Title: 2 Stars Hotels in Upperville, Virginia from CA $106 - Find Cheap Upperville Hotels With 2 Stars | Expedia.ca [Upperville Travel Guide](https://expedia.ca/Upperville.dx184116)[Hotels in Upperville](https://expedia.ca/Upperville-Hotels.d184116.Travel-Guide-Hotels)[Vacation Rentals in Upperville](https://expedia.ca/Upperville-Vacation-Rentals.d184116.Travel-Guide-VacationRentals)[Flights to Upperville](https://expedia.ca/Cheap-Flights-To-Upperville.d184116.Travel-Guide-Flights)[Upperville Car Rentals](https://expedia.ca/Car-Rentals-In-Upperville.d184116.Car-Rental-Guide)[Upperville Vacation Packages](https://expedia.ca/Upperville.d184116.Destination-Travel-Guides) ![Welcome sign to Upperville Virginia in Fauquier County.](https://images.trvl-media.com/place/184116/deb8a32e-602b-43b9-802d-e775f9221444.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/184116/deb8a32e-602b-43b9-802d-e775f9221444.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Upperville 2 Star Hotels Tonight [Mar 27 - Mar 28](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-03-27&endDate=2026-03-28&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 28 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-03-28&endDate=2026-03-29&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-03-27&endDate=2026-03-29&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-04-03&endDate=2026-04-05&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Upperville 2-star hotels ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/554af346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/3c1fc37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/8d7910b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/36f985f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Winchester near University [](https://www.expedia.ca/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) Winchester 7.8/10 Good (1,001 reviews) "The room was very clean. The staff are friendly. Nice place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dian CA $117 CA $127 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/bcd21d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/78ef809c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/4898914b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/addefec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Leesburg Hotel & Conference Center [](https://www.expedia.ca/Leesburg-Hotels-Best-Western-Leesburg-Hotel-Conference-Center.h12669.Hotel-Information) Leesburg 8.0/10 Very good (1,003 reviews) "The staff is excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheray CA $128 CA $148 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Leesburg-Hotels-Best-Western-Leesburg-Hotel-Conference-Center.h12669.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/718360d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/de680848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/de613884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/a5edbe69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Gainesville-Haymarket [](https://www.expedia.ca/Gainesville-Hotels-Hampton-Inn-By-Hilton-Gainesville-Haymarket.h1828858.Hotel-Information) Gainesville 8.8/10 Excellent (1,001 reviews) "Very clean, welcoming staff, rooms smelled good and the breakfast was nice! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison CA $171 CA $195 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Gainesville-Hotels-Hampton-Inn-By-Hilton-Gainesville-Haymarket.h1828858.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/d75699e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/46c6647f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/38c13d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/fcd6e875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Charles Town by IHG [](https://www.expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) Charles Town 9.2/10 Wonderful (1,001 reviews) "Friendly staff Clean room Good breakfast Nice place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $154 CA $174 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/5447905f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/7284efb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/3eaf7092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Winchester [](https://www.expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) Winchester 9.2/10 Wonderful (1,457 reviews) "Everything,room was amazing, staff so friendly, breakfast very good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas Gary CA $124 CA $135 total includes taxes & fees Apr 22 - Apr 23 [](https://www.expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/8506bf92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/f8e3941a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/c6c8c1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Winchester [](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) Winchester 9.4/10 Exceptional (1,089 reviews) "Great location; easy access off hwy. Very nice staff; clean room; comfortable beds and nice breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa CA $155 CA $169 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/59fee1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/48abce5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/1ea65ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/610f0a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Leesburg, VA [](https://www.expedia.ca/Leesburg-Hotels-Red-Roof-Inn-Leesburg.h17577.Hotel-Information) Leesburg 8.6/10 Excellent (1,001 reviews) "Room was clean, staff pleasant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad CA $114 CA $132 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Leesburg-Hotels-Red-Roof-Inn-Leesburg.h17577.Hotel-Information) ![Free on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101849/60a92697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Refrigerator](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101849/ae854ecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101849/c25e3790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101849/0367093c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Warrenton by IHG [](https://www.expedia.ca/Warrenton-Hotels-Holiday-Inn-Express-Hotel-Suites-Warrenton.h1101849.Hotel-Information) Warrenton 8.8/10 Excellent (789 reviews) "Clean, quiet, comfortable bed, nice breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martin CA $170 CA $186 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Warrenton-Hotels-Holiday-Inn-Express-Hotel-Suites-Warrenton.h1101849.