Title: 3 Stars Hotels in Old Town Winchester, Winchester from CA $123 - 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) ![The Courthouse in Winchester, Virginia.](https://images.trvl-media.com/place/6164092/74e89cff-4502-4b70-84ac-0bb3e6917b82.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6164092/74e89cff-4502-4b70-84ac-0bb3e6917b82.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 Old Town Winchester 3 Star Hotels Tonight [Mar 22 - Mar 23](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2026-03-22&endDate=2026-03-23&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 23 - Mar 24](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2026-03-23&endDate=2026-03-24&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2026-03-27&endDate=2026-03-29&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2026-04-03&endDate=2026-04-05&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Old Town Winchester 3-star hotels ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.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) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/d236d605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winchester Se-Historic Gateway by IHG [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) Winchester 9.0/10 Wonderful (1,003 reviews) "very nice hotel,very clean" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Maria CA $130 CA $146 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/d8a75afe.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) ![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 [](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) Winchester 9.2/10 Wonderful (2,274 reviews) "Great hotel stay for our trip down soutg! Very clean and very nice rooms- very quiet!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $143 CA $156 total includes taxes & fees Apr 21 - Apr 22 [](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![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) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/31f87045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/50dde1f0.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 [](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) Old Town Winchester 9.4/10 Exceptional (1,001 reviews) "Location of hotel is great for walking to restaurants and shops. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $168 CA $190 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/1b2ad59b.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) ![Down comforters, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/fa968ddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) Winchester 9.0/10 Wonderful (947 reviews) "Room was clean and comfy. Hotel staff were very nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abigail CA $147 CA $160 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6291b142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/cb927ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/61b207d7.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 [](https://www.expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) Charles Town 8.6/10 Excellent (548 reviews) "Had the breakfast which was very good with the selection that was offered very clean room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon M CA $165 CA $198 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/0de00556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/b20fa3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Select Comfort beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/b107c420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/f063e2e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information) Winchester 9.0/10 Wonderful (828 reviews) "We stay here a lot and it is always consistently clean and service is great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim CA $127 CA $138 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/a391dd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/39b30783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/b42e7086.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/2000000/1660000/1652900/1652833/f49e1754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Winchester, VA [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) Winchester 8.8/10 Excellent (1,001 reviews) "Convenient location, clean room, and nice breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ting CA $125 CA $136 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/50595509.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/37000000/36350000/36342700/36342604/050b5ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/dcb5b936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/673fcd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Front Royal [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) Front Royal 9.6/10 Exceptional (568 reviews) "Clean room, friendly and helpful staff, good breakfast, I would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $156 CA $175 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/4baca37a.