Title: Hotels in Winchester, MD - Best Winchester Hotels from £38 - Fully Refundable Options - Expedia.co.uk [Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d553248635975872164.Travel-Guide-HolidayRentals)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d553248635975872164.Car-Hire-Guide)[Winchester Holidays](https://expedia.co.uk/Winchester.d553248635975872164.Holidays-City-Breaks) ![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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Winchester Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&amenities=POOL) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&lodging=APARTMENT) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&amenities=HOT_TUB) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&travelerType=family_friendly) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&amenities=PETS) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&lodging=COTTAGE) Condo [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&lodging=CONDO) Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&amenities=WATER_PARK) ## Check prices for these dates Tonight [13 Jan - 14 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975872164&startDate=2026-01-13&endDate=2026-01-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Jan - 15 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975872164&startDate=2026-01-14&endDate=2026-01-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975872164&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975872164&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester hotels ![Standard Room, 2 Queen Beds | In-room safe, desk, soundproofing, rollaway beds](https://images.trvl-media.com/lodging/1000000/50000/49900/49890/dfe7d9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/1000000/50000/49900/49890/a6e6b250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/49900/49890/650ea886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/49900/49890/3a758c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Havre De Grace Aberdeen Area [](https://www.expedia.co.uk/Havre-De-Grace-Hotels-Super-8-By-Wyndham-Havre-De-Grace-Aberdeen-Area.h49890.Hotel-Information) Havre De Grace 6.6/10 (970 reviews) "It's was satisfactory " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John £44 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Havre-De-Grace-Hotels-Super-8-By-Wyndham-Havre-De-Grace-Aberdeen-Area.h49890.Hotel-Information) ![Standard Room, 2 Double Beds | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16640000/16631000/16630963/e913b1f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Double Bed | Bathroom | Towels](https://images.trvl-media.com/lodging/17000000/16640000/16631000/16630963/8b56ea24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds | Bathroom | Towels](https://images.trvl-media.com/lodging/17000000/16640000/16631000/16630963/672b2ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16640000/16631000/16630963/290e1bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant Hill Motel [](https://www.expedia.co.uk/Wilmington-Hotels-Pleasant-Hill-Motel.h16630963.Hotel-Information) Middletown 7.2/10 Good (169 reviews) "Front desk was great room was very clean will stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne Mark £79 includes taxes & fees 24 Jan - 25 Jan [](https://www.expedia.co.uk/Wilmington-Hotels-Pleasant-Hill-Motel.h16630963.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/17000000/16210000/16200200/16200162/5bf9cecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (Tydings) | Premium bedding, memory-foam beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/17000000/16210000/16200200/16200162/727c3c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (O'Neill) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/17000000/16210000/16200200/16200162/c3481ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16210000/16200200/16200162/dd688df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vandiver Inn [](https://www.expedia.co.uk/Havre-De-Grace-Hotels-Vandiver-Inn.h16200162.Hotel-Information) Havre De Grace 9.4/10 Exceptional (533 reviews) "a wonderful place to stay with super friendly staff. easy walks to downtown and restaurants. stayed here before and definitely will be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dieter [](https://www.expedia.co.uk/Havre-De-Grace-Hotels-Vandiver-Inn.h16200162.Hotel-Information) ![Suite, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/a0122816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/8072f514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/f06ff3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/8836fadd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham North East [](https://www.expedia.co.uk/North-East-Hotels-Best-Western-North-East-Inn.h1535860.Hotel-Information) North East 8.0/10 Very good (953 reviews) "Good stay. The room was clean, bed was super comfortable and the shower was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DeAnda £74 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/North-East-Hotels-Best-Western-North-East-Inn.h1535860.