Title: Book the Best ADVENTURE Hotels in Winchester in 2026 | 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) ![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) # Find Hotels & Resorts for Couples in Winchester, IN from CA $73 - ![](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 Winchester Hotels & Resorts for Couples Tonight [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2025-12-06&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester Hotels & Resorts for Couples ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/b66d8027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/ff6e0c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/02bf683d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/4394c4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Portland by IHG Portland 9.2/10 Wonderful (354) "Excellent stay every time we are there friendly staff all around awesome stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca CA $134 CA $150 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Muncie-Hotels-Holiday-Inn-Express-Suites-Portland.h1880898.Hotel-Information) ![Double Room, 2 Double Beds, Non Smoking, Kitchenette](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/6054e777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/e83c28c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds, Non Smoking, Kitchenette | Private kitchen](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/45b3e79e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/f09c6c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Muncie Near University Muncie 8.4/10 Very good (717) "We had a good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rodney CA $113 CA $126 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Muncie-Hotels-Comfort-Inn-Suites-Muncie.h2141769.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/18000/17932/c96cf457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/20000/18000/17932/1f84cabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Smoking](https://images.trvl-media.com/lodging/1000000/20000/18000/17932/30f2512a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18000/17932/w2211h1080x64y0-2c41d78e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Richmond Inn & Suites Richmond 7.0/10 Good (357) "A typical 70's motel. No frills, but very quiet and clean. We would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa CA $46 CA $73 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Richmond-Hotels-Richmond-Inn-Suites.h17932.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/67500/67438/29e2cdda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/70000/67500/67438/7aec57df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/70000/67500/67438/a6f85588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/67500/67438/170ead88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Muncie Place Hotel & Suites Muncie 8.0/10 Very good (598) "Staff was very friendly and property was great for our two (2) fur babies. Will stay here again if in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $109 CA $122 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Muncie-Hotels-Holiday-Inn-Express-Hotel-Suites-Muncie.h67438.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/87000000/86010000/86002200/86002114/6e32b18c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/87000000/86010000/86002200/86002114/2e387342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/87000000/86010000/86002200/86002114/ce4212bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/87000000/86010000/86002200/86002114/29d8f2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Hagerstown Apartment - Self Check-in. Sleeps 4+ Hagerstown 9.2/10 Wonderful (20) "Great little apartment. Just what we needed for overnight. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim M. CA $82 CA $193 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Hagerstown-Hotels-New-Hagerstown-Apartment-Self-Check-In-Sleeps-4.h86002114.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w905h683x59y0-2af7acef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w632h683x196y0-0369056d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w692h683x167y0-1bb538e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w841h683x92y0-744d10fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boho Bungalow off Main-one block from Lovely Park Richmond 9.0/10 Wonderful (14) "Lovely house, easy check-in, great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather S. CA $131 CA $248 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Richmond-Hotels-Boho-Bungalow-Off-Main-One-Block-From-Lovely-Park.h95506257.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/14300/14243/9762721b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/14300/14243/d8216203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14300/14243/06ea3826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14300/14243/9e16e3e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn by Marriott Muncie Muncie 8.2/10 Very good (750) "The welcomeness of the staff and the cleanliness of our room made our stay very comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) gabriel CA $142 CA $159 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Muncie-Hotels-Fairfield-Inn-By-Marriott-Muncie.h14243.Hotel-Information) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/10000/3300/3204/39faaa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/3300/3204/95f508ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/3300/3204/a15c86fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3300/3204/44a3c58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Muncie Near Ball State University Muncie 5.6/10 (1003) "It was a nice stay the staff were really nice and welcoming" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amie CA $84 CA $94 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Muncie-Hotels-Baymont-By-Wyndham-Muncie-Near-Ball-State-University.h3204.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/5eab9d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/3f3a5901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/acf8a0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/8d5c0d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Home! Prime Location! Dog-Friendly! Richmond 9.8/10 Exceptional (13) "Great house! Just what we needed and in an amazing Richmond neighborhood. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason S. CA $218 CA $456 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Richmond-Hotels-Charming-Home-Close-To-All-Richmond-Has-To-Offer-Dog-Friendly.h103842461.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/870000/861300/861235/292b4768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/870000/861300/861235/99f5a524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/870000/861300/861235/a0d3d74c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/870000/861300/861235/bff92232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Greenville by IHG Greenville 8.6/10 Excellent (301) "Everything was very nice at this location. Before I found this location I was staying in Richmond to be at a Hilton property. Now that there is something clean and kept I will continue to stay here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janice CA $166 CA $188 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sidney-Hotels-Holiday-Inn-Express-Hotel-Suites-Greenville.h861235.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.ca/Hotel-Search?startDate=2025-12-20&endDate=2025-12-21®ionId=6046207&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ![Comfort Inn & Suites Muncie Near University](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/6054e777_y.jpg) ### Comfort Inn & Suites Muncie Near University 10/10 Excellent "The room was clean and the staff very courteous. " [](https://expedia.ca/Muncie-Hotels-Comfort-Inn-Suites-Muncie.h2141769.Hotel-Information) ![Best Western Plus Richmond Indiana I-70](https://images.trvl-media.com/lodging/1000000/260000/251600/251530/d93a0730_y.jpg) ### Best Western Plus Richmond Indiana I-70 10/10 Excellent "We were very pleased with our stay. The place felt new and was so nicely decorated for the holiday! It felt cozy and comfortable. Breakfast was hot and tasty, my girls loved making their own waffles (bonus seasonal flavor!). I enjoyed the biscuits and gravy and fluffy scrambled eggs. We had a peaceful rest in comfortable beds and weren't disturbed by the highway. There are lots of convenient places to eat and shop at. I chose this location because of close proximity to a mall and a roller skate rink! " [](https://expedia.ca/Richmond-Hotels-Best-Western-Classic-Inn.h251530.Hotel-Information) ![Randolph Inn and Suites](https://images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/77a3466c_y.jpg) ### Randolph Inn and Suites 10/10 Excellent "Nice hotel" [](https://expedia.ca/Muncie-Hotels-Randolph-Inn-And-Suites.h1778532.Hotel-Information) ## Frequently asked questions ### How much do hotels for couples in Winchester cost? ### Why book your hotel for couples in Winchester with Expedia? ### How can I find cheap hotels for couples in Winchester? ### What is there to do in Winchester near my hotel for couples? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in East Central Indiana ](https://www.expedia.ca/5Star-East-Central-Indiana-Hotels.s50-0-d6233870.Travel-Guide-Filter-Hotels) - [Apartments in Albany ](https://www.expedia.ca/Albany-Apartments.d553248634983410143-aaApartments.Travel-Guide-Accommodation) - [Cheap Hotels in Albany ](https://www.expedia.ca/Albany-Hotels-Cheap-Hotels.0-0-d553248634983410143-tCheapHotels.Travel-Guide-Filter-Hotels) - 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