Title: Winchester B&B: Find the Best Bed and Breakfast from CA $109 | 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 [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester bed & breakfast ![Restaurant](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/231073f9.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) ![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) ### The Fox [](https://www.expedia.ca/Winchester-Hotels-The-Fox.h35310342.Hotel-Information) Winchester 10/10 Exceptional (179 reviews) "Nice room, great breakfast and very friendly staff." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Erik CA $147 CA $176 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Winchester-Hotels-The-Fox.h35310342.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) ![Miscellaneous](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/e314b94f.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) ### 31 Queens Road [](https://www.expedia.ca/Winchester-Hotels-31-Queens-Road.h2281656.Hotel-Information) Winchester 9.0/10 Wonderful (221 reviews) "Staying at 31 Queens Rd was a fantastic experience. Richard was a friendly and knowledgeable host. My breakfast tray every morning was above and beyond in terms of quality and quantity. My room was clean, cozy, comfortable; the entire property was safe and well lit. On site parking was beyond convenient. Highly recommend!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nola CA $124 CA $148 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Winchester-Hotels-31-Queens-Road.h2281656.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/28000000/27600000/27592900/27592827/1c8386ac.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) ![Miscellaneous](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/w698h747x0y0-1051f5f0.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) "Amazing place to stay with friendly staff, very comfortable beds and best English Breakfast." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) T CA $201 CA $241 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Winchester-Hotels-The-Black-Hole.h27592827.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27050000/27041200/27041136/52ffb90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/28000000/27050000/27041200/27041136/39a39e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/28000000/27050000/27041200/27041136/93312f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/28000000/27050000/27041200/27041136/1559210b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St John's Croft [](https://www.expedia.ca/Winchester-Hotels-St-Johns-Croft.h27041136.Hotel-Information) Winchester 9.6/10 Exceptional (345 reviews) "Fresh breakfast, lovely hosts and fabulous big rooms." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kim CA $205 CA $247 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Winchester-Hotels-St-Johns-Croft.h27041136.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2290000/2281600/2281514/9b5796f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2290000/2281600/2281514/37f082f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/3000000/2290000/2281600/2281514/1ebbe683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2290000/2281600/2281514/fcace8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westgate Winchester [](https://www.expedia.ca/Winchester-Hotels-Westgate-Winchester.h2281514.Hotel-Information) Winchester 8.2/10 Very good (245 reviews) "The staff made our stay amazing and the location can't be beat! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tricia CA $165 CA $199 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Winchester-Hotels-Westgate-Winchester.h2281514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44800000/44795100/44795065/61b2ab68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/45000000/44800000/44795100/44795065/f60724be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44800000/44795100/44795065/b7466cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double or Twin Room](https://images.trvl-media.com/lodging/45000000/44800000/44795100/44795065/846d07b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Room in the Garden [](https://www.expedia.ca/Salisbury-Hotels-The-Room-In-The-Garden.h44795065.Hotel-Information) Salisbury 10/10 Exceptional (72 reviews) "Lovely hosts lovely room would definitely stay again" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Janette CA $219 CA $219 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Salisbury-Hotels-The-Room-In-The-Garden.h44795065.Hotel-Information) ![Deluxe Suite, Ensuite, Courtyard View](https://images.trvl-media.com/lodging/98000000/97560000/97558200/97558122/3c7a9cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97560000/97558200/97558122/dae2e5cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/98000000/97560000/97558200/97558122/826dc758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Ensuite, Courtyard View](https://images.trvl-media.com/lodging/98000000/97560000/97558200/97558122/b387b1f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stonehenge Courtyard [](https://www.expedia.ca/Stonehenge-Courtyard.h97558122.Hotel-Information) Salisbury 9.8/10 Exceptional (66 reviews) "Excellent accommodation and spot to stay for a trip to Stonehenge." