609c62d2fa45.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Bluemont ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Paris Barns ](https://www.expedia.com/Paris-Barns-Hotels.0-l553248621532661865-0.Travel-Guide-Filter-Hotels) - [Paris Hotels ](https://www.expedia.com/Paris-Hotels.d6050691.Travel-Guide-Hotels) - 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[Hertz Rental Cars in Middleburg ](https://www.expedia.com/Hertz-Car-Rentals-In-Middleburg.d55837-c40.Car-Rental-Guide-Suppliers) - [Van Car Rentals in Middleburg ](https://www.expedia.com/Van-Car-Rentals-In-Middleburg.d55837-tVan.Car-Rental-Guide-Class) - [Sixt Rental Cars in Middleburg ](https://www.expedia.com/Sixt-Car-Rentals-In-Middleburg.d55837-c35.Car-Rental-Guide-Suppliers) - [Paris Vacation Rentals ](https://www.expedia.com/Paris-Vacation-Rentals.d6050691.Travel-Guide-VacationRentals) - [Delaplane Vacation Rentals ](https://www.expedia.com/Delaplane-Vacation-Rentals.d3000355082.Travel-Guide-VacationRentals) - [Middleburg Vacation Rentals ](https://www.expedia.com/Middleburg-Vacation-Rentals.d55837.Travel-Guide-VacationRentals) - [Things to do in Middleburg ](https://www.expedia.com/Things-To-Do-In-Middleburg.d55837.Travel-Guide-Activities) - Cities near Upperville - Places of interest [Middleburg](https://expedia.com/Middleburg.dx55837)[Boyce](https://expedia.com/Boyce.dx184084)[Paris](https://expedia.com/Paris.dx6050691)[Bluemont](https://expedia.com/Bluemont.dx6348602)[Delaplane](https://expedia.com/Delaplane.dx3000355082)[Linden](https://expedia.com/Linden.dx3000460101)[Round Hill](https://expedia.com/Round-Hill.dx3000460647)[Marshall](https://expedia.com/Marshall.dx553248633272644103) - [Shenandoah National Park ](https://expedia.com/Shenandoah-National-Park-Virginia.d6025893.Vacation-Attraction) - [Hollywood Casino at Charles Town Races ](https://expedia.com/Hollywood-Casino-At-Charles-Town-Races-Charles-Town.d553248621532661960.Vacation-Attraction) - [Summit Point Motorsports Park ](https://expedia.com/Summit-Point-Motorsports-Park-Summit-Point.d6164103.Vacation-Attraction) - [Jiffy Lube Live ](https://expedia.com/Jiffy-Lube-Live-Gainesville.d6093227.Vacation-Attraction) - [Front Royal Entrance Shenandoah National Park ](https://expedia.com/Front-Royal-Entrance-Shenandoah-National-Park-Front-Royal.d6129961.Vacation-Attraction) - [George Washington National Forest ](https://expedia.com/George-Washington-National-Forest-United-States-of-America.d6160906.Vacation-Attraction) - [Shenandoah River ](https://expedia.com/Shenandoah-River-Virginia.d681974697590321152.Vacation-Attraction) - [Shenandoah University ](https://expedia.com/Shenandoah-University-Winchester.d6127311.Vacation-Attraction) - [King SPA ](https://expedia.com/King-SPA-Chantilly.d878411832516460544.Vacation-Attraction) - [ValleyHealth Winchester Medical Center ](https://expedia.com/ValleyHealth-Winchester-Medical-Center-Winchester.d6164057.Vacation-Attraction) - [Leesburg Corner Premium Outlets ](https://expedia.com/Leesburg-Corner-Premium-Outlets-Leesburg.d6211711.Vacation-Attraction) - [Potomac River ](https://expedia.com/Potomac-River-Maryland.d681610462696308736.Vacation-Attraction) - [Stone Tower Winery ](https://expedia.com/Stone-Tower-Winery-Leesburg.d553248633992315417.Vacation-Attraction) - [Tally Ho Theatre ](https://expedia.com/Tally-Ho-Theatre-Leesburgs-Old-and-Historic-District.d553248621532661991.Vacation-Attraction) - [Skyline Caverns ](https://expedia.com/Skyline-Caverns-Front-Royal.d6093201.Vacation-Attraction) - [Ashburn Park ](https://expedia.com/Ashburn-Park-Ashburn.d553248621532662010.Vacation-Attraction) - [Bluemont Vineyard ](https://expedia.com/Bluemont-Vineyard-Bluemont.d553248621587519004.Vacation-Attraction) - [Village at Leesburg ](https://expedia.com/Village-At-Leesburg-Leesburg.d553248633992323132.Vacation-Attraction) - [Ashburn Ice House ](https://expedia.com/Ashburn-Ice-House-Ashburn.d553248621532661912.Vacation-Attraction) - [Patsy Cline Historic House ](https://expedia.com/Patsy-Cline-Historic-House-Winchester.d553248621532661841.Vacation-Attraction) - [National Conference Center ](https://expedia.com/National-Conference-Center-Leesburg.d6249239.Vacation-Attraction) - [Shenandoah Valley Discovery Museum ](https://expedia.com/Shenandoah-Valley-Discovery-Museum-Old-Town-Winchester.d553248621587527659.Vacation-Attraction) - [Apple Blossom Mall ](https://expedia.com/Apple-Blossom-Mall-Winchester.d6164018.Vacation-Attraction) - [Museum of the Shenandoah Valley ](https://expedia.com/Museum-Of-The-Shenandoah-Valley-Winchester.d6127313.Vacation-Attraction) - [Shenandoah Lake Beach ](https://expedia.com/Shenandoah-Lake-Beach-Harpers-Ferry.d553248635983987872.Vacation-Attraction) - [Lost Rhino Brewing Company ](https://expedia.com/Lost-Rhino-Brewing-Company-Ashburn.d553248633992320106.Vacation-Attraction) - [Dinosaur Land ](https://expedia.com/Dinosaur-Land-White-Post.d553248621532661835.Vacation-Attraction) - [The Golf Club at Lansdowne ](https://expedia.com/The-Golf-Club-At-Lansdowne-Leesburg.d553248621532662015.Vacation-Attraction) - [Haymarket IcePlex ](https://expedia.com/Haymarket-IcePlex-Haymarket.d553248621532661885.Vacation-Attraction) - [Bright Box Theater ](https://expedia.com/Bright-Box-Theater-Old-Town-Winchester.d553248621561864843.Vacation-Attraction) - [Morven Park ](https://expedia.com/Morven-Park-Leesburg.d6221509.Vacation-Attraction)