Title: 3 Stars Hotels in Old Town Winchester, Winchester from CA $138 - Find Cheap Old Town Winchester Hotels With 3 Stars | Expedia.ca [Old Town Winchester Travel Guide](https://expedia.ca/Winchester-Old-Town-Winchester.dx6164092)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Old Town Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Town-Winchester.d6164092.Car-Rental-Guide)[Old Town Winchester Vacations](https://expedia.ca/Old-Town-Winchester.d6164092.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/720fb116634761161ecda43d4ca150e7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 3 Stars Hotels in Old Town Winchester, Winchester from CA $138 ![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 Old Town Winchester 3 Star Hotels Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2025-10-03&endDate=2025-10-04&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2025-10-04&endDate=2025-10-05&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Old Town Winchester 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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/b1a55fc4.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) ### La Quinta Inn & Suites by Wyndham Winchester Winchester 9.2/10 Wonderful (2162) "Nicely renovated hotel with great room. " CA $136 CA $148 total includes taxes & fees Oct 26 - Oct 27 [](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) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/ee4df7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winchester Se-Historic Gateway by IHG Winchester 9.0/10 Wonderful (1001) "Great hotel! " CA $123 CA $138 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/d6b37fa1.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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/bff9ad76.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 (1005) "Perfect location to visit for business or pleasure!" CA $177 CA $200 total includes taxes & fees Oct 9 - Oct 10 [](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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/723a3b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/1b2ad59b.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 (883) " Nice hotel" CA $149 CA $163 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.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) ![Reception](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/51a72e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/0f2ede5e.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) ### Country Inn & Suites by Radisson, Winchester, VA Winchester 8.8/10 Excellent (1003) "Great place to stay!" CA $127 CA $138 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.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) ![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 sitting area](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a19abecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6a9fc093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Charles Town - Hollywood Casino Charles Town 8.6/10 Excellent (494) "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 $145 CA $177 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/b2c1f0d7.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) ![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 (1002) "Very dated. Very nice in common areas but rooms could use a renovation" CA $126 CA $143 total includes taxes & fees Nov 2 - Nov 3 [](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) ![View from property](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/dff66771.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) ![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 (542) "Great hotel!" CA $201 CA $225 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.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) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/802c0401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/0ecd0e18.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) ### TownePlace Suites by Marriott Winchester Winchester 8.8/10 Excellent (460) "Nice place to stay. Great staff and breakfast." CA $150 CA $163 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.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) ![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.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/3000000/2170000/2169500/2169428/037b096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winchester Winchester 8.8/10 Excellent (494) "A great stop for our family of four on a long drive home." CA $159 CA $180 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.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 (407) "Clean room and friendly staff. Air conditioning was very noisy and the inn needs some upkeep, but we would stay there again." CA $153 CA $183 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/52d84062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/a53cd216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/acf14b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Mary Rutherford Room](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/fead0911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B Charles Town 9.6/10 Exceptional (429) "Excellent accommodations and breakfast. " CA $221 CA $250 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/74557242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/c7865ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/742ed326_edited_20e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/b406fc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Front Royal Retreat Near Shenandoah River! Front Royal 10/10 Exceptional (5) "Nice place near skyline drive" [](https://www.expedia.ca/Front-Royal-Hotels-Chic-Front-Royal-Retreat-Near-Shenandoah-River.h98551264.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/10293e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/2f0feec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/8d10de7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/8dcc0cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Berkeley Springs Home w/ Fire Pit + Deck! Berkeley Springs [](https://www.expedia.ca/Berkeley-Springs-Hotels-Secluded-Berkeley-Springs-Home-W-Fire-Pit-Deck.h98550730.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546500/93546453/e21bbdd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546500/93546453/75da9952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546500/93546453/64f45331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546500/93546453/060a8796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Front Royal Hilltop Cabin w/ Panoramic Views! Boyce [](https://www.expedia.ca/Boyce-Hotels-Front-Royal-Hilltop-Cabin-W-Panoramic-Views.h93546453.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/2033a899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/2bccaef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/babf1778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/9c8c1183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny Front Royal Vacation Rental w/ Hot Tub! Front Royal [](https://www.expedia.ca/Front-Royal-Hotels-Sunny-Front-Royal-Vacation-Rental-W-Hot-Tub.h93204197.