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Carley CA $164 CA $197 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Stonehenge-Courtyard.h97558122.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/37000000/36310000/36306400/36306315/86c0d416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room, Ensuite](https://images.trvl-media.com/lodging/37000000/36310000/36306400/36306315/16c4d89e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Twin Room, Ensuite](https://images.trvl-media.com/lodging/37000000/36310000/36306400/36306315/cea91462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/37000000/36310000/36306400/36306315/bfc8d673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Prince Consort [](https://www.expedia.ca/Southampton-Hotels-The-Prince-Consort.h36306315.Hotel-Information) Southampton 8.6/10 Excellent (178 reviews) "Very convenient for boarding cruise ships, enjoyed our stay and had a lovely breakfast before checking out." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Denise CA $132 CA $159 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Southampton-Hotels-The-Prince-Consort.h36306315.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36820000/36818400/36818303/8d0aa214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed](https://images.trvl-media.com/lodging/37000000/36820000/36818400/36818303/2aa79586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/37000000/36820000/36818400/36818303/ebcf96f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/37000000/36820000/36818400/36818303/09729d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kings Head [](https://www.expedia.ca/Salisbury-Hotels-The-Kings-Head.h36818303.Hotel-Information) Salisbury 9.6/10 Exceptional (29 reviews) "Nice location with bedrooms off the main road." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ian CA $153 CA $184 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Salisbury-Hotels-The-Kings-Head.h36818303.Hotel-Information) ![Double Room, Ensuite (With View) | View from room](https://images.trvl-media.com/lodging/9000000/8090000/8086500/8086482/56ac35e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite](https://images.trvl-media.com/lodging/9000000/8090000/8086500/8086482/95e6351f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/9000000/8090000/8086500/8086482/2a4e343a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8090000/8086500/8086482/2da03722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sarum College [](https://www.expedia.ca/Salisbury-Hotels-Sarum-College.h8086482.Hotel-Information) Salisbury 8.8/10 Excellent (769 reviews) "Very safe and convenient place to stay, 5 minutes walk from the centre. The rooms are basic, but clean and warm." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sally CA $171 CA $206 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Salisbury-Hotels-Sarum-College.h8086482.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27350000/27344700/27344689/92fc6317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27350000/27344700/27344689/d526b700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/28000000/27350000/27344700/27344689/3ee4c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/28000000/27350000/27344700/27344689/5b347dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barton's Mill [](https://www.expedia.ca/Basingstoke-Hotels-Bartons-Mill.h27344689.Hotel-Information) Basingstoke 9.4/10 Exceptional (204 reviews) "Loved the location and opportunity to walk and explore." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Marian CA $178 CA $213 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Basingstoke-Hotels-Bartons-Mill.h27344689.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83210000/83209200/83209137/35326d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83210000/83209200/83209137/939720ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83210000/83209200/83209137/33c899a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/84000000/83210000/83209200/83209137/efb9264e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Duke on The Test [](https://www.expedia.ca/Romsey-Hotels-The-Duke-On-The-Test.h83209137.Hotel-Information) Romsey 9.6/10 Exceptional (130 reviews) "staff very welcoming and friendly ,facilities excellent, only stayed one night but would heartily recommend longer." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Nicholas CA $101 CA $121 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Romsey-Hotels-The-Duke-On-The-Test.h83209137.Hotel-Information) ![Free daily full breakfast](https://images.trvl-media.com/lodging/24000000/23330000/23323100/23323075/fdcd4916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/24000000/23330000/23323100/23323075/2d7cfeda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room (Room 1)](https://images.trvl-media.com/lodging/24000000/23330000/23323100/23323075/26e5cb42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room (Room 2) | View from room](https://images.trvl-media.com/lodging/24000000/23330000/23323100/23323075/07cda193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Palmerston Rooms [](https://www.expedia.ca/Romsey-Hotels-The-Palmerston-Rooms.h23323075.Hotel-Information) Romsey 9.8/10 Exceptional (180 reviews) "Great Stay - we had a lovely stay at the Palmeston Rooms, room was lovely, very spacious, clean and everything you needed. Breakfast was great, good choice and very tasty, very professional and friendly hosts. Will definately return, thankyou." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Anna CA $145 CA $175 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Romsey-Hotels-The-Palmerston-Rooms.h23323075.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91350000/91349300/91349201/556cd518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/92000000/91350000/91349300/91349201/1bf6405d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room](https://images.trvl-media.com/lodging/92000000/91350000/91349300/91349201/a3baeb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room | Bathroom](https://images.trvl-media.com/lodging/92000000/91350000/91349300/91349201/b438ea2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Six Bells [](https://www.expedia.ca/Reading-Hotels-The-Six-Bells.h91349201.Hotel-Information) Reading 8.8/10 Excellent (86 reviews) "Fantastic breakfast, nice evening in the pub playing darts and having a couple of drinks! great hosts! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Adam CA $162 CA $195 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Reading-Hotels-The-Six-Bells.h91349201.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/95000000/94770000/94768000/94767946/b1752f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Twin Room](https://images.trvl-media.com/lodging/95000000/94770000/94768000/94767946/93923212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/95000000/94770000/94768000/94767946/26980ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94770000/94768000/94767946/168f6e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Langrish House [](https://www.expedia.ca/Petersfield-Hotels-Langrish-House.h94767946.Hotel-Information) Petersfield 9.8/10 Exceptional (61 reviews) "Friendly and accommodating staff, lovely breakfast, comfortable room with fantastic external view, and the property is set in beautiful surroundings." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Clayton [](https://www.expedia.ca/Petersfield-Hotels-Langrish-House.h94767946.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/28000000/27660000/27654500/27654448/52a52ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/28000000/27660000/27654500/27654448/389cdaa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room, 1 King Bed, Non Smoking, Private Bathroom](https://images.trvl-media.com/lodging/28000000/27660000/27654500/27654448/432534cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Non Smoking, Private Bathroom](https://images.trvl-media.com/lodging/28000000/27660000/27654500/27654448/c445deff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Becketts Southsea [](https://www.expedia.ca/Portsmouth-Hotels-Becketts-Southsea.h27654448.Hotel-Information) Southsea 9.4/10 Exceptional (196 reviews) "Staff was truly amazing and so welcoming." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ximena [](https://www.expedia.ca/Portsmouth-Hotels-Becketts-Southsea.h27654448.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/101000000/100450000/100449800/100449776/cdbb0ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100450000/100449800/100449776/28e2d025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/101000000/100450000/100449800/100449776/9125ce4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/101000000/100450000/100449800/100449776/0807b653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Swan Ashley Manor [](https://www.expedia.ca/Southampton-Hotels-Royal-Swan-Ashley-Manor.h100449776.Hotel-Information) Southampton 9.0/10 Wonderful (165 reviews) "Great welcome, spotless and confortable room. Excellent breakfast." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Stuart CA $90 CA $109 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Southampton-Hotels-Royal-Swan-Ashley-Manor.h100449776.