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) ![Pool](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/cd7ad69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Winchester [](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) Winchester 9.0/10 Wonderful (1,002 reviews) "Clean and excellent staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $123 CA $139 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/ce971938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/e8d6877f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/34142b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/29f2198e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Strasburg Shenandoah Valley [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information) Strasburg 9.0/10 Wonderful (1,000 reviews) "Asked for quiet floor after a long week of travels for work and he put me on the 4th floor Was super quiet , super clean and breakfast was decent," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) angie CA $155 CA $173 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/0ecd0e18.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) ![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) ### TownePlace Suites by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) Winchester 8.8/10 Excellent (493 reviews) "Great place to rest. Clean and family/pet friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noe CA $155 CA $169 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.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) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/ab47e230.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 [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) Winchester 8.8/10 Excellent (524 reviews) "Staff is attentive, rooms are big and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $145 CA $164 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/30ef090b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/6f99e56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/52d84062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/0f03a335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) Charles Town 9.6/10 Exceptional (443 reviews) "Excellent accommodations and breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $231 CA $261 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/a3d72fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/06bbe3a4.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) ![Point of interest](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/9e80fe83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wayside Inn [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) Middletown 9.2/10 Wonderful (426 reviews) "Old building but clean and very comfortable. Perfect spot and price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline CA $99 CA $123 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/125000000/124030000/124020600/124020522/985bcde3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/125000000/124030000/124020600/124020522/fbba5f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Winchester [](https://www.expedia.ca/Winchester-Hotels-Home2-Suites-By-Hilton-Winchester.h124020522.Hotel-Information) Winchester CA $134 CA $152 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Winchester-Hotels-Home2-Suites-By-Hilton-Winchester.h124020522.Hotel-Information) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/39556d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/de28d4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/61a4e3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/dfe6045a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great for Families! Townhome 9 Mi to Harpers Ferry [](https://www.expedia.ca/Charles-Town-Hotels-Charles-Town-Townhome-4-Mi-To-Hollywood-Casino.h101845369.Hotel-Information) Charles Town [](https://www.expedia.ca/Charles-Town-Hotels-Charles-Town-Townhome-4-Mi-To-Hollywood-Casino.h101845369.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/d3249f0d.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) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/16bc82db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/11c8962f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Berkeley Springs Home: Escape to Nature! [](https://www.expedia.ca/Berkeley-Springs-Hotels-Secluded-Berkeley-Springs-Home-W-Fire-Pit-Deck.h98550730.Hotel-Information) Berkeley Springs [](https://www.expedia.ca/Berkeley-Springs-Hotels-Secluded-Berkeley-Springs-Home-W-Fire-Pit-Deck.h98550730.Hotel-Information) ![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/bae86f26.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! [](https://www.expedia.ca/Front-Royal-Hotels-Chic-Front-Royal-Retreat-Near-Shenandoah-River.h98551264.Hotel-Information) Front Royal 10/10 Exceptional (6 reviews) "Nice place near skyline drive" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timmy [](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/99000000/98560000/98551900/98551827/1a66ff34.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/b660e49b.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/e653d99b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home in Star Tannery w/ Private Backyard! [](https://www.expedia.ca/Strasburg-Hotels-Cozy-Home-In-Star-Tannery-W-Private-Backyard.h98551827.Hotel-Information) Strasburg [](https://www.expedia.ca/Strasburg-Hotels-Cozy-Home-In-Star-Tannery-W-Private-Backyard.h98551827.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/1dc0803d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/1a3a90ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/7eaba39d.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) ### Front Royal Retreat \~ 1 Mi to National Park! [](https://www.expedia.ca/Front-Royal-Hotels-Front-Royal-Retreat-1-Mi-To-National-Park.h93199813.Hotel-Information) Front Royal [](https://www.expedia.ca/Front-Royal-Hotels-Front-Royal-Retreat-1-Mi-To-National-Park.h93199813.