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/22000000/21830000/21824700/21824679/1be732cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/22000000/21830000/21824700/21824679/1996d16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/22000000/21830000/21824700/21824679/abcc4b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/22000000/21830000/21824700/21824679/67318aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Miller-Dunham House Bed & Breakfast [](https://www.expedia.co.uk/Odessa-Hotels-Miller-Dunham-House-Bed-And-Breakfast.h21824679.Hotel-Information) Odessa 10/10 Exceptional (86 reviews) "The Provence room was beautiful, Heather and TJ were very warm and friendly. Everything was exceptionally clean. No complaints. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew £183 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Odessa-Hotels-Miller-Dunham-House-Bed-And-Breakfast.h21824679.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/50200/50134/0adbdd89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cots/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/60000/50200/50134/0d7cdfaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50200/50134/640b7870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cots/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/60000/50200/50134/53e9ad31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites North East [](https://www.expedia.co.uk/North-East-Hotels-Comfort-Inn-And-Suites.h50134.Hotel-Information) North East 7.8/10 Good (653 reviews) "The bed was warm and comfy. Hotel was clean and staff were nice and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy £66 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/North-East-Hotels-Comfort-Inn-And-Suites.h50134.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/990000/984900/984873/120e15ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/990000/984900/984873/75af64ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/984900/984873/96caeac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/1000000/990000/984900/984873/628c8639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express North East by IHG [](https://www.expedia.co.uk/North-East-Hotels-Holiday-Inn-Express-North-East.h984873.Hotel-Information) North East 8.4/10 Very good (549 reviews) "The room was clean and the staff was friendly and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Jane £74 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/North-East-Hotels-Holiday-Inn-Express-North-East.h984873.Hotel-Information) ![Classic Room, 1 King Bed | Down duvets, memory-foam beds, individually decorated](https://images.trvl-media.com/lodging/101000000/100140000/100133900/100133805/d5b2216b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down duvets, memory-foam beds, individually decorated](https://images.trvl-media.com/lodging/101000000/100140000/100133900/100133805/f66cca07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Suite, 1 King Bed with Sofa bed | Down duvets, memory-foam beds, individually decorated](https://images.trvl-media.com/lodging/101000000/100140000/100133900/100133805/ea03d922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Suite, 1 King Bed with Sofa bed | Down duvets, memory-foam beds, individually decorated](https://images.trvl-media.com/lodging/101000000/100140000/100133900/100133805/a52ddd50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bookhouse Hotel [](https://www.expedia.co.uk/Kennett-Square-Hotels-The-Bookhouse-Hotel.h100133805.Hotel-Information) Kennett Square 9.6/10 Exceptional (41 reviews) "Outstanding! Great Location, awesome room and extremely comfy bed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John £153 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Kennett-Square-Hotels-The-Bookhouse-Hotel.h100133805.Hotel-Information) ![Deluxe Double Room, 1 King Bed | Premium bedding, pillow-top beds, minibar, in-room safe](https://images.trvl-media.com/lodging/103000000/102740000/102739400/102739320/w1500h1180x0y20-625fb3fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/103000000/102740000/102739400/102739320/a4e2953f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/103000000/102740000/102739400/102739320/0e0598f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/103000000/102740000/102739400/102739320/2b79390d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artelo [](https://www.expedia.co.uk/Kennett-Square-Hotels-Artelo.h102739320.Hotel-Information) Kennett Square 9.8/10 Exceptional (96 reviews) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin £110 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Kennett-Square-Hotels-Artelo.h102739320.