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/6000000/5770000/5769400/5769309/92e8adab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5770000/5769400/5769309/7af32f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5770000/5769400/5769309/98a5875c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5770000/5769400/5769309/c33672b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bucks Head [](https://www.expedia.ca/Southampton-Hotels-The-Bucks-Head.h5769309.Hotel-Information) Southampton 9.2/10 Wonderful (41 reviews) "Lovely place " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Priya CA $216 CA $260 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Southampton-Hotels-The-Bucks-Head.h5769309.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/37000000/36300000/36291100/36291021/6d551230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Twin Room, Ensuite](https://images.trvl-media.com/lodging/37000000/36300000/36291100/36291021/d5218844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36300000/36291100/36291021/8605d992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/37000000/36300000/36291100/36291021/7cd75af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caboose [](https://www.expedia.ca/Salisbury-Hotels-Caboose.h36291021.Hotel-Information) Salisbury 9.6/10 Exceptional (391 reviews) "Close to station and parking Staff excellent and aformative Room clean Good choise of breakfast fresh and delicious Definitely stay again " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Des [](https://www.expedia.ca/Salisbury-Hotels-Caboose.h36291021.Hotel-Information) ![Double Room, Ensuite, Sea View (King Ensuite)](https://images.trvl-media.com/lodging/5000000/4280000/4276000/4275971/e5f810a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free full breakfast](https://images.trvl-media.com/lodging/5000000/4280000/4276000/4275971/91b6fdcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/5000000/4280000/4276000/4275971/32979b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4280000/4276000/4275971/91b86efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Caledon [](https://www.expedia.ca/Cowes-Hotels-The-Caledon.h4275971.Hotel-Information) Cowes 9.8/10 Exceptional (127 reviews) "Loved it, slept sound😴 great breakfast to start the day well☺️" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Daniel CA $139 CA $167 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Cowes-Hotels-The-Caledon.h4275971.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=2026-02-24&endDate=2026-02-25®ionId=5477&adults=2&lodging=BED_AND_BREAKFAST&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-Bed-And-Breakfast.d5477-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Bed-And-Breakfast.d5477-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![voco Southampton by IHG](https://images.trvl-media.com/lodging/1000000/20000/17500/17411/821a0cfd_y.jpg) ### voco Southampton by IHG 10/10 Excellent "The dining experience was sublime." [](https://expedia.ca/Southampton-Hotels-Voco-Southampton-By-IHG.h17411.Hotel-Information) ![Harbour Hotel Southampton](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722_y.jpg) ### Harbour Hotel Southampton 10/10 Excellent "We love this hotel.Beautiful and the staff a really attentive " [](https://expedia.ca/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information) ![Royal Maritime Hotel](https://images.trvl-media.com/lodging/16000000/15090000/15086700/15086665/8c64c9ac_y.jpg) ### Royal Maritime Hotel 10/10 Excellent "The staff are friendly and very helpful. Everyone I encountered was excellent. The room was clean with good facilities. The stair well walls looked like they were in the midst of being redecorated and at the ripped and half stripped stage, but the room was lovely." [](https://expedia.ca/Portsmouth-Hotels-The-Royal-Maritime-Club.h15086665.Hotel-Information) ![voco Winchester Hotel & Spa by IHG](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/bec3fe8c_y.jpg) ### voco Winchester Hotel & Spa by IHG 10/10 Excellent "Staff were polite and the room and facilities were spotless " [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester.h3430824.