Title: Book the Best ADVENTURE Hotels in Winchester in 2025 | 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Winchester, IN from CA $77 ![](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 [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2025-10-27&endDate=2025-10-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2025-11-07&endDate=2025-11-09&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) ![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) ![Room, 1 King Bed, Accessible (Comm, Mobil, Roll-In Shower)](https://images.trvl-media.com/lodging/2000000/1890000/1880900/1880898/267bdaf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Portland by IHG Portland 9.2/10 Wonderful (346) "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 $146 CA $163 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Muncie-Hotels-Holiday-Inn-Express-Suites-Portland.h1880898.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, 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) ![Room amenity](https://images.trvl-media.com/lodging/1000000/20000/18000/17932/1f84cabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, soundproofing](https://images.trvl-media.com/lodging/1000000/20000/18000/17932/378147c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Richmond Inn & Suites Richmond 7.0/10 Good (353) "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 $50 CA $77 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Richmond-Hotels-Richmond-Inn-Suites.h17932.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) ![Suite, Non Smoking](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/c0429424.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 (703) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $123 CA $138 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Muncie-Hotels-Comfort-Inn-Suites-Muncie.h2141769.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/67500/67438/170ead88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/67500/67438/e0a75b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/70000/67500/67438/7aec57df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Muncie Place Hotel & Suites Muncie 8.0/10 Very good (591) "Check in took a little longer than we expected but the staff was very nice and friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bridget CA $112 CA $126 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/87000000/86010000/86002200/86002114/29d8f2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/87000000/86010000/86002200/86002114/ea23a73d.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) ### New Hagerstown Apartment - Self Check-in. Sleeps 4+ Hagerstown 9.2/10 Wonderful (20) "Always a pleasure and the location is perfect for seeing family!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald B. CA $82 CA $194 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hagerstown-Hotels-New-Hagerstown-Apartment-Self-Check-In-Sleeps-4.h86002114.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14300/14243/9762721b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/14300/14243/7c868635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](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) ### Fairfield Inn by Marriott Muncie Muncie 8.2/10 Very good (742) "Clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas CA $136 CA $152 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Muncie-Hotels-Fairfield-Inn-By-Marriott-Muncie.h14243.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/w841h683x92y0-744d10fa.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/w632h683x196y0-0369056d.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 (12) "We very much enjoyed our 1 night visit at the Boho Bungalow! The house was cozy and charming. Everything was clean and the property host gave clear information for our stay. We highly recommend this location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori H. CA $133 CA $251 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Richmond-Hotels-Boho-Bungalow-Off-Main-One-Block-From-Lovely-Park.h95506257.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3300/3204/44a3c58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3300/3204/75f3e0d7.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) ### Baymont by Wyndham Muncie Near Ball State University Muncie 5.6/10 (1002) "Very nice and pleasant staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawna CA $94 CA $106 total includes taxes & fees Oct 27 - Oct 28 [](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 10/10 Exceptional (11) "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 $220 CA $462 total includes taxes & fees Nov 1 - Nov 2 [](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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/870000/861300/861235/bff92232.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) ![Room amenity](https://images.trvl-media.com/lodging/1000000/870000/861300/861235/3fba3107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Greenville by IHG Greenville 8.6/10 Excellent (295) "The hotel was very clean, accomodating to the request we had, very friendly and the area is very safe. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi V CA $169 CA $192 total includes taxes & fees Nov 9 - Nov 10 [](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=2025-11-09&endDate=2025-11-10®ionId=6046207&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ![Best Western Plus Richmond Indiana I-70](//images.trvl-media.com/lodging/1000000/260000/251600/251530/d93a0730_y.jpg) ### Best Western Plus Richmond Indiana I-70 10/10 Excellent "After staying a rundown hotel, it was so nice to be able to find some comfort place and so clean and friendly there isn't enough I couldn't say about the place it was wonderful all the way around thanks you for such a friendly again I can't say enough about the hotel" [](https://expedia.ca/Richmond-Hotels-Best-Western-Classic-Inn.h251530.Hotel-Information) ![Randolph Inn and Suites](//images.trvl-media.com/lodging/2000000/1780000/1778600/1778532/77a3466c_y.jpg) ### Randolph Inn and Suites 10/10 Excellent "It was clean. The staff was awesome. I will stay again. " [](https://expedia.ca/Muncie-Hotels-Randolph-Inn-And-Suites.h1778532.Hotel-Information) ![Comfort Inn & Suites Muncie](//images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/6054e777_y.jpg) ### Comfort Inn & Suites Muncie 10/10 Excellent "Staff were very kind " [](https://expedia.ca/Muncie-Hotels-Comfort-Inn-Suites-Muncie.h2141769.Hotel-Information) ## Frequently asked questions ### How much do hotels for couples in Winchester cost? > Hotels for couples in Winchester range between CA $77 and CA $462 per night. This will give you quality time with your love at a price that fits your budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### Why book your hotel for couples in Winchester with Expedia? > Expedia has some terrific hotels for couples, so get set to spoil yourselves in Winchester. If you have a budget in mind, choose how much you'd like to spend and the star rating of your hotel. Whatever your vacation looks like, we'll help you find a property that'll make both your sweetheart and wallet happy! ### How can I find cheap hotels for couples in Winchester? > A good way to uncover cheap hotels for couples in Winchester is with Expedia's easy-to-use filter tool. Narrow down your search results by amenities, star rating and budget and snag unbeatable prices on stays where you can bliss out with your sweetheart. ### What is there to do in Winchester near my hotel for couples? > If you want to explore the sights of Winchester, find your way to [Winchester Speedway](https://www.expedia.ca/Winchester-Speedway-Winchester.d6289044.Vacation-Attraction). 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