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/b66763a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/6a6a4995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout curtains, iron/ironing board, cots/infant beds](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/7e87d5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/6cc4a825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Middletown [](https://www.expedia.co.uk/Wilmington-Hotels-Hampton-Inn-Middletown.h1485615.Hotel-Information) Middletown 8.8/10 Excellent (870 reviews) "Amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katiana £78 includes taxes & fees 27 Jan - 28 Jan [](https://www.expedia.co.uk/Wilmington-Hotels-Hampton-Inn-Middletown.h1485615.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/879c8a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/fd2dd5eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/53ee3fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/a0c80d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Middletown [](https://www.expedia.co.uk/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information) Middletown 9.2/10 Wonderful (333 reviews) "Clean room, great staff, recommended. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom £89 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/694500/694477/a965382f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed | Living area | 37-inch LCD TV with cable channels, TV, pay films](https://images.trvl-media.com/lodging/1000000/700000/694500/694477/16145eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/700000/694500/694477/ca727b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/1000000/700000/694500/694477/a86d798c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Kennett Square [](https://www.expedia.co.uk/Exton-Hotels-Hilton-Garden-Inn-Kennett-Square.h694477.Hotel-Information) Kennett Square 8.4/10 Very good (942 reviews) "Excellent accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) pat £101 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Exton-Hotels-Hilton-Garden-Inn-Kennett-Square.h694477.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20500/20479/9cdc76c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/20500/20479/55c73ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/20500/20479/55338c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/20500/20479/dc5c9737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Carpet Inn [](https://www.expedia.co.uk/Elkton-Hotels-Red-Carpet-Inn.h20479.Hotel-Information) Elkton 6.4/10 (458 reviews) "Room was clean and the price was reasonable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jared £62 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Elkton-Hotels-Red-Carpet-Inn.h20479.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294368/e4eb12f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294368/8954dcce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Courtyard View | Down duvets, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294368/736c5516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/113000000/112300000/112294400/112294368/5f8863bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bookhouse Hotel at Faunbrook [](https://www.expedia.co.uk/West-Chester-Hotels-The-Bookhouse-Hotel-At-Faunbrook.h112294368.Hotel-Information) West Chester 9.8/10 Exceptional (28 reviews) "What an amazing hotel. It’s like staying in a book store. Highly recommend for book lovers!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew £176 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/West-Chester-Hotels-The-Bookhouse-Hotel-At-Faunbrook.h112294368.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/870000/867700/867633/a5cca08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/1000000/870000/867700/867633/c0bfc3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/867700/867633/637f308f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/1000000/870000/867700/867633/67997836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Elkton University Area [](https://www.expedia.co.uk/Elkton-Hotels-Sunrise-Inn.h867633.Hotel-Information) Elkton 5.2/10 (498 reviews) "Love the location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark £51 includes taxes & fees 16 Jan - 17 Jan [](https://www.expedia.co.uk/Elkton-Hotels-Sunrise-Inn.h867633.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/16000000/15090000/15082800/15082750/4c3cf026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (Chesapeake Haven) | Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/16000000/15090000/15082800/15082750/90041687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/16000000/15090000/15082800/15082750/c03fee2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/16000000/15090000/15082800/15082750/a3733b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn At The Canal Bed & Breakfast [](https://www.expedia.co.uk/Chesapeake-City-Hotels-Inn-At-The-Canal-Bed-Breakfast.h15082750.Hotel-Information) Chesapeake City 8.6/10 Excellent (505 reviews) "The property owner, Ed, was fabulous. I cannot say enough wonderful things about his hospitality and the Inn is in a perfect location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily £124 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Chesapeake-City-Hotels-Inn-At-The-Canal-Bed-Breakfast.h15082750.