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 "Clean, tidy, perfect location in town. Right next to the Cathedral, view is excellent!" [](https://expedia.ca/Winchester-Hotels-Winchester-Wessex-Hotel-By-Sunday.h4799.Hotel-Information) ![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 "Great hotel, polite staff and we had a lovely stay" [](https://expedia.ca/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information) ![Village Hotel Southampton Eastleigh](https://images.trvl-media.com/lodging/65000000/64270000/64264800/64264792/67cc524a_y.jpg) ### Village Hotel Southampton Eastleigh 10/10 Excellent "all good cannot fault - only issue is parkign as very busy when its Gym time!!" [](https://expedia.ca/Eastleigh-Hotels-Village-Hotel-Southampton-Eastleigh.h64264792.Hotel-Information) ![Moxy Southampton](https://images.trvl-media.com/lodging/43000000/42110000/42101700/42101688/92beb57c_y.jpg) ### Moxy Southampton 10/10 Excellent "The room was great with two double beds and two tv’s for each bed, very clean and modern and a good location for our visit to the mayflower theatre " [](https://expedia.ca/Southampton-Hotels-Moxy-By-Marriott-Southampton.h42101688.Hotel-Information) ![Leonardo Hotel Southampton ](https://images.trvl-media.com/lodging/2000000/1180000/1178300/1178290/0c96afed_y.jpg) ### Leonardo Hotel Southampton 10/10 Excellent "Very nice rooms and attentive staff." [](https://expedia.ca/Southampton-Hotels-Jurys-Inn-Southampton.h1178290.Hotel-Information) ## Find out more about Winchester ## Winchester B&B information | Number of reviews | 3,692 | | ----------------- | ------- | | Accommodation | 90 B&B | | Lowest Price | CA $109 | | Highest Price | CA $260 | ## Frequently asked questions ### What are the most popular Winchester Bed and Breakfasts? > For those who appreciate charming architecture and a touch of history, [St John's Croft](https://www.expedia.ca/Winchester-Hotels-St-Johns-Croft.h27041136.Hotel-Information) is a stunning Georgian property that earns a remarkable 9.6 rating. This B&B offers a beautiful garden, superb for a leisurely stroll or enjoying a quiet moment outdoors. Guests consistently compliment the welcoming host and the premium rooms, making it a lovely option for couples or anyone looking to unwind in a serene environment. > > > If you're traveling with family or seeking a place that balances comfort and convenience, [31 Queens Road](https://www.expedia.ca/Winchester-Hotels-31-Queens-Road.h2281656.Hotel-Information) might just be your ideal fit. With a great rating of 9.0, this property features a complimentary breakfast and a terrace that invites relaxation after a day of sightseeing. Families will appreciate the quality of the rooms and the friendly staff who are eager to help make your stay enjoyable and stress-free. ### What is the nightly rate for a B&B in Winchester? ### Are there any family-friendly B&Bs in Winchester? > Another fantastic option is [St John's Croft](https://www.expedia.ca/Winchester-Hotels-St-Johns-Croft.h27041136.Hotel-Information), known for its welcoming ambiance and family-friendly amenities. This property offers a free crib upon request, making it ideal for families traveling with infants. The beautiful garden provides a safe space for children to play, while the daily housekeeping ensures that parents can relax without worrying about the mess that comes with family adventures. ### Do any Winchester B&Bs allow dogs? > Another delightful option is [The Plough Itchen Abbas](https://www.expedia.ca/Winchester-Hotels-The-Plough-Itchen-Abbas.h112783278.Hotel-Information), which is specifically designed for dog lovers. This lovely establishment not only allows pets but also features spacious rooms with balconies, great for enjoying the fresh countryside air. Guests can indulge in a complimentary cooked breakfast, available on weekends and weekdays alike, while enjoying the convenience of free Wi-Fi in their rooms. With self-parking available, it's an ideal spot for families looking to explore the beautiful surroundings. ### When is the best time to book a B&B in Winchester? > July is particularly popular, as the city hosts various outdoor events and activities, allowing visitors to enjoy Winchester's rich history and beautiful surroundings. The charming streets, filled with shops and cafés, create an inclusive setting for leisurely strolls and local dining experiences. > > > If you're looking for a more budget-friendly option, consider visiting in May. This month offers a wonderful opportunity to enjoy the blossoming gardens and fewer crowds, allowing for a more peaceful exploration of Winchester's attractions. The milder temperatures in May, usually around 15 degrees Celsius, make it comfortable for outdoor activities such as hiking in the nearby South Downs National Park. ### What is the difference between a Winchester Bed and Breakfast and a hotel? ## 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) - [Hotels near Avington Park ](https://www.expedia.ca/Avington-Park-Hotels.0-l553248621532491569-0.Travel-Guide-Filter-Hotels) - [B&B in Basingstoke ](https://www.expedia.ca/Basingstoke-Bed-And-Breakfast.d4562-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Bishops Waltham ](https://www.expedia.ca/Bishops-Waltham-Guest-Houses.d6257676-aaGuestHouses.Travel-Guide-Accommodation) - [Cheriton Hotels ](https://www.expedia.ca/Cheriton-Hotels.d553248635149748502.Travel-Guide-Hotels) - 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