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 - Upperville Hotel Deals - Vacation Rentals in Upperville ![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 $641 nightly $730 total Mar 1 - Mar 2 Total with taxes and fees 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 ... 9/10 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%2F1%2F2026&endDate=3%2F2%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 $92 nightly $104 total Feb 22 - Feb 23 Total with taxes and fees 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! (1,001 reviews) Clean room,.nice staff, large walk-in shower, coffee maker and mini fridge! Great price, saved 20 bucks online with Expedia app! I will definitely come back for another "staycation" Reviewed on Feb 1, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=2335184&PinnedHotelID=2335184&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 $216 nightly $246 total Feb 17 - Feb 18 Total with taxes and fees 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! (1,000 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 729 properties in Upperville](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F10%2F2026&endDate=2%2F11%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 ... 9.8/10 Exceptional! (55 reviews) Loved out stay! Reviewed on Dec 26, 2025 [](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) ![Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!](https://images.trvl-media.com/lodging/107000000/106630000/106625200/106625175/24207194_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries! Charles Town WV Stay at this vacation home in Charles Town. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hollywood Casino at Charles Town Races and ... 9.8/10 Exceptional! (34 reviews) The host was very responsive to my questions and the house and property were beautiful. Directions were terrific and house had everything we needed. Proximity to shopping and Harpers Ferry was a huge bonus. My daughter in law , who did the cooking, appreciated the well stocked kitchen. My granddaughters ... Reviewed on Nov 30, 2025 [](https://expedia.com/Charles-Town-Hotels-18-Private-Acres-And-800-Feet-Of-Glorious-Shenandoah-River-Frontage-WiFi.h106625175.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=2026-02-09&endDate=2026-02-10)[Feb 9 - Feb 10](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2026-02-09&endDate=2026-02-10) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2026-02-10&endDate=2026-02-11)[Feb 10 - Feb 11](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2026-02-10&endDate=2026-02-11) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026)[Feb 20 - Feb 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184116&startDate=2%2F20%2F2026&endDate=2%2F22%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 ![Middleburg, VA is a beautiful and sweet little town. During the first weekend of December, the town celebrates the holidays with a parade of horses and hounds, ready for the fox hunt; performances from area schools; even more horses; and all the corgis you could ever need. While I was only a visitor, I felt like I was a part of the small town joy and excitement for the holiday. This is certainly something I'll go back to! #virginia #parades #holidays](https://images.trvl-media.com/place/55837/035eff7a-dec7-4c43-8534-b04184b77b25.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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[The Golf Club at Lansdowne ](https://expedia.com/The-Golf-Club-At-Lansdowne-Leesburg.d553248621532662015.Vacation-Attraction) - [Dinosaur Land ](https://expedia.com/Dinosaur-Land-White-Post.d553248621532661835.Vacation-Attraction) - [Greenhill Winery & Vineyards ](https://expedia.com/Greenhill-Winery-Vineyards-Middleburg.d553248621532661879.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)