Title: Visit Winchester: 2026 Travel Guide for Winchester, Elkton | Expedia.com [Hotels in Winchester](https://expedia.com/Winchester-Hotels.d553248635975872164.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d553248635975872164.Travel-Guide-VacationRentals)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d553248635975872164.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d553248635975872164.Destination-Travel-Guides) # Winchester, MD ## Travel Guide ## Visit Winchester Things to do ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=DX_SPRING_PROMO_553248635975872164) - Winchester Hotel Deals - Vacation Rentals in Winchester ![Quality Inn Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/30000/25100/25008/e605848f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Newark - Wilmington 65 Geoffrey Dr Newark DE $59 nightly $65 total Feb 16 - Feb 17 Total with taxes and fees Book a stay at this business-friendly hotel in Newark. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Christiana Mall and Gallaher ... 5.2/10 (1,003 reviews) Nice staff, room quiet Reviewed on Feb 8, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=25008&PinnedHotelID=25008&HadPinnedHotel=true®ionId=553248635975872164) ![Sheraton Suites Wilmington Downtown](https://images.trvl-media.com/lodging/1000000/10000/4700/4693/72ec9ef5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton Suites Wilmington Downtown 422 Delaware Ave Wilmington DE $127 nightly $140 total Feb 19 - Feb 20 Total with taxes and fees Book a stay at this business-friendly hotel in Wilmington. Enjoy free WiFi, a free area shuttle, and room service. Our guests praise the helpful staff in our ... 8.2/10 Very Good! (1,005 reviews) Everything Reviewed on Feb 9, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F19%2F2026&endDate=2%2F20%2F2026&selected=4693&PinnedHotelID=4693&HadPinnedHotel=true®ionId=553248635975872164) ![Sonesta Select Newark Christiana Mall](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta Select Newark Christiana Mall 48 Geoffrey Dr Newark DE $93 nightly $103 total Feb 16 - Feb 17 Total with taxes and fees Stay at this hotel in Newark. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ... 7.6/10 Good! (1,255 reviews) Staff courteous. No breakfast. Smell cigarettes smoke in bathroom. Refrigerator noisy, I unplug it. Sleep comfortable Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=2091&PinnedHotelID=2091&HadPinnedHotel=true®ionId=553248635975872164) [See all 623 properties in Winchester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F15%2F2026&endDate=2%2F16%2F2026®ionId=553248635975872164) 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. ![Charming 2-bedroom house with WiFi, AC in marvelous Wilmington](https://images.trvl-media.com/lodging/113000000/112720000/112713600/112713582/6bb8ce8d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Charming 2-bedroom house with WiFi, AC in marvelous Wilmington Wilmington DE Stay at this vacation home in Wilmington. Enjoy a garden, laundry facilities, and air conditioning. Popular attractions Wilmington Riverwalk and Eden Park are ... 2/10 (2 reviews) Never even got to check in because owner never sent no code to get in I want a full refund Reviewed on Jan 7, 2026 [](https://expedia.com/Wilmington-Hotels-Charming-2-Bedroom-House-With-WiFi.h112713582.Hotel-Information) ![Lancaster co. farmhouse in the heart of amish country](https://images.trvl-media.com/lodging/36000000/35300000/35291700/35291680/91eddd41_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lancaster co. farmhouse in the heart of amish country Christiana PA Book a stay at this family-friendly vacation home in Kirkwood. Enjoy a garden, laundry facilities, and bicycle rentals on site. Popular attractions Wolf's Hollow ... 10/10 Exceptional! (140 reviews) This property is so relaxing and scenic. The farmhouse is luxuriously renovated but feels like stepping back in time all at once. Our family adores seeing the animals on the farm, the peace and quiet, and enjoying family time in the comfy living spaces. We will be back! Reviewed on Dec 22, 2025 [](https://expedia.com/Kirkwood-Hotels-Lancaster-Co-Home-In-The-Heart-Of-Amish-Country.h35291680.Hotel-Information) ![Chesapeake Bay House with Dock & Private Beach](https://images.trvl-media.com/lodging/34000000/33490000/33484100/33484099/73e9cabf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chesapeake Bay House with Dock & Private Beach Elkton MD Book a stay at this beach vacation home in Elkton. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Chesland Park and Brantwood Park ... 10/10 Exceptional! (181 reviews) This VRBO experience was a testament to how VRBO experiences should be. Check in was super easy. Communication was timely and superb. One issue arose which was outside of the host's control and it was dealt with quickly and without impact to the stay. Who can ask for more in that situation. This ... Reviewed on Dec 11, 2025 [](https://expedia.com/Elkton-Hotels-Chesapeake-Bay-House-With-Dock-Private-Beach.h33484099.Hotel-Information) [See all properties in Winchester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248635975872164&sort=VACATION_RENTAL) 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. ## Check Winchester hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872164&startDate=2026-02-14&endDate=2026-02-15)[Feb 14 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872164&startDate=2026-02-14&endDate=2026-02-15) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872164&startDate=2026-02-15&endDate=2026-02-16)[Feb 15 - Feb 16](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872164&startDate=2026-02-15&endDate=2026-02-16) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872164&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026)[Feb 20 - Feb 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872164&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026) ### Popular places to visit #### Fair Hill State Natural Resources Management Area 3.5/5(2 reviews) Explore the great outdoors at Fair Hill State Natural Resources Management Area, a lovely green space in Elkton. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area. [](https://expedia.com/Fair-Hill-State-Natural-Resources-Management-Area-Elkton.d6187511.Vacation-Attraction) #### Fair Hill Equestrian Center You can take time to visit Fair Hill Equestrian Center during your travels to Fair Hill. [](https://expedia.com/Fair-Hill-Equestrian-Center-Elkton.d974063198074593280.Vacation-Attraction) #### Union Hospital 4/5(4 reviews) Though Union Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Elkton while you are here. [](https://expedia.com/Union-Hospital-Elkton.d6288957.Vacation-Attraction) #### Historical Society of Cecil County You can spend time studying the exhibits at Historical Society of Cecil County during your trip to Elkton. While you're here, you can savor the top-notch restaurants. [](https://expedia.com/Historical-Society-Of-Cecil-County-Elkton.d553248621561879715.Vacation-Attraction) #### Patriots Glen Golf Club Enjoy a round of golf in Elkton at Patriots Glen Golf Club. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area. [](https://expedia.com/Patriots-Glen-Golf-Club-Elkton.d553248621532663262.Vacation-Attraction) #### Meadow Park Explore the great outdoors at Meadow Park, a lovely green space in Elkton. While you're here, you can savor the top-notch restaurants. [](https://expedia.com/East-Meadow-Park-Elkton.d553248621532663261.Vacation-Attraction) ## Cities near Winchester ![Turkey Point Lighthouse, Elk Neck State Park, Maryland, USA, North East, Maryland](https://images.trvl-media.com/place/7834/75da18a2-d62c-45af-b7c7-16b51512a98a.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Elkton - Cities near Winchester - Places of interest [Elkton](https://expedia.com/Elkton.dx7834) - [Wilmington Riverwalk ](https://expedia.com/Wilmington-Riverwalk-Riverfront.d553248621555566158.Vacation-Attraction) - [Longwood Gardens ](https://expedia.com/Longwood-Gardens-Kennett-Square.d6072959.Vacation-Attraction) - [University of Delaware ](https://expedia.com/University-Of-Delaware-Newark.d6072967.Vacation-Attraction) - [Christiana Mall ](https://expedia.com/Christiana-Mall-Newark.d6288945.Vacation-Attraction) - [Winterthur Museum ](https://expedia.com/Winterthur-Museum-Wilmington.d6072957.Vacation-Attraction) - [Delaware Park Racetrack and Slots ](https://expedia.com/Delaware-Park-Racetrack-And-Slots-Wilmington.d6187636.Vacation-Attraction) - [Chesapeake Bay ](https://expedia.com/Chesapeake-Bay-United-States-of-America.d6056980.Vacation-Attraction) - [Christiana Care Health System ](https://expedia.com/Christiana-Care-Health-System-Newark.d6288953.Vacation-Attraction) - [Brandywine Valley ](https://expedia.com/Brandywine-Valley-Delaware.d553248635976195000.Vacation-Attraction) - [Susquehanna River ](https://expedia.com/Susquehanna-River-United-States-of-America.d681945845336670208.Vacation-Attraction) - [Delaware River ](https://expedia.com/Delaware-River-United-States-of-America.d682168576519733248.Vacation-Attraction) - [Nemours Mansion and Gardens ](https://expedia.com/Nemours-Mansion-And-Gardens-Wilmington.d6187486.Vacation-Attraction) - [Chase Center on the Riverfront ](https://expedia.com/Chase-Center-On-The-Riverfront-Riverfront.d553248634001355599.Vacation-Attraction) - [Conowingo Dam ](https://expedia.com/Conowingo-Dam-Darlington.d553248621532662920.Vacation-Attraction) - [Kirkwood Soccer Complex ](https://expedia.com/Kirkwood-Soccer-Complex-New-Castle.d6187461.Vacation-Attraction) - [Grand Opera House ](https://expedia.com/Grand-Opera-House-Downtown-Wilmington.d6072949.Vacation-Attraction) - [Havre de Grace Promenade ](https://expedia.com/Havre-De-Grace-Promenade-Havre-De-Grace.d553248621532662835.Vacation-Attraction) - [Hollywood Casino ](https://expedia.com/Hollywood-Casino-Perryville.d553248621532662921.Vacation-Attraction) - [Bohemia Vista Marina ](https://expedia.com/Bohemia-Vista-Marina-Chesapeake-City.d553248621558141305.Vacation-Attraction) - [The Patriot Ice Center ](https://expedia.com/The-Patriot-Ice-Center-Newark.d6187470.Vacation-Attraction) - [Tubman-Garrett Riverfront Park ](https://expedia.com/Tubman-Garrett-Riverfront-Park-Riverfront.d553248621532663405.Vacation-Attraction) - [Delaware State University Wilmington ](https://expedia.com/Delaware-State-University-Wilmington-Wilmington.d6149174.Vacation-Attraction) - [Bob Carpenter Center ](https://expedia.com/Bob-Carpenter-Center-Newark.d6311078.Vacation-Attraction) - [Bulle Rock Golf Course ](https://expedia.com/Bulle-Rock-Golf-Course-Havre-De-Grace.d6091695.Vacation-Attraction) - [Old Court House ](https://expedia.com/Old-Court-House-Historical-Old-New-Castle.d6099164.Vacation-Attraction) - [Concord Point Lighthouse ](https://expedia.com/Concord-Point-Lighthouse-Havre-De-Grace.d553248621532662834.Vacation-Attraction) - [Brandywine Zoo ](https://expedia.com/Brandywine-Zoo-Wilmington.d6072965.Vacation-Attraction) - [Newark Shopping Center ](https://expedia.com/Newark-Shopping-Center-Newark.d6322555.Vacation-Attraction) - [Fair Hill State Natural Resources Management Area ](https://expedia.com/Fair-Hill-State-Natural-Resources-Management-Area-Elkton.d6187511.Vacation-Attraction) - [Mt. Cuba Center ](https://expedia.com/Mt-Cuba-Center-Yorklyn.d6072951.Vacation-Attraction) - [Northern Chesapeake Bay ](https://expedia.com/Northern-Chesapeake-Bay-Maryland.d6051456.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app