Title: Visit Winchester: Best of Winchester Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d6046207.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d6046207.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d6046207.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d6046207.Destination-Travel-Guides) # Winchester ## 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.ca/deals?rfrr=DX_SPRING_PROMO_6046207) - Winchester Hotel Deals - Vacation Rentals in Winchester ![Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA](https://images.trvl-media.com/lodging/25000000/24890000/24889100/24889054/8cd8baa4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA Winchester IN Book a stay at this family-friendly vacation home in Winchester. Enjoy free WiFi, private pools, and a water park. Popular attractions Winchester Golf Club and ... 9.6/10 Exceptional! (184 reviews) This was a beautiful home was enjoyed by all. The amenities are great, Walmart is right around the corner, the pool was warm and Ted was very welcoming. We were disappointed to learn that the hot tub had been closed early due to cold weather, but that don’t stop us from having a great time! We would ... Reviewed on Dec 16, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&selected=24889054&PinnedHotelID=24889054&HadPinnedHotel=true®ionId=6046207) [](https://expedia.ca/Hotel-Search?startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&selected=24889054&PinnedHotelID=24889054&HadPinnedHotel=true®ionId=6046207) ![Randolph Inn and Suites](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/77a3466c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Randolph Inn and Suites 890 E Washington Winchester IN Stay at this hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Winchester Golf Club and Winchester Speedway are located ... 8.8/10 Excellent! (250 reviews) Yes, the room was very clean and the staff was extremely helpful Reviewed on Jan 21, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&selected=1778532&PinnedHotelID=1778532&HadPinnedHotel=true®ionId=6046207) [](https://expedia.ca/Hotel-Search?startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&selected=1778532&PinnedHotelID=1778532&HadPinnedHotel=true®ionId=6046207) ![Baymont by Wyndham Richmond I-70](https://images.trvl-media.com/lodging/1000000/10000/4400/4345/97f2f944_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham Richmond I-70 912 Mendleson Dr Richmond IN CA $91 CA $102 total Feb 15 - Feb 16 includes taxes & fees Stay at this inn in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ... 8.2/10 Very Good! (1,009 reviews) yes Reviewed on Feb 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=4345&PinnedHotelID=4345&HadPinnedHotel=true®ionId=6046207) [See all 134 properties in Winchester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=14%2F02%2F2026&endDate=15%2F02%2F2026®ionId=6046207) 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. ![Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA](https://images.trvl-media.com/lodging/25000000/24890000/24889100/24889054/8cd8baa4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA Winchester IN Book a stay at this family-friendly vacation home in Winchester. Enjoy free WiFi, private pools, and a water park. Popular attractions Winchester Golf Club and ... 9.6/10 Exceptional! (184 reviews) This was a beautiful home was enjoyed by all. The amenities are great, Walmart is right around the corner, the pool was warm and Ted was very welcoming. We were disappointed to learn that the hot tub had been closed early due to cold weather, but that don’t stop us from having a great time! We would ... Reviewed on Dec 16, 2025 [](https://expedia.ca/Winchester-Hotels-Indoor-Pool.h24889054.Hotel-Information) ![Indoor Gymnasium, Seasonal Pool, 7 Bedroom, Sleeps 25 ](https://images.trvl-media.com/lodging/56000000/55620000/55612100/55612074/91bfcf1b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Indoor Gymnasium, Seasonal Pool, 7 Bedroom, Sleeps 25 Fort recovery OH Book a stay at this family-friendly vacation home in Fort Recovery. Enjoy private pools, a fitness center, and a garden. Our guests praise the property condition ... 10/10 Exceptional! (205 reviews) The gymnasium was so much fun for our entire group, Reviewed on Feb 4, 2026 [](https://expedia.ca/Fort-Recovery-Hotels-Inviting-Family-Retreat-With-Pool.h55612074.Hotel-Information) ![lake front 2 br condo close to bsu](https://images.trvl-media.com/lodging/65000000/64130000/64123700/64123636/2c5cfdec_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### lake front 2 br condo close to bsu Muncie IN Stay at this condo in Muncie. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Scheumann Stadium and Cardinal Creek Tennis Center are located ... 9.2/10 Wonderful! (55 reviews) Everything was perfect. The condo had everything I needed and it was clean and so peaceful. Loved the view of the lake and hot tub. Reviewed on Dec 27, 2025 [](https://expedia.ca/Muncie-Hotels-Lake-Front-2-Br-Condo-Close-To-Bsu.h64123636.Hotel-Information) [See all properties in Winchester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6046207&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.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046207&startDate=2026-02-13&endDate=2026-02-14)[Feb 13 - Feb 14](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046207&startDate=2026-02-13&endDate=2026-02-14) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046207&startDate=2026-02-14&endDate=2026-02-15)[Feb 14 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046207&startDate=2026-02-14&endDate=2026-02-15) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046207&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[Feb 13 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6046207&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026) ### Popular places to visit #### Winchester Speedway 5/5(1 review) Catch an event at Winchester Speedway during your trip to Winchester. [](https://expedia.ca/Winchester-Speedway-Winchester.d6289044.Vacation-Attraction) #### Winchester Golf Club Enjoy a round of golf in Winchester at Winchester Golf Club. [](https://expedia.ca/Winchester-Golf-Club-Winchester.d553248621582419855.Vacation-Attraction) #### Randolph County Courthouse After visiting Randolph County Courthouse, make a plan to see the other sights and activities in Winchester. [](https://expedia.ca/Randolph-County-Courthouse-Winchester.d553248621582419856.Vacation-Attraction) ## Cities near Winchester ![Farmland, Lancaster County, Pennslyvania, USA](https://images.trvl-media.com/place/553248634983314523/afbd6be0-8823-49d0-9743-f42e1a0fc80e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Farmland - Cities near Winchester - Places of interest [Ridgeville](https://expedia.ca/Ridgeville.dx553248634983257551)[Farmland](https://expedia.ca/Farmland.dx553248634983314523) - [Glenn Miller Park ](https://expedia.ca/Glenn-Miller-Park-Richmond.d6289062.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points 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