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037776/39ed7a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037776/56f44d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037776/c5e82a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037776/590fb1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Elkton, MD [](https://www.expedia.co.uk/Elkton-Hotels-Motel-6-Elkton.h1037776.Hotel-Information) Elkton 6.0/10 (1,000 reviews) "They have created a well lit motel that feels very safe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel £58 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Elkton-Hotels-Motel-6-Elkton.h1037776.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/265bfcde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/4d509f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/a4521446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/bded8084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Newark, DE [](https://www.expedia.co.uk/Newark-Hotels-Residence-Inn-By-Marriott-Newark.h116852262.Hotel-Information) Newark 8.4/10 Very good (20 reviews) "all aspects of this facility were wonderful from the room to staff breakfast all top of the line thank you " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bret £91 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Newark-Hotels-Residence-Inn-By-Marriott-Newark.h116852262.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112570000/112563300/112563215/add73245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112570000/112563300/112563215/f1d09459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Single Room, 1 Large Single Bed | Desk, laptop workspace, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/113000000/112570000/112563300/112563215/b47614e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/113000000/112570000/112563300/112563215/387b9c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax Inn [](https://www.expedia.co.uk/New-Castle-Hotels-Relax-Inn.h112563215.Hotel-Information) New Castle 6.6/10 (16 reviews) "clean, quiet, and low cost. Who could ask for more?" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jefferson £56 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/New-Castle-Hotels-Relax-Inn.h112563215.Hotel-Information) ![Free daily self-service breakfast ](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/05ce901b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two queen beds non smoking | Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/w3837h2560x3y0-5a15f523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/64a17d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One bedroom suite one king non smoking | Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/ebc9c9e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Elkton [](https://www.expedia.co.uk/Elkton-Hotels-Hampton-Inn-Elkton.h892594.Hotel-Information) Elkton 8.6/10 Excellent (791 reviews) "Comfortable stay in a clean room with a decent bathroom. Staff was courteous." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ranjana £69 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/Elkton-Hotels-Hampton-Inn-Elkton.h892594.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28®ionId=553248635975872164&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d553248635975872164.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d553248635975872164.Travel-Guide-Hotels) ## Top Winchester Hotel Reviews ![Sonesta Select Newark Christiana Mall](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg) ### Sonesta Select Newark Christiana Mall 10/10 Excellent "EVERYTHING WAS VERY WELCOMING AND NEAT " [](https://expedia.co.uk/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information) ![Hilton Wilmington/Christiana](https://images.trvl-media.com/lodging/1000000/10000/7100/7053/7640fa86_y.jpg) ### Hilton Wilmington/Christiana 10/10 Excellent "It served the purpose well for me." [](https://expedia.co.uk/Wilmington-Hotels-Hilton-WilmingtonChristiana.h7053.Hotel-Information) ![Best Western Plus Newark/Christiana Inn](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg) ### Best Western Plus Newark/Christiana Inn 10/10 Excellent "I stay there for business it’s perfect for what I need it’s clean Quiet and close for work I tell all my coworkers this is where they need to stay it is definitely a plus that there is a Texas Roadhouse across the street " [](https://expedia.co.uk/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) ![Red Roof Inn & Suites Wilmington - New Castle](https://images.trvl-media.com/lodging/1000000/30000/25100/25051/3560c2da_y.jpg) ### Red Roof Inn & Suites Wilmington - New Castle 10/10 Excellent "Clean room staff great " [](https://expedia.co.uk/Wilmington-Hotels-Red-Roof-Inn-Suites-Wilmington-New-Castle.h25051.Hotel-Information) ![Hyatt