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/883a9cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/6ff83166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/896b7bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/5f1ab742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Front Royal Retreat ~ 1 Mi to National Park! Front Royal [](https://www.expedia.ca/Front-Royal-Hotels-Front-Royal-Retreat-1-Mi-To-National-Park.h93199813.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/bb54650e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/7f5a792a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/942c7487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/2e1b70c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home in Star Tannery w/ Private Backyard! Strasburg [](https://www.expedia.ca/Strasburg-Hotels-Cozy-Home-In-Star-Tannery-W-Private-Backyard.h98551827.Hotel-Information) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/625ce691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/73e0fc17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/7a2bf317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/a2f1f15d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Mi to Hollywood Casino: Charles Town Townhome! Charles Town [](https://www.expedia.ca/Charles-Town-Hotels-2-Mi-To-Hollywood-Casino-Charles-Town-Townhome.h109682488.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/c6a20e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/273e3905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/385f380b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/8ecefcab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin With Sunroom & Cacapon River Access! Capon Bridge 10/10 Exceptional (2) "We had a fantastic family trip. This was a great landing point to amazing outdoor adventures in the area. " [](https://www.expedia.ca/Capon-Bridge-Hotels-Cozy-Cabin-With-Sunroom-Cacapon-River-Access.h93207046.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-Old-Town-Winchester-Winchester-Hotels.s30-n6164092-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F3Star-Old-Town-Winchester-Winchester-Hotels.s30-n6164092-0.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 Old Town Winchester. ![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 $165 CA $186 total Oct 26 - Oct 27 includes taxes & fees 8.8/10 Excellent! (1,002 reviews) [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![L'Auberge Provencale Inn & Restaurant](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/8c81eb2d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### L'Auberge Provencale Inn & Restaurant 13630 Lord Fairfax Hwy, Boyce, VA CA $346 CA $382 total Oct 5 - Oct 6 includes taxes & fees 9.4/10 Exceptional! (172 reviews) [](https://expedia.ca/Winchester-Hotels-LAuberge-Provencale.h15945622.Hotel-Information) ![Hillbrook Inn](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/eaa4b7cf_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hillbrook Inn 4490 Summit Point Road, Charles Town, WV CA $264 CA $331 total Oct 15 - Oct 16 includes taxes & fees 9.4/10 Exceptional! (121 reviews) [](https://expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) Still don't see what you're looking for? [See all properties in Old Town Winchester.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=6164092&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=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=6164092&star=30&star=30&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=6164092&star=30&star=30&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=6164092&star=30&star=30&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=6164092&star=30&star=30&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=04%2F10%2F2025&endDate=05%2F10%2F2025®ionId=6164092&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 Old Town Winchester Hotel Reviews ![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 "Convenient off I-81, clean, quiet,nice warm breakfast, even great dark roast coffee. Will definitely make this a stop on our way south annually" [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.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 room was spacious. " [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![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 "Loca" [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.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 "Beautiful and comfortable room, which was very quiet and very clean. I would definitely stay here again and would recommend it to anyone. Our only issue was an electrical outlet in the bathroom that did not work. The front desk put in an immediate request for maintenance to fix it. Other than that, it was a perfect day." [](https://expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![The Inn at Charles Town - Hollywood Casino](//images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/fd85fd97_y.jpg) ### The Inn at Charles Town - Hollywood Casino 10/10 Excellent "A very nice hotel, nice casino. I was surprised that there’s nothing else there. There are no restaurants except in the casino and most of them were closed. No shopping are stores? A nice hotel and casino, Nothing else!" [](https://expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ## Frequently asked questions ### What are the best 3-star hotels in Old Town Winchester? > For a comfy and relaxed getaway in or near Old Town Winchester, it's hard to beat [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information). This 3-star hotel is one of the best hotels in the area according to reviews by Expedia customers. ### How much does it cost to stay in a 3-star hotel in Old Town Winchester? > Make use of Expedia's filters to lock in a great-value 3-star hotel for your upcoming Old Town Winchester escape. Just set your budget with our handy pricing tool. You can also pick the amenities you want, favourite neighbourhood and loads more. > > > > - Search for the lowest price per night right now from CA $186 ### What is the difference between a 4-star and 3-star hotel in Old Town Winchester? > Relaxation is easy to find in 3-star hotels in Old Town Winchester. Besides a cozy environment, these lower-priced properties come with plenty of welcome amenities like free WiFi, in-room coffee maker and a gym. A 4-star hotel offers a more sophisticated experience with upmarket features such as a spa centre, indoor or outdoor swimming pool and more spacious rooms. 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[Appleland Sports Center](https://www.expedia.ca/Appleland-Sports-Center-Stephens-City.d553248621587477489.Vacation-Attraction) - [Jim Barnett Park](https://www.expedia.ca/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction) - [Winchester Vacations](https://www.expedia.ca/Winchester.d6056879.Destination-Travel-Guides) - [Budget Rental Cars in Winchester](https://www.expedia.ca/Budget-Car-Rentals-In-Winchester.d6056879-c39.Car-Rental-Guide-Suppliers) - [Car rental Winchester](https://www.expedia.ca/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide) - [National Car Rental Rental Cars in Winchester](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Winchester.d6056879-c42.Car-Rental-Guide-Suppliers) - [Winchester Vacation Rentals](https://www.expedia.ca/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals) - [Things to do in Winchester](https://www.expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities) - [Book Hotels in Old Town Winchester on Expedia.com](https://www.expedia.com/3Star-Old-Town-Winchester-Winchester-Hotels.s30-n6164092-0.Travel-Guide-Filter-Hotels)