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/c93a366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/8a97ffc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/636f5ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) Winchester 9.4/10 Exceptional (826 reviews) "Beautiful hotel and room. Accessible room was perfect. Staff was friendly right from check-in. Would highly recommend this hotel to anyone who needs an accessible room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $157 CA $171 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/cb7df1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/5a90060e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/9b09e95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/20e2fa6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Charles Town/Harpers Ferry [](https://www.expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) Charles Town 8.0/10 Very good (1,000 reviews) "Very accessible to restaurants and stores" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $94 CA $106 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/19e0634f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/e1711cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/38eadba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/bf0bfb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Winchester [](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) Winchester 8.6/10 Excellent (1,076 reviews) "Very clean and great rates will stay again if in the area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindi CA $98 CA $107 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/ec2efbf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/579e9981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/4441f7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with satellite channels, TV](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/26679b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Charles Town [](https://www.expedia.ca/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.Hotel-Information) Charles Town 9.4/10 Exceptional (1,000 reviews) "Room was nice, breakfast was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kKathryn CA $169 CA $190 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/w3840h2556x0y4-810f7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/40efde4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/w3840h2556x0y4-a519cf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/54c3ac5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Front Royal [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) Front Royal 9.0/10 Wonderful (1,000 reviews) "All the staff members were so nice and kind!! The hotel room I booked were very clean and spotless, and the breakfast was even fresh too!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenny CA $158 CA $175 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18830000/18825400/18825311/c8accf68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18830000/18825400/18825311/w4000h2665x0y2-1fa3e128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/19000000/18830000/18825400/18825311/3c9e3b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/19000000/18830000/18825400/18825311/4be9facf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Gainesville Haymarket [](https://www.expedia.ca/Gainesville-Hotels-SpringHill-Suites-By-Marriott-Gainesville-Haymarket.h18825311.Hotel-Information) Gainesville 9.4/10 Exceptional (350 reviews) "The pool was enjoyable, was heated. The staff was so pleasant. Breakfast was great!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) linda CA $276 CA $314 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Gainesville-Hotels-SpringHill-Suites-By-Marriott-Gainesville-Haymarket.h18825311.Hotel-Information) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/df57d4c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/50a8a526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/5ecd1977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/50f48069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn Harpers Ferry - Charles Town [](https://www.expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) Harpers Ferry 7.8/10 Good (1,003 reviews) "Yes, excellent service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis CA $123 CA $138 total includes taxes & fees Apr 26 - Apr 27 [](https://www.expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/600000/596500/596430/c6a38a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Mobility Accessible (Communications)](https://images.trvl-media.com/lodging/1000000/600000/596500/596430/3cb0e21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/600000/596500/596430/064e342d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/600000/596500/596430/f9518b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Leesburg - Historic District by IHG [](https://www.expedia.ca/Leesburg-Hotels-Holiday-Inn-Express-And-Suites-Leesburg-Historic-District.h596430.Hotel-Information) Leesburg 9.0/10 Wonderful (1,000 reviews) "Great hotel in town" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $176 CA $202 total includes taxes & fees Apr 26 - Apr 27 [](https://www.expedia.ca/Leesburg-Hotels-Holiday-Inn-Express-And-Suites-Leesburg-Historic-District.h596430.