Place Wilmington Riverfront](https://images.trvl-media.com/lodging/35000000/34930000/34927700/34927626/a064dc72_y.jpg) ### Hyatt Place Wilmington Riverfront 10/10 Excellent "Amazing " [](https://expedia.co.uk/Wilmington-Hotels-Hyatt-Place-Wilmington-Riverfront.h34927626.Hotel-Information) ![Hotel Du Pont](https://images.trvl-media.com/lodging/1000000/20000/19900/19839/21a25e35_y.jpg) ### Hotel Du Pont 10/10 Excellent "The gentleman at the desk when we arrived late was so sweet and made us feel very welcomed. He had our keys ready and asked if we needed anything since it was late, offered us a late check out to allow us to sleep in. Beautiful room and the bed was so comfortable. Highly recommend. " [](https://expedia.co.uk/Wilmington-Hotels-HOTEL-DU-PONT.h19839.Hotel-Information) ![Great Wolf Lodge Perryville](https://images.trvl-media.com/lodging/104000000/103100000/103097900/103097849/f3cb543b_y.jpg) ### Great Wolf Lodge Perryville 10/10 Excellent "Like it " [](https://expedia.co.uk/Perryville-Hotels-Great-Wolf-Lodge-Perryville.h103097849.Hotel-Information) ![Embassy Suites by Hilton Newark Wilmington South](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg) ### Embassy Suites by Hilton Newark Wilmington South 10/10 Excellent "Yes. Very good value!" [](https://expedia.co.uk/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ![Red Roof Inn & Suites Newark - University](https://images.trvl-media.com/lodging/1000000/10000/8500/8462/a9782baa_y.jpg) ### Red Roof Inn & Suites Newark - University 10/10 Excellent "Great experience I will be returning " [](https://expedia.co.uk/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information) ## More cheap stays in Winchester ![Quality Inn Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/30000/25100/25008/e605848f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Newark - Wilmington 65 Geoffrey Dr Newark DE £38 16 Jan - 17 Jan includes taxes & fees 5.2/10 (1,001 reviews) [](https://expedia.co.uk/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information) ![Red Roof Inn Perryville](https://images.trvl-media.com/lodging/1000000/20000/11300/11260/a62f5bd3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Red Roof Inn Perryville 61 Heather Lane Perryville MD £52 18 Jan - 19 Jan includes taxes & fees 8.8/10 Excellent! (128 reviews) [](https://expedia.co.uk/Perryville-Hotels-Red-Roof-Inn-Perryville.h11260.Hotel-Information) ![Red Roof Inn & Suites Newark - University](https://images.trvl-media.com/lodging/1000000/10000/8500/8462/a9782baa_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Red Roof Inn & Suites Newark - University 1119 S College Avenue Newark DE £54 20 Jan - 21 Jan includes taxes & fees 5.4/10 (1,007 reviews) [](https://expedia.co.uk/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information) ![Extended Stay America Suites Newark Christiana Wilmington](https://images.trvl-media.com/lodging/1000000/120000/119100/119061/87ad8503_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Extended Stay America Suites Newark Christiana Wilmington 333 Continental Dr Newark DE £62 31 Jan - 1 Feb includes taxes & fees 6/10 (999 reviews) [](https://expedia.co.uk/Wilmington-Hotels-Extended-Stay-America-Suites-Newark-Christiana-Wilmington.h119061.Hotel-Information) ![Best Western Plus Newark/Christiana Inn](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Plus Newark/Christiana Inn 875 Pulaski Highway Bear DE £62 20 Jan - 21 Jan includes taxes & fees 8.2/10 Very Good! (121 reviews) [](https://expedia.co.uk/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) ![Fairfield Inn by Marriott Kennett Square Brandywine Valley](https://images.trvl-media.com/lodging/3000000/2810000/2804200/2804110/06c01027_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Fairfield Inn by Marriott Kennett Square Brandywine Valley 719 East Baltimore Pike Kennett Square PA £91 8 Feb - 9 Feb includes taxes & fees 8.8/10 Excellent! (1,002 reviews) [](https://expedia.co.uk/Exton-Hotels-Fairfield-Inn-By-Marriott-Kennett-Square-Brandywine-Valley.h2804110.Hotel-Information) ## Frequently asked questions ### What's the best place for a stay in Winchester? ### What are some of the best holiday rentals that Winchester has to offer? ### If I need to cancel my hotel reservation in Winchester, will I receive a refund? ### What is staying in Winchester like? ### What are the top places to visit in Winchester? ### What's the seasonal weather like in Winchester? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [5 Star Hotels in Darlington ](https://www.expedia.co.uk/5Star-Darlington-Hotels.s50-0-d6123972.Travel-Guide-Filter-Hotels) - [5 Star Hotels in North East ](https://www.expedia.co.uk/5Star-North-East-Hotels.s50-0-d139151.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Aberdeen ](https://www.expedia.co.uk/Aberdeen-Hotels-Budget-Hotels.0-0-d6044-tBudgetHotels.Travel-Guide-Filter-Hotels) - 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