Title: 3 Stars Hotels in Upperville, Virginia from CA $140 - Find Cheap Upperville Hotels With 3 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 3 Stars Hotels in Upperville, Virginia from CA $140 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 3 Star Hotels Tonight [Sep 22 - Sep 23](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-09-22&endDate=2025-09-23&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-09-23&endDate=2025-09-24&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-09-26&endDate=2025-09-28&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Upperville 3 Star Hotels ## Our top choices for Upperville 3-star hotels ![Exterior](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/ffce1877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/d78ffc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/41cd029b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Winchester Winchester 9.2/10 Wonderful (2162) "Would stay again if in the area. " CA $149 CA $162 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/b6f40366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/ee4df7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Additional Living Area)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/aeec97ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winchester Se-Historic Gateway by IHG Winchester 9.0/10 Wonderful (1011) "Great hotel! " CA $128 CA $144 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/bff9ad76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/a8e7d0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The George Washington Hotel, A Wyndham Grand Hotel Old Town Winchester 9.4/10 Exceptional (1010) "Perfect location to visit for business or pleasure!" CA $175 CA $198 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/cab9baeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/723a3b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/5ea79918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Winchester Winchester 8.8/10 Excellent (877) "Nice rooms, staff was friendly " CA $148 CA $160 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/8b84b0a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/577b6802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/dc65ce36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Dulles North Ashburn 8.4/10 Very good (1009) "Nice quality hotel at a good price. " CA $158 CA $180 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/e0021d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/b06f3533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/51a72e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Winchester, VA Winchester 8.8/10 Excellent (1017) "Great place to stay!" CA $129 CA $140 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292875/f20ccd8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views, serves dinner and happy hour](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292875/w4000h2662x0y0-a0735c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views, serves dinner and happy hour](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292875/825dc44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292875/8b50fc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Dulles Airport North Ashburn 8.2/10 Very good (1004) "Clean and Easy to check in" CA $150 CA $171 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Ashburn-Hotels-Aloft-Dulles-Airport-North.h2292875.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/79fcba7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/671c5bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/07cd4f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/0d6997c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Haymarket Haymarket 9.4/10 Exceptional (222) "Great place to stay" CA $212 CA $246 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Haymarket-Hotels-Hilton-Garden-Inn-Haymarket.h73560131.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/fd85fd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a19abecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a984ecc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/29d89638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Charles Town - Hollywood Casino Charles Town 8.6/10 Excellent (491) "It is convenient to the casino and racetrack. The continental breakfast was average at best. For a tremendous breakfast try the Charlestown Family Diner across the street from this property." CA $128 CA $158 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/ac575b89.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/1000000/120000/117800/117743/9fc99c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/1687542a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/6b1b10e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Winchester Winchester 9.0/10 Wonderful (1003) "Front desk person was very helpful" CA $130 CA $147 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/0776aa15.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/37000000/36350000/36342700/36342604/252865be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/e6a24681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/055110cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Front Royal Front Royal 9.6/10 Exceptional (536) "Great hotel!" CA $199 CA $222 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19220000/19217900/19217874/cbf060ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/20000000/19220000/19217900/19217874/8a8239cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/20000000/19220000/19217900/19217874/8b616428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/20000000/19220000/19217900/19217874/8de1d566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Charles Town Charles Town 9.6/10 Exceptional (771) "This is my second time here in four years and it was just as impeccable this time as it was last time. Check in was simple, the location is convenient with plenty of eating options and shuttle to the casino." CA $198 CA $222 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Martinsburg-Hotels-Home2-Suites-By-Hilton-Charles-Town.h19217874.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23840000/23830700/23830689/1a383aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/24000000/23840000/23830700/23830689/09252c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23840000/23830700/23830689/32185308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Accessible (Hearing)](https://images.trvl-media.com/lodging/24000000/23840000/23830700/23830689/afbbc020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Chantilly Dulles Airport Chantilly 8.8/10 Excellent (351) "Love the helpfulness of the staff and the complimentary bag and water at check in!" CA $206 CA $235 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Chantilly-Hotels-Home2-Suites-By-Hilton-Chantilly-Dulles-Airport.h23830689.Hotel-Information) ![Snack bar](https://images.trvl-media.com/lodging/3000000/2820000/2811000/2810999/7d94fcda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2820000/2811000/2810999/e995a88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/3000000/2820000/2811000/2810999/054ae58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2820000/2811000/2810999/a21d7855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Leesburg Leesburg 9.2/10 Wonderful (523) "Great stay " CA $186 CA $214 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Leesburg-Hotels-Homewood-Suites-By-Hilton-Leesburg.h2810999.Hotel-Information) ![In-room safe, desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/c096d0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/7c860f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/802c0401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/b1c7d60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Winchester Winchester 8.8/10 Excellent (458) "Nice place to stay. Great staff and breakfast." CA $148 CA $161 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603707/8a90ec52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603707/bc07ce72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603707/000c8831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603707/18bdba4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Leesburg Leesburg 9.8/10 Exceptional (190) "The perfect hotel in Leesburg! " CA $222 CA $255 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Leesburg-Hotels-Home2-Suites-By-Hilton-Leesburg.h90603707.