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 $132 CA $145 total Apr 12 - Apr 13 includes taxes & fees 9/10 Wonderful! (1,001 reviews) [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Hillbrook Inn](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/7b9d69e3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hillbrook Inn 4490 Summit Point Road Charles Town WV CA $203 CA $262 total Mar 30 - Mar 31 includes taxes & fees 8.6/10 Excellent! (676 reviews) [](https://expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) ![L'Auberge Provencale Inn & Restaurant](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/22bccc43_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### L'Auberge Provencale Inn & Restaurant 13630 Lord Fairfax Hwy Boyce VA CA $283 CA $312 total Mar 23 - Mar 24 includes taxes & fees [](https://expedia.ca/Winchester-Hotels-LAuberge-Provencale.h15945622.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=23%2F03%2F2026&endDate=24%2F03%2F2026®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=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=6164092&star=30&star=30&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=6164092&star=30&star=30&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=6164092&star=30&star=30&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=6164092&star=30&star=30&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®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](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 6/10 Okay "Breakfast was good. Room layout was awful. Not sure why the shower had stained glass exposed to the whole room, when a family member went to the bathroom in the night the whole room lit up. Room was rated for 5\. No pullout couch, only 2 beds. Pool was heated and great!" [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Courtyard by Marriott Winchester](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/1b2ad59b_y.jpg) ### Courtyard by Marriott Winchester 10/10 Excellent "Great room and hotel for the price, the room was spacious and clean. The staff were excellent, very friendly and went above and beyond. The lobby was a great place to hang out with friends that we met there. The pool was nice, went swimming once and we had the place to ourselves. There’s also a gas station, Walmart and a few restaurants on the next street over which was convenient " [](https://expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/a391dd61_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 6/10 Okay "Hotel was OK. Room had a cat like odor too it. Indoor pool was out of service and shower did not get very hot. Staff was friendly but hotel definitely needs some repairs and updates." [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Fairfield Inn & Suites by Marriott Winchester](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/0de00556_y.jpg) ### Fairfield Inn & Suites by Marriott Winchester 10/10 Excellent "The hotel was spotless, the breakfast options were wonderful, oatmeal, waffles, bacon, sausage, eggs, fresh fruit with toppings, cereal, bagels, toast, etc. The lady overseeing the breakfast was kind and did a great job. Kudos to her!!" [](https://expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 6/10 Okay "Yes" [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![The Inn at Charles Town - Hollywood Casino](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6291b142_y.jpg) ### The Inn at Charles Town - Hollywood Casino 10/10 Excellent "Clean, little out dated but a great place to stay. Staff were so friendly. Perfect for if you are spending any time at the casino especially with the shuttle that runs. " [](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? ### How much does it cost to stay in a 3-star hotel in Old Town Winchester? > - Search for the lowest price per night right now from CA $145 ### What is the difference between a 4-star and 3-star hotel in Old Town Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [1 Star Hotels in Rosemont ](https://www.expedia.ca/1Star-Rosemont-Washington-Hotels.s10-n553248635976481762-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Seminary Hill ](https://www.expedia.ca/1Star-Seminary-Hill-Washington-Hotels.s10-n553248635976472005-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Syria ](https://www.expedia.ca/1Star-Syria-Hotels.s10-0-d184113.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Mason Neck ](https://www.expedia.ca/2Star-Mason-Neck-Hotels.s20-0-d553248635975866256.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Alexandria ](https://www.expedia.ca/3Star-Alexandria-Hotels.s30-0-d5980.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Arlington ](https://www.expedia.ca/3Star-Arlington-Hotels.s30-0-d6236.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Crystal City ](https://www.expedia.ca/3Star-Crystal-City-Washington-Hotels.s30-n6277849-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Culpeper ](https://www.expedia.ca/3Star-Culpeper-Hotels.s30-0-d10640.Travel-Guide-Filter-Hotels) - [3 Star Hotels in East Falls Church ](https://www.expedia.ca/3Star-East-Falls-Church-Washington-Hotels.s30-n553248635976481686-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Huntington ](https://www.expedia.ca/3Star-Huntington-Washington-Hotels.s30-n553248634999445878-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Linville ](https://www.expedia.ca/3Star-Linville-Hotels.s30-0-d553248635976007053.