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/c10d527c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/9346d5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/w3833h2558x3y0-bd1d265f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/800932de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winchester-University/Mall Area [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) Winchester 9.0/10 Wonderful (1,000 reviews) "All good. Clean, nice hotel for us, a one night stay for traveling. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $139 CA $157 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/4a54bb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/472dffdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/28c2a2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/726eef71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Stephens City - Winchester South [](https://www.expedia.ca/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) Stephens City 8.0/10 Very good (644 reviews) "Great location safe area clean rooms good price" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine CA $114 CA $124 total includes taxes & fees Apr 26 - Apr 27 [](https://www.expedia.ca/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/910000/904500/904487/e0ea3672_edited_0766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/904500/904487/fc4681f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/910000/904500/904487/171ef3cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/910000/904500/904487/7b0afccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Leesburg [](https://www.expedia.ca/Leesburg-Hotels-Hampton-Inn-Suites-Leesburg.h904487.Hotel-Information) Leesburg 8.6/10 Excellent (891 reviews) "great breakfast and rooms were super clean. great staff and convenient location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald CA $135 CA $155 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Leesburg-Hotels-Hampton-Inn-Suites-Leesburg.h904487.Hotel-Information) ![Free breakfast](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/c973829f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/9a6cb431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/41ddd3dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/38eae75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Winchester by IHG [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.Hotel-Information) Winchester 9.0/10 Wonderful (825 reviews) "The hotel was clean, the staff friendly. Pool was well maintained and the breakfast was decent for being included. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly CA $169 CA $184 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Upperville-Hotels.s20-0-d184116.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Upperville-Hotels.s20-0-d184116.Travel-Guide-Filter-Hotels) ## Explore similar 3-star hotels Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Upperville. ![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/d7802d8b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Garden Inn Dulles North 22400 Flagstaff Plaza Ashburn VA CA $152 CA $173 total Apr 3 - Apr 4 includes taxes & fees 8.4/10 Very Good! (1,001 reviews) [](https://expedia.ca/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Winchester Se-Historic Gateway by IHG 333 Front Royal Pike Winchester VA CA $122 CA $137 total Apr 5 - Apr 6 includes taxes & fees 9/10 Wonderful! (1,000 reviews) [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### La Quinta Inn & Suites by Wyndham Winchester 1055 Millwood Pike, Route 50 East Winchester VA CA $148 CA $161 total Mar 29 - Mar 30 includes taxes & fees 9.2/10 Wonderful! (2,271 reviews) [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) Still don't see what you're looking for? [See all properties in Upperville.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026®ionId=184116&star=20) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026®ionId=184116&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026®ionId=184116&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026®ionId=184116&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026®ionId=184116&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026®ionId=184116&star=20&star=20&amenities=WATER_PARK) 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. ## Learn more about Upperville Hunt country elegance shines at the historic Upperville Horse Show, America's oldest running exhibition where equestrians compete each June. Wander through the quaint village to discover stone buildings, antique shops, and Sky Meadows State Park's hiking trails nearby in Paris. [See all hotels in Upperville](https://www.expedia.ca/Hotel-Search?startDate=2026-04-10&endDate=2026-04-11&adults=2®ionId=184116) ![Welcome sign to Upperville Virginia in Fauquier County.](https://images.trvl-media.com/place/184116/deb8a32e-602b-43b9-802d-e775f9221444.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Upperville Hotel Reviews ![Red Roof Inn Leesburg, VA](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/59fee1fb_y.jpg) ### Red Roof Inn Leesburg, VA 8/10 Good "Clean room in good condition. Friendly staff, especially in the breakfast area. Need to improve cleanliness in the front area of the property." [](https://expedia.ca/Leesburg-Hotels-Red-Roof-Inn-Leesburg.h17577.Hotel-Information) ## Find out more about Upperville Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Upperville, Upperville you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions. Several of the best hotels with 2 Stars in Upperville are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. 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