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/7000000/6850000/6846200/6846102/ac66fb6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6850000/6846200/6846102/ab0dab8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6850000/6846200/6846102/a13d0db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/7000000/6850000/6846200/6846102/08345073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Airlie Hotel Warrenton 8.8/10 Excellent (316) "We love the old charm this hotel offers, while the rooms are cozy and new!" CA $185 CA $223 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Warrenton-Hotels-Airlie-Hotel.h6846102.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a36008d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a948cd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winchester Winchester 8.8/10 Excellent (492) "Having the restaurant on site is so convenient!" CA $169 CA $191 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f3c32a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/264bfdf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/098eec3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/2db74ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loudoun Valley Manor Waterford 9.6/10 Exceptional (265) "Very quiet and friendly staff" CA $196 CA $224 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/299522c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/b112d555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/2f175422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/d6942b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wayside Inn Middletown 9.2/10 Wonderful (406) "Rooms and property were beautiful. Wish they provided garbage cans and ash trays for outdoor seating. " CA $125 CA $152 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.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%2F3Star-Upperville-Hotels.s30-0-d184116.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F3Star-Upperville-Hotels.s30-0-d184116.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Upperville. ![Lansdowne Resort and Spa](https://images.trvl-media.com/lodging/1000000/30000/27700/27700/5ae32850_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Lansdowne Resort and Spa 44050 Woodridge Pkwy, Leesburg, VA CA $268 CA $357 total Sep 30 - Oct 1 includes taxes & fees 8.6/10 Excellent! (1,004 reviews) [](https://expedia.ca/Leesburg-Hotels-Lansdowne-Resort-And-Spa.h27700.Hotel-Information) ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 111 Hospitality Drive, Front Royal, VA CA $151 CA $171 total Sep 28 - Sep 29 includes taxes & fees 8.8/10 Excellent! (1,006 reviews) [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Hotel Burg](https://images.trvl-media.com/lodging/115000000/114280000/114275900/114275854/2337af83_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Burg 208 S King Street, Leesburg, VA CA $395 CA $455 total Sep 29 - Sep 30 includes taxes & fees 9.6/10 Exceptional! (21 reviews) [](https://expedia.ca/Leesburg-Hotels-Hotel-Burg.h114275854.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=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=184116&star=30) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=184116&star=30&star=30&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=184116&star=30&star=30&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=184116&star=30&star=30&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=184116&star=30&star=30&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®ionId=184116&star=30&star=30&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. ## Top Upperville Hotel Reviews ![Country Inn & Suites by Radisson, Winchester, VA](//images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Wifi could be a bit better" [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](//images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 10/10 Excellent "The hotel was very nice and the staff was great! Check-in was easy and very helpful. We had our breakfast included which worked out well. Tina, our server, was above and beyond. She was so friendly and offered my husband a few suggestions which was wonderful. Highly recommend anyone staying there. " [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Courtyard by Marriott Winchester](//images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36_y.jpg) ### Courtyard by Marriott Winchester 10/10 Excellent "Very clean and the employees hospitality was outstanding. " [](https://expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![Hilton Garden Inn Dulles North](//images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b_y.jpg) ### Hilton Garden Inn Dulles North 10/10 Excellent "Had a good experience, the staff were warm, professional and attentive to every detail. Check in was smooth, and the room was very good. " [](https://expedia.ca/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Easy access to the highway as we passed through. " [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ## Find out more about Upperville The top 3 Stars hotels in Upperville, Upperville may offer some of the best discounts and rates, but these properties are anything but average. Travelers love Upperville 3 Stars hotels for their top quality services, just-like-home amenities, and wallet-friendly prices. You can even get access to fantastic perks like delectable restaurants, so-cool cocktail bars, and spacious fitness centres. Use the travel tools at Expedia.ca to find a cheap deal on a 3 Stars upscale hotel in Upperville for a first-class experience, or book an inexpensive rate on one of the cheap 3 Stars hotels in Upperville neighbourhoods near the city’s best attractions. We’ll even help you find vacation packages to go with your three star hotel in Upperville. From last-minute work trips to long-awaited family getaways, we offer all the essentials you need to enjoy your jaunt through Upperville. ## Frequently asked questions ### How much does it cost to stay in a 3-star hotel in Upperville? > Uncover the ideal trifecta of affordability, quality and comfort at a 3-star hotel in Upperville with our filters. Enter your preferred travel dates and then narrow down your search according to the amount you want to spend per night. > > > > - Search for the lowest price per night right now from CA $171 ### What is the difference between a 4-star and 3-star hotel in Upperville? > The principal difference between a 3- and 4-star hotel in Upperville will be the level of service and access to creature comforts. 3-star hotels are typically lower priced and offer the services and amenities required to be comfortable, such as WiFi, a gym and breakfast. You can look forward to a bit more at a 4-star hotel — think upmarket décor, deluxe toiletries and extra touches like on-site spas. ### What is the difference between a 3-star hotel and a motel in Upperville? > Motels typically offer more economical rates compared to hotels, which makes them perfect if you're touring around Upperville on a set budget. A good option for overnight stays, these roadside escapes have simply furnished rooms, basic services and on-site parking. Choose a 3-star hotel and you can expect to pay extra for additional privacy, space and amenities. 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