Title: Browse the Best Winchester Resorts from CA $65 | 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 prices for these dates Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Winchester ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17500/17411/1a5a341a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17500/17411/2f4c2bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/17500/17411/da8c6101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; international cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/20000/17500/17411/73f65826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Southampton by IHG [](https://www.expedia.ca/Southampton-Hotels-Voco-Southampton-By-IHG.h17411.Hotel-Information) Southampton City Centre 8.6/10 Excellent (1,329 reviews) "Yes the breakfast was fresh and amazing staff were fantastic we will definitely be back " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Anthony CA $99 CA $119 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Southampton-Hotels-Voco-Southampton-By-IHG.h17411.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, body treatments, hydrotherapy, facials](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/45e90aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/a8cabac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Balcony (Cosy)](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/37d009b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbour Hotel Southampton [](https://www.expedia.ca/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information) Southampton City Centre 9.2/10 Wonderful (1,003 reviews) "Quick check in, great bar and friendly staff " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Liam CA $222 CA $267 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information) ![Garden views, open daily](https://images.trvl-media.com/lodging/1000000/20000/20000/19955/f3b35638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/20000/19955/ef954b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden views, open daily](https://images.trvl-media.com/lodging/1000000/20000/20000/19955/b730b852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/20000/19955/c6073319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Leonardo Royal Southampton Grand Harbour [](https://www.expedia.ca/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information) Southampton City Centre 8.6/10 Excellent (1,723 reviews) "Top breakfast. Very friendly staff and a very pleasant stay." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Harry CA $109 CA $131 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/d84e8ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/7e106680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/6645d7c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/edba5f9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premier Inn Winchester [](https://www.expedia.ca/Winchester-Hotels-Premier-Inn-Winchester.h11785830.Hotel-Information) Winchester 8.8/10 Excellent (3 reviews) "The employees we're very child friendly. Great service!" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Simone CA $80 CA $97 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Winchester-Hotels-Premier-Inn-Winchester.h11785830.Hotel-Information) ![Free daily full breakfast](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/76d8d4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/d95a4758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/f7a79ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/99212527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fox [](https://www.expedia.ca/Winchester-Hotels-The-Fox.h35310342.Hotel-Information) Winchester 10/10 Exceptional (177 reviews) "Fabulous room, restaurant and location. If it’s available book it. The Fox team is the best. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Debbie CA $128 CA $154 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Winchester-Hotels-The-Fox.h35310342.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/0f839389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/1472b8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/a9948f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double or Twin Room](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/50beda23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Running Horse [](https://www.expedia.ca/Winchester-Hotels-The-Running-Horse.h14821808.Hotel-Information) Winchester 9.0/10 Wonderful (312 reviews) "Great breakfast, nice cozy room, daily room service making sure everything was topped up and attended to " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jack CA $76 CA $91 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winchester-Hotels-The-Running-Horse.h14821808.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/0e859055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/23b95982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/e65f6383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, British cuisine](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/92c156b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Winchester Hotel & Spa [](https://www.expedia.ca/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information) Winchester 8.6/10 Excellent (1,004 reviews) "Lovely rooms and really friendly, helpful staff. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Liz CA $142 CA $170 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information) ![Daily English breakfast (GBP 19.95 per person)](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/dc660f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/660c1211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/ec87b809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/cdb91ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Winchester Hotel & Spa by IHG [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester.h3430824.Hotel-Information) Winchester 8.8/10 Excellent (952 reviews) "Staff very helpful. Food good at the hotel" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Callum CA $124 CA $149 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester.h3430824.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/bb8be00a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Triple Room](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/cd5d4547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Triple Room](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/da8d69fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/fbe7aa32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cricketers Inn [](https://www.expedia.ca/Winchester-Hotels-The-Cricketers-Inn.h101251994.Hotel-Information) Winchester 9.6/10 Exceptional (25 reviews) "The dinners and breakfasts were wonderful and the inn hosts were amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele CA $133 CA $160 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Winchester-Hotels-The-Cricketers-Inn.h101251994.Hotel-Information) ![Desk, laptop workspace, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/16000000/15090000/15088000/15087925/fe1e4341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15090000/15088000/15087925/29433d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/16000000/15090000/15088000/15087925/43c0d04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15090000/15088000/15087925/a6382f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Sutton Scotney South [](https://www.expedia.ca/Winchester-Hotels-Days-Inn-By-Wyndham-Sutton-Scotney-South.h15087925.Hotel-Information) Winchester 8.2/10 Very good (497 reviews) "We just wanted something cheap and cheerful.Couldn't have been more happier.Everything we needed, and the staff were lovely." