Title: Book the Best BOUTIQUE Hotels in Winchester in 2026 | 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 which includes heritage architecture as well as a small group of people](https://images.trvl-media.com/place/5477/36ffd968-a708-44fd-a530-107c0f9501f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/5477/36ffd968-a708-44fd-a530-107c0f9501f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Boutique Hotels Tonight [Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-21&endDate=2026-01-22&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 22 - Jan 23](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-22&endDate=2026-01-23&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-23&endDate=2026-01-25&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester boutique hotels ![Exterior](https://images.trvl-media.com/lodging/5000000/4060000/4053100/4053099/889990a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; international cuisine ](https://images.trvl-media.com/lodging/5000000/4060000/4053100/4053099/fe654ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/5000000/4060000/4053100/4053099/2cc5f9af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/5000000/4060000/4053100/4053099/e3d7d621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pilgrim Inn [](https://www.expedia.ca/Southampton-Hotels-The-Pilgrim-Inn.h4053099.Hotel-Information) Southampton 9.2/10 Wonderful (785 reviews) "Excellent stay ticked all boxes " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Nicholas CA $119 CA $143 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Southampton-Hotels-The-Pilgrim-Inn.h4053099.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22800/22746/6091e4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/30000/22800/22746/97144560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/1000000/30000/22800/22746/580ee5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/22800/22746/19fec013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Crown Manor House Hotel [](https://www.expedia.ca/Lyndhurst-Hotels-The-Crown-Manor-House-Hotel.h22746.Hotel-Information) Lyndhurst 9.2/10 Wonderful (1,002 reviews) "Lovely stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Marie-Claire CA $105 CA $126 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Lyndhurst-Hotels-The-Crown-Manor-House-Hotel.h22746.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/10000000/9720000/9719100/9719034/d0599a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive King Room with Bath and Shower](https://images.trvl-media.com/lodging/10000000/9720000/9719100/9719034/16ca1753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/10000000/9720000/9719100/9719034/23c57db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/10000000/9720000/9719100/9719034/aa286fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florence Gardens Hotel & Restaurant [](https://www.expedia.ca/Portsmouth-Hotels-Florence-Gardens-Boutique-Hotel.h9719034.Hotel-Information) Southsea 9.2/10 Wonderful (152 reviews) "Nicely equipped rooms, great location and amazing food. Staff also very courteous and helpful" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Simon CA $116 CA $139 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Portsmouth-Hotels-Florence-Gardens-Boutique-Hotel.h9719034.Hotel-Information) ![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/10000000/9460000/9457000/9456984/07ff44f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/10000000/9460000/9457000/9456984/2dbd3d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/10000000/9460000/9457000/9456984/54db2158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/10000000/9460000/9457000/9456984/b4553bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Crown Inn [](https://www.expedia.ca/Southampton-Hotels-The-Crown-Inn.h9456984.Hotel-Information) Southampton 9.4/10 Exceptional (385 reviews) "A great hotel, great room, great food and very friendly staff." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) stephen CA $112 CA $134 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Southampton-Hotels-The-Crown-Inn.h9456984.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/10000000/9720000/9719100/9719018/w2880h1919x0y0-500bd77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Superking Suite with Bath & Shower](https://images.trvl-media.com/lodging/10000000/9720000/9719100/9719018/1e9ebe0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/10000000/9720000/9719100/9719018/eca601bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9720000/9719100/9719018/5de715b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Somerset House Hotel & Restaurant [](https://www.expedia.ca/Portsmouth-Hotels-Somerset-House-Boutique-Hotel.h9719018.Hotel-Information) Southsea 9.2/10 Wonderful (143 reviews) "Our room was clean and comfortable. There was a good choice for breakfast and the staff were friendly. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Alexa CA $123 CA $147 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Portsmouth-Hotels-Somerset-House-Boutique-Hotel.h9719018.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/10000000/9720000/9718900/9718841/b53039f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room for 4](https://images.trvl-media.com/lodging/10000000/9720000/9718900/9718841/w2876h1919x0y0-e1146d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/10000000/9720000/9718900/9718841/w2880h1920x0y0-267b336c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/10000000/9720000/9718900/9718841/29d80f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florence House Hotel & Restaurant [](https://www.expedia.ca/Portsmouth-Hotels-Florence-House-Boutique-Hotel.h9718841.Hotel-Information) Southsea 9.4/10 Exceptional (270 reviews) "Fabulous stay at Florence House, excellent room and facilities and breakfast was outstanding in a beautiful outside garden area. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Cath CA $98 CA $117 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Portsmouth-Hotels-Florence-House-Boutique-Hotel.h9718841.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=2026-02-04&endDate=2026-02-05®ionId=5477&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ![Hotel du Vin & Bistro Winchester](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/04abd54d_y.jpg) ### Hotel du Vin & Bistro Winchester 10/10 Excellent "Breakfast was amazing" [](https://expedia.ca/Winchester-Hotels-Hotel-Du-Vin-Bistro-Winchester.h7728491.Hotel-Information) ## Frequently asked questions ### What's the best boutique-style hotel in Winchester? ### What's there to see and do in Winchester? ### What kind of weather should I plan for when I travel to Winchester? ### What's the best way to get to my boutique hotel in Winchester? ## 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) - 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[Flights from St. John's (YYT) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yyt/sou/st-johns-to-southampton) - [Flights from Toronto (YYZ) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yyz/sou/toronto-to-southampton) - [City Museum ](https://www.expedia.ca/City-Museum-Winchester.d6092091.Vacation-Attraction) - [Visit Chandler's Ford ](https://www.expedia.ca/Eastleigh-Chandlers-Ford.dx553248634839114381) - [Visit Hinton Ampner ](https://www.expedia.ca/Hinton-Ampner.dx3000402454) - [Hospital of St Cross ](https://www.expedia.ca/Hospital-Of-St-Cross-Winchester.d6279761.Vacation-Attraction) - [Visit Itchen Abbas ](https://www.expedia.ca/Itchen-Abbas.dx3000434989) - [Visit King's Somborne ](https://www.expedia.ca/Kings-Somborne.dx3000410040) - [Sir Harold Hillier Gardens ](https://www.expedia.ca/Sir-Harold-Hillier-Gardens-Romsey.d6280602.Vacation-Attraction) - [Winchester Cathedral ](https://www.expedia.ca/Winchester-Cathedral-Winchester.d6092087.Vacation-Attraction) - [Winchester City Mill ](https://www.expedia.ca/Winchester-City-Mill-Winchester.d6258721.Vacation-Attraction) - [Winchester Science Centre and Planetarium ](https://www.expedia.ca/Winchester-Science-Centre-And-Planetarium-Winchester.d6265020.Vacation-Attraction) - [Car rental Eastleigh ](https://www.expedia.ca/Car-Rentals-In-Eastleigh.d4631.Car-Rental-Guide) - [Car rentals near The Race Centre ](https://www.expedia.ca/Car-Rentals-In-The-Race-Centre.d553248621532491559.Car-Rental-Guide) - [Car rentals near Hampshire ](https://www.expedia.ca/Destinations-In-Hampshire.d603237.Car-Rental-Destinations) - [Hampshire Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hampshire.d603237.Vacation-Rental-Destinations)