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Northern Virginia ](https://www.expedia.ca/3Star-Northern-Virginia-Hotels.s30-0-d6057018.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Arlington ](https://www.expedia.ca/4Star-Arlington-Hotels.s40-0-d6236.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Crystal City ](https://www.expedia.ca/4Star-Crystal-City-Washington-Hotels.s40-n6277849-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Douglas Park ](https://www.expedia.ca/4Star-Douglas-Park-Washington-Hotels.s40-n553248635976475935-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Quantico ](https://www.expedia.ca/4Star-Quantico-Hotels.s40-0-d6204547.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Stephens City ](https://www.expedia.ca/4Star-Stephens-City-Hotels.s40-0-d12076.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Winchester ](https://www.expedia.ca/4Star-Winchester-Hotels.s40-0-d6056879.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Alexandria ](https://www.expedia.ca/5Star-Alexandria-Hotels.s50-0-d5980.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Arlington ](https://www.expedia.ca/5Star-Arlington-Hotels.s50-0-d6236.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Ashburn ](https://www.expedia.ca/5Star-Ashburn-Hotels.s50-0-d6035055.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Baileys Crossroads ](https://www.expedia.ca/5Star-Baileys-Crossroads-Washington-Hotels.s50-n9534-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Dumfries ](https://www.expedia.ca/5Star-Dumfries-Hotels.s50-0-d6827.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Manassas ](https://www.expedia.ca/5Star-Manassas-Hotels.s50-0-d8779.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Northern Virginia ](https://www.expedia.ca/5Star-Northern-Virginia-Hotels.s50-0-d6057018.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Radiant ](https://www.expedia.ca/5Star-Radiant-Hotels.s50-0-d3000355258.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Radnor - Fort Myer Heights ](https://www.expedia.ca/5Star-Radnor-Fort-Myer-Heights-Washington-Hotels.s50-n553248635976470289-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Shenandoah Valley ](https://www.expedia.ca/5Star-Shenandoah-Valley-Hotels.s50-0-d6023341.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sterling ](https://www.expedia.ca/5Star-Sterling-Hotels.s50-0-d9843.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Vienna ](https://www.expedia.ca/5Star-Vienna-Hotels.s50-0-d7468.Travel-Guide-Filter-Hotels) - [Hotels near Apple Blossom Mall ](https://www.expedia.ca/Apple-Blossom-Mall-Hotels.0-l6164018-0.Travel-Guide-Filter-Hotels) - [Hotels near Bright Box Theater ](https://www.expedia.ca/Bright-Box-Theater-Hotels.0-l553248621561864843-0.Travel-Guide-Filter-Hotels) - [B&B in College Park ](https://www.expedia.ca/College-Park-Bed-And-Breakfast.d553248635975870482-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Vacation Homes in College Park ](https://www.expedia.ca/College-Park-Private-Vacation-Homes.d553248635975870482-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [B&B in Frederick County ](https://www.expedia.ca/Frederick-County-Bed-And-Breakfast.d553248635976431672-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Frederick County ](https://www.expedia.ca/Frederick-County-Cottages.d553248635976431672-aaCottages.Travel-Guide-Accommodation) - [Hotels near George Washington's Office ](https://www.expedia.ca/George-Washingtons-Office-Hotels.0-l6164042-0.Travel-Guide-Filter-Hotels) - [B&B in Jordan Springs ](https://www.expedia.ca/Jordan-Springs-Bed-And-Breakfast.d553248635975872368-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Jordan Springs ](https://www.expedia.ca/Jordan-Springs-Cottages.d553248635975872368-aaCottages.Travel-Guide-Accommodation) - [Villas in Jordan Springs ](https://www.expedia.ca/Jordan-Springs-Villas.d553248635975872368-aaVillas.Travel-Guide-Accommodation) - [Luxury Hotels in Kernstown ](https://www.expedia.ca/Kernstown-Hotels-Luxury-Hotel.0-0-d553248635975850140-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Kernstown Hotels ](https://www.expedia.ca/Kernstown-Hotels.d553248635975850140.Travel-Guide-Hotels) - [Hotels near Mt Hebron Cemetery ](https://www.expedia.ca/Mt-Hebron-Cemetery-Hotels.0-l553248621532661845-0.Travel-Guide-Filter-Hotels) - [Hotels near Patsy Cline Historic House ](https://www.expedia.ca/Patsy-Cline-Historic-House-Hotels.0-l553248621532661841-0.Travel-Guide-Filter-Hotels) - [Hotels near Rock Harbor Golf Course ](https://www.expedia.ca/Rock-Harbor-Golf-Course-Hotels.0-l553248621561864838-0.Travel-Guide-Filter-Hotels) - [Hotels near Shenandoah University ](https://www.expedia.ca/Shenandoah-University-Hotels.0-l6127311-0.Travel-Guide-Filter-Hotels) - [Apartments in Winchester ](https://www.expedia.ca/Winchester-Apartments.d6056879-aaApartments.Travel-Guide-Accommodation) - [B&B in Winchester ](https://www.expedia.ca/Winchester-Bed-And-Breakfast.d6056879-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Winchester ](https://www.expedia.ca/Winchester-Cottages.d6056879-aaCottages.Travel-Guide-Accommodation) - [Hotels near Winchester-Frederick County Convention & Visitors Bureau ](https://www.expedia.ca/Winchester-Frederick-County-Convention-Visitors-Bureau-Hotels.0-l553248621561864842-0.Travel-Guide-Filter-Hotels) - [Guest Houses in Winchester ](https://www.expedia.ca/Winchester-Guest-Houses.d6056879-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels with Bar in Winchester Historic District ](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Hotels-With-Bar.0-n918789051029594112-0-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Winchester Historic District ](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Pet-Friendly-Hotel.0-n918789051029594112-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Winchester Historic District ](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Spa-Hotel.0-n918789051029594112-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Winchester ](https://www.expedia.ca/Winchester-Hotels-Beach-Hotel.0-0-d6056879-tBeachHotel.