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Andy CA $55 CA $65 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Winchester-Hotels-Days-Inn-By-Wyndham-Sutton-Scotney-South.h15087925.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/757d6db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/db967cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/fde9f034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/f64b12c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Norton Park Hotel, Spa & Manor House [](https://www.expedia.ca/Winchester-Hotels-Norton-Park.h2773823.Hotel-Information) Winchester 8.0/10 Very good (1,002 reviews) "Spotless rooms, lovely amenities, great location, fantastic staff." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Darar CA $263 CA $316 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Winchester-Hotels-Norton-Park.h2773823.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/6d21eba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/1180186e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/1590ac79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/ea4a7837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel du Vin & Bistro Winchester [](https://www.expedia.ca/Winchester-Hotels-Hotel-Du-Vin-Bistro-Winchester.h7728491.Hotel-Information) Winchester 9.0/10 Wonderful (556 reviews) "All around comfortable hotel in a great location " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kevin CA $164 CA $196 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Winchester-Hotels-Hotel-Du-Vin-Bistro-Winchester.h7728491.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/9a2e94b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Twin Room, Private Bathroom (Compact Room)](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/bf9a5d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite | Miscellaneous](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/w1024h765x0y255-874dac83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/e314b94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 31 Queens Road [](https://www.expedia.ca/Winchester-Hotels-31-Queens-Road.h2281656.Hotel-Information) Winchester 9.0/10 Wonderful (220 reviews) "Very pleasant stay. Compact, clean, comfort able accommodation. Fantastic breakfast tray. Will stay again." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Craig CA $124 CA $149 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Winchester-Hotels-31-Queens-Road.h2281656.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/63760aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/c8843c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room, Ensuite](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/ae358b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/8f8bafef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kings Head [](https://www.expedia.ca/Winchester-Hotels-The-Kings-Head.h3878117.Hotel-Information) Winchester 8.4/10 Very good (162 reviews) "Made to feel very welcome, hotel was warm and cosy, excellent value for money, and very easy access to Winchester. Lovely setting " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Michael CA $192 CA $231 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winchester-Hotels-The-Kings-Head.h3878117.Hotel-Information) ![Breakfast, lunch, dinner served; British cuisine ](https://images.trvl-media.com/lodging/1000000/20000/18600/18535/eeef949f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/18600/18535/40c500e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/20000/18600/18535/1ac6cfce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/20000/18600/18535/3b748348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winchester Royal Hotel [](https://www.expedia.ca/Winchester-Hotels-Winchester-Royal-Hotel.h18535.Hotel-Information) Winchester 8.4/10 Very good (1,002 reviews) "Room was nice, staff were great. Location for central Winchester was excellent " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mark CA $263 CA $316 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Winchester-Hotels-Winchester-Royal-Hotel.h18535.Hotel-Information) ![Double Room](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/9e5d1c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/w698h747x0y0-1051f5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/w2330h1791x0y3-96bd1bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/8d27e6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Hole [](https://www.expedia.ca/Winchester-Hotels-The-Black-Hole.h27592827.Hotel-Information) Winchester 9.6/10 Exceptional (18 reviews) "Always a good breakfast" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Christopher CA $200 CA $241 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Winchester-Hotels-The-Black-Hole.h27592827.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/5efbbf93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/206773ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Double Room](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/da247b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/4b5beaba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winchester Wessex Hotel by Sunday [](https://www.expedia.ca/Winchester-Hotels-Winchester-Wessex-Hotel-By-Sunday.h4799.Hotel-Information) Winchester 7.6/10 Good (1,007 reviews) "Good location great staff" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Richard CA $97 CA $116 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winchester-Hotels-Winchester-Wessex-Hotel-By-Sunday.h4799.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/23000000/22260000/22257700/22257620/dbf02c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/23000000/22260000/22257700/22257620/2065f5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/23000000/22260000/22257700/22257620/b2424b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/23000000/22260000/22257700/22257620/d907ff93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Vine [](https://www.expedia.ca/Winchester-Hotels-The-Old-Vine.h22257620.Hotel-Information) Winchester 9.6/10 Exceptional (218 reviews) "Lovely room - full of character. Clean and comfortable. Excellent location right next to the cathedral, just right for Christmas fair. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Peter CA $232 CA $279 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Winchester-Hotels-The-Old-Vine.h22257620.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/5000000/4400000/4395300/4395298/36d3b4e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4400000/4395300/4395298/26e620e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/5000000/4400000/4395300/4395298/1698044c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/5000000/4400000/4395300/4395298/d36767fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wykeham Arms [](https://www.expedia.ca/Winchester-Hotels-Wykeham-Arms.h4395298.Hotel-Information) Winchester 9.4/10 Exceptional (394 reviews) "Lovely room, very friendly staff and great breakfast. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mike CA $194 CA $233 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Winchester-Hotels-Wykeham-Arms.h4395298.Hotel-Information) ![Indoor wedding](https://images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/3bb7f790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/7c47fceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/6a714f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/b0521da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marwell Hotel Winchester South [](https://www.expedia.ca/Winchester-Hotels-Marwell-Hotel.h6330449.Hotel-Information) Winchester 7.6/10 Good (1,002 reviews) "Nice facilities, lovely staff " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Helen CA $89 CA $106 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Winchester-Hotels-Marwell-Hotel.h6330449.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=2026-01-27&endDate=2026-01-28®ionId=5477&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Resort-Hotels.d5477-aaResortHotels.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Resort-Hotels.d5477-aaResortHotels.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Leonardo Royal Southampton Grand Harbour](https://images.trvl-media.com/lodging/1000000/20000/20000/19955/662fccb6_y.jpg) ### Leonardo Royal Southampton Grand Harbour 10/10 Excellent "Really nice clean hotel with a decent size swimming pool for exercising in." [](https://expedia.ca/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information) ![Hilton Southampton - Utilita Bowl](https://images.trvl-media.com/lodging/10000000/9380000/9377900/9377882/69356af6_y.jpg) ### Hilton Southampton - Utilita Bowl 10/10 Excellent "Great spa" [](https://expedia.ca/Southampton-Hotels-Hilton-At-The-Ageas-Bowl-Southampton.h9377882.Hotel-Information) ![Royal Maritime Hotel](https://images.trvl-media.com/lodging/16000000/15090000/15086700/15086665/8c64c9ac_y.jpg) ### Royal Maritime Hotel 10/10 Excellent "Lovely clean room, friendly staff & good food.. stayed here twice now. " [](https://expedia.ca/Portsmouth-Hotels-The-Royal-Maritime-Club.h15086665.Hotel-Information) ![The Winchester Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/4127003a_y.jpg) ### The Winchester Hotel & Spa 10/10 Excellent "Beautifully hot" [](https://expedia.ca/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information) ![The Star Hotel](https://images.trvl-media.com/lodging/2000000/1230000/1223100/1223013/3d2213f7_y.jpg) ### The Star Hotel 10/10 Excellent "Yes the room was very nice and clean and warm , nice hot shower . Bar wasn’t open but pub next door was ok , staff were very nice . " [](https://expedia.ca/Southampton-Hotels-The-Star-Hotel.h1223013.Hotel-Information) ![Holiday Inn Portsmouth by IHG](https://images.trvl-media.com/lodging/1000000/30000/27200/27118/b7425f54_y.jpg) ### Holiday Inn Portsmouth by IHG 10/10 Excellent "Room very comfortable and clean. Shower hit! Pool Receotion staff were great over the NY oeriod, all suoer lovely and charming" [](https://expedia.ca/Portsmouth-Hotels-Holiday-Inn-Portsmouth.h27118.Hotel-Information) ![Winchester Wessex Hotel by Sunday](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/3ac6caac_y.jpg) ### Winchester Wessex Hotel by Sunday 10/10 Excellent "Lovely view, nice staff. Great central location. Room was a bit tired, but spotlessly clean It was, sadly, very cold. Even with the heater on full blast it was chilly. I would certainly stay here again" [](https://expedia.ca/Winchester-Hotels-Winchester-Wessex-Hotel-By-Sunday.h4799.Hotel-Information) ![Leonardo Hotel Southampton ](https://images.trvl-media.com/lodging/2000000/1180000/1178300/1178290/0c96afed_y.jpg) ### Leonardo Hotel Southampton 10/10 Excellent "The hotel stood out for its cleanliness and comfort, creating a relaxing stay. The staff were courteous, helpful, and contributed positively to the overall experience." [](https://expedia.ca/Southampton-Hotels-Jurys-Inn-Southampton.h1178290.Hotel-Information) ![Novotel Southampton](https://images.trvl-media.com/lodging/1000000/10000/4500/4431/cebf2d75_y.jpg) ### Novotel Southampton 10/10 Excellent "Great stay" [](https://expedia.ca/Southampton-Hotels-Novotel-Southampton.h4431.Hotel-Information) ## Find out more about Winchester ## Winchester Resorts information | Number of reviews | 12,579 | | ----------------- | --------- | | Accommodation | 0 Resorts | | Lowest Price | CA $65 | | Highest Price | CA $316 | ## Frequently asked questions ### What is Winchester like for a resort vacation? ### What can I do in Winchester? ### What's the weather like in Winchester? ### What's the best way to get to and around Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [B&B in Alton ](https://www.expedia.ca/Alton-Bed-And-Breakfast.d6052953-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Ampfield Hotels ](https://www.expedia.ca/Ampfield-Hotels.d6048772.Travel-Guide-Hotels) - 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[Flights from Hamilton (YHM) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yhm/sou/hamilton-to-southampton) - [Flights from Halifax (YHZ) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yhz/sou/halifax-to-southampton) - [Flights from Kitchener (YKF) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/ykf/sou/kitchener-to-southampton) - [Flights from Owen Sound (YOS) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yos/sou/owen-sound-to-southampton) - [Flights from Ottawa (YOW) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yow/sou/ottawa-to-southampton) - [Flights from Windsor (YQG) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yqg/sou/windsor-to-southampton) - [Flights from Montreal (YUL) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yul/sou/montreal-to-southampton) - [Flights from Vancouver (YVR) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yvr/sou/vancouver-to-southampton) - [Flights from Winnipeg (YWG) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/ywg/sou/winnipeg-to-southampton) - [Flights from Calgary (YYC) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yyc/sou/calgary-to-southampton) - [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)