Title: Book the Best BOUTIQUE Hotels in Winchester in 2025 | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx5477)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d5477.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d5477.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d5477.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d5477.Travel-Guide-Activities)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d5477.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d5477.Destination-Travel-Guides) ![Winchester Science Centre and Planetarium](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/126000/126835-Winchester.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Winchester from CA $255 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Boutique Hotels Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2025-10-01&endDate=2025-10-02&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2025-10-02&endDate=2025-10-03&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester Boutique Hotels ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/520000/517300/517263/dbe63599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/520000/517300/517263/d04125a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/520000/517300/517263/11e62299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/520000/517300/517263/f015f7b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lainston House Hotel Winchester 9.4/10 Exceptional (223) [](https://www.expedia.ca/Winchester-Hotels-Lainston-House-Hotel.h517263.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/04abd54d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/cb20dd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/71414dd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/73acb33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel du Vin & Bistro Winchester Winchester 9.0/10 Wonderful (535) "Excellent stay and service " CA $212 CA $255 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Winchester-Hotels-Hotel-Du-Vin-Bistro-Winchester.h7728491.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=2025-10-15&endDate=2025-10-16®ionId=5477&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ## Frequently asked questions ### What's the best boutique-style hotel in Winchester? > [Lainston House Hotel](https://www.expedia.ca/Winchester-Hotels-Lainston-House-Hotel.h517263.Hotel-Information) is a favorite hotel with our travelers looking for a stylish accommodation, and features 50 guestrooms, free parking, and 2 outdoor tennis courts. ### What's there to see and do in Winchester? > Visitors speak positively about this destination's major shopping centers, stunning cathedral, and picturesque gardens. Activities and attractions to experience around Winchester include Southampton Cruise Terminal, Winchester Guildhall, and Winchester Christmas Market. You might also want to see places such as New Forest National Park, Great Hall, and Horsepower The Museum Of The King's Royal Hussars during your trip. ### What kind of weather should I plan for when I travel to Winchester? > Getting an idea of what to expect from the weather in Winchester is important when you plan your trip. The hottest months are usually July and August with an average temp of 61°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Winchester is 34 inches. ### What's the best way to get to my boutique hotel in Winchester? > You have a few options for getting to Winchester. The nearest major airport is Southampton (SOU), which is located 7.9 mi (12.6 km) from the heart of the city, but Farnborough (FAB) may also be an option. If you'd like to explore more of the area, ride aboard a train from Winchester Station, Winchester Shawford Station, or Winchester Micheldever Station. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Ampfield Hotels](https://www.expedia.ca/Ampfield-Hotels.d6048772.Travel-Guide-Hotels) - [Hotels near Avington Park](https://www.expedia.ca/Avington-Park-Hotels.0-l553248621532491569-0.Travel-Guide-Filter-Hotels) - [Cheriton Hotels](https://www.expedia.ca/Cheriton-Hotels.d553248635149748502.Travel-Guide-Hotels) - [City of Winchester Hotels](https://www.expedia.ca/Destinations-In-City-Of-Winchester.d553248635976006030.Hotel-Destinations) - [Eastleigh District Hotels](https://www.expedia.ca/Destinations-In-Eastleigh-District.d553248635976004026.Hotel-Destinations) - [All Inclusive Resorts and in Hampshire](https://www.expedia.ca/Destinations-In-Hampshire-All-Inclusive-Hotel.0-0-d603237-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Lgbt Friendly Hotels in Hampshire](https://www.expedia.ca/Destinations-In-Hampshire-LGBT-Friendly-Hotel.0-0-d603237-tLGBTFriendlyHotel.Hotel-Filter-Destinations) - 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