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Winchester ](https://www.expedia.ca/Winchester-Hotels-Best-Western.0-0-d6056879--bBestWestern.Travel-Guide-Filter-Hotels) - [Casino Hotels in Winchester ](https://www.expedia.ca/Winchester-Hotels-Casino-Hotel.0-0-d6056879-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Winchester ](https://www.expedia.ca/Winchester-Hotels-Cheap-Hotels.0-0-d6056879-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Winchester ](https://www.expedia.ca/Winchester-Hotels-Historic-Hotel.0-0-d6056879-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Winchester ](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Balconies.0-0-d6056879-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Winchester ](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Free-Breakfast.0-0-d6056879-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Winchester ](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Free-Parking.0-0-d6056879-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Winchester ](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Indoor-Pool.0-0-d6056879-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Winchester ](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Kitchenettes.0-0-d6056879-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Winchester ](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Smoking-Rooms.0-0-d6056879-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Winchester ](https://www.expedia.ca/Winchester-Hotels-LGBT-Friendly-Hotel.0-0-d6056879-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Winchester ](https://www.expedia.ca/Winchester-Hotels-Luxury-Hotel.0-0-d6056879-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Winchester ](https://www.expedia.ca/Winchester-Hotels-Pet-Friendly-Hotel.0-0-d6056879-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Winchester ](https://www.expedia.ca/Winchester-Hotels-Shopping-Hotel.0-0-d6056879-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Winchester ](https://www.expedia.ca/Winchester-Hotels-Spa-Hotel.0-0-d6056879-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Winchester ](https://www.expedia.ca/Winchester-Hotels-Wedding-Hotels.0-0-d6056879-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winchester Hotels ](https://www.expedia.ca/Winchester-Hotels.d6056879.Travel-Guide-Hotels) - [Inns in Winchester ](https://www.expedia.ca/Winchester-Inns.d6056879-aaInns.Travel-Guide-Accommodation) - [Hotels near Winchester Medical Center ](https://www.expedia.ca/Winchester-Medical-Center-Hotels.0-l6164057-0.Travel-Guide-Filter-Hotels) - [Motels in Winchester ](https://www.expedia.ca/Winchester-Motels.d6056879-aaMotels.Travel-Guide-Accommodation) - [Flights to Winchester ](https://www.expedia.ca/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights) - [Flights from Winchester Regional ](https://www.expedia.ca/lp/airports/wgo/flights-from-winchester-regional-airport) - [Flights from Clear Brook ](https://www.expedia.ca/lp/flights/553248635975870250/flights-from-clear-brook) - [Flights from Blacksburg (BCB) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/bcb/wgo/blacksburg-to-winchester) - [Flights from Hartford (BDL) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/bdl/wgo/hartford-to-winchester) - [Flights from Baltimore (BWI) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/bwi/wgo/baltimore-to-winchester) - [Flights from Denver (DEN) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/den/wgo/denver-to-winchester) - [Flights from Dallas (DFW) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/dfw/wgo/dallas-to-winchester) - [Flights from El Paso (ELP) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/elp/wgo/el-paso-to-winchester) - [Flights from Fort Lauderdale (FLL) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/fll/wgo/fort-lauderdale-to-winchester) - [Flights from Greenville (GSP) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/gsp/wgo/greenville-to-winchester) - [Flights from Jacksonville (JAX) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/jax/wgo/jacksonville-to-winchester) - [Flights from Melbourne (MEL) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/mel/wgo/melbourne-to-winchester) - [Flights from Sarasota (SRQ) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/srq/wgo/sarasota-to-winchester) - [Flights from Syracuse (SYR) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/syr/wgo/syracuse-to-winchester) - [Flights from Calgary (YYC) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/yyc/wgo/calgary-to-winchester) - [Flights from Toronto (YYZ) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/yyz/wgo/toronto-to-winchester) - [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)