Title: Winchester Guest Houses from CA $48 | 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) # Search Guest Houses in Winchester from CA $48 - ![](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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester guest houses ![Exterior](https://images.trvl-media.com/lodging/18000000/17710000/17708600/17708517/92364e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17710000/17708600/17708517/010a0525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/18000000/17710000/17708600/17708517/66f3eb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/18000000/17710000/17708600/17708517/e5dc025e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orange Grove Hotel & Gardens [](https://www.expedia.ca/Southampton-Hotels-Coldeast-Mansion.h17708517.Hotel-Information) Southampton 8.4/10 Very good (324) "Stunning hotel, huge rooms, great staff, best breakfast. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Heidi [](https://www.expedia.ca/Southampton-Hotels-Coldeast-Mansion.h17708517.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/25000000/24200000/24192700/24192672/da151272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/25000000/24200000/24192700/24192672/987b5b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/25000000/24200000/24192700/24192672/d6829fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room](https://images.trvl-media.com/lodging/25000000/24200000/24192700/24192672/c6fe51c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walcot House [](https://www.expedia.ca/Southampton-Hotels-Walcot-House.h24192672.Hotel-Information) Southampton 9.2/10 Wonderful (69) "Excellent value with a superb breakfast. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Bobs ipad email CA $127 CA $153 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Southampton-Hotels-Walcot-House.h24192672.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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4280000/4276000/4275971/91b86efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free full breakfast](https://images.trvl-media.com/lodging/5000000/4280000/4276000/4275971/829969c5.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) ### The Caledon [](https://www.expedia.ca/Cowes-Hotels-The-Caledon.h4275971.Hotel-Information) Cowes 9.8/10 Exceptional (127) "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 $151 CA $181 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Cowes-Hotels-The-Caledon.h4275971.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/21dcedd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/ab861cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/2d793e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/00a7b893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albert Cottage Hotel [](https://www.expedia.ca/East-Cowes-Hotels-Albert-Cottage-Hotel.h23243385.Hotel-Information) East Cowes 9.4/10 Exceptional (90) "Great location, easy parking, friendly attentive staff and spacious, comfortable rooms. Couldn’t fault it!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Matthew CA $254 CA $305 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/East-Cowes-Hotels-Albert-Cottage-Hotel.h23243385.Hotel-Information) ![Double Room, Ensuite, Garden View](https://images.trvl-media.com/lodging/24000000/23670000/23669200/23669115/e5883686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/24000000/23670000/23669200/23669115/c0ec6a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/24000000/23670000/23669200/23669115/55959dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Patio (Annexe, Ensuite)](https://images.trvl-media.com/lodging/24000000/23670000/23669200/23669115/e0754fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peak House Farm [](https://www.expedia.ca/Whitchurch-Hotels-PEAK-HOUSE-FARM.h23669115.Hotel-Information) Whitchurch 10/10 Exceptional (6) "Enjoyed our two nights at Peak House Farm. Breakfast was good. Hosts were very personable. Looking out the window at the horses past the fence was beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill [](https://www.expedia.ca/Whitchurch-Hotels-PEAK-HOUSE-FARM.h23669115.Hotel-Information) ![Double Room](https://images.trvl-media.com/lodging/25000000/24990000/24981500/24981473/ffb439be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24981500/24981473/c3ab3ed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24981500/24981473/d348d664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite | Bathroom](https://images.trvl-media.com/lodging/25000000/24990000/24981500/24981473/a1f32c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copper Beeches Accomodation [](https://www.expedia.ca/Petersfield-Hotels-Copper-Beeches-Accomodation.h24981473.Hotel-Information) Petersfield 9.2/10 Wonderful (67) "Great host, exceptional cleanness. Healthy amazing breakfast." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Marius CA $203 CA $244 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Petersfield-Hotels-Copper-Beeches-Accomodation.h24981473.Hotel-Information) ![Family Room](https://images.trvl-media.com/lodging/33000000/32470000/32463900/32463812/6dff8735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/33000000/32470000/32463900/32463812/22c819f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/33000000/32470000/32463900/32463812/68a8a01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily English breakfast](https://images.trvl-media.com/lodging/33000000/32470000/32463900/32463812/2a9d1fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old House Guesthouse [](https://www.expedia.ca/Salisbury-Hotels-The-Old-House-Guesthouse.h32463812.Hotel-Information) Salisbury 9.8/10 Exceptional (87) "Th owners are lovely and friendly—and provide charm and a beautiful breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet CA $208 CA $208 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Salisbury-Hotels-The-Old-House-Guesthouse.h32463812.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/34000000/33310000/33301600/33301590/731e51a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, Netflix, pay movies](https://images.trvl-media.com/lodging/34000000/33310000/33301600/33301590/afe96459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/34000000/33310000/33301600/33301590/12d7bfc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/34000000/33310000/33301600/33301590/9af5db9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashbys [](https://www.expedia.ca/Portsmouth-Hotels-Ashbys.h33301590.Hotel-Information) Southsea 9.4/10 Exceptional (307) "All of ashburys excellent place to stay " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Alan CA $111 CA $134 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Portsmouth-Hotels-Ashbys.h33301590.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15870000/15868900/15868874/ba471bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15870000/15868900/15868874/49d88f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15870000/15868900/15868874/fc1a0f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/16000000/15870000/15868900/15868874/cc591e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spring Garden B&B [](https://www.expedia.ca/Gosport-Hotels-Spring-Garden-BB.h15868874.Hotel-Information) Gosport 9.2/10 Wonderful (127) "We had lovely stay, very friendly staff,nothing was too much trouble." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) John CA $102 CA $123 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Gosport-Hotels-Spring-Garden-BB.h15868874.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1390000/1381900/1381873/b3779c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living area](https://images.trvl-media.com/lodging/2000000/1390000/1381900/1381873/3aadb0c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/2000000/1390000/1381900/1381873/502ed9a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1390000/1381900/1381873/bc8b9949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Qudos [](https://www.expedia.ca/Salisbury-Hotels-Qudos.h1381873.Hotel-Information) Salisbury 9.0/10 Wonderful (302) "Good location. Great breakfast. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) James CA $110 CA $132 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Salisbury-Hotels-Qudos.h1381873.Hotel-Information) ![City view](https://images.trvl-media.com/lodging/54000000/53160000/53158500/53158441/7552bcf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/54000000/53160000/53158500/53158441/180-03f8d64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Double Room (2)](https://images.trvl-media.com/lodging/54000000/53160000/53158500/53158441/f8117c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/54000000/53160000/53158500/53158441/90-3411ee04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shirley House Self Catering Guest House, 5 min Drive to Cruise Ship Terminals and City Centre [](https://www.expedia.ca/Southampton-Hotels-Shirley-House.h53158441.Hotel-Information) The Polygon 8.0/10 Very good (61) "Check in convenience and responsive staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bernadette [](https://www.expedia.ca/Southampton-Hotels-Shirley-House.h53158441.Hotel-Information) ![Desk, laptop workspace, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/4000000/3600000/3593400/3593381/c9d41c64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/4000000/3600000/3593400/3593381/f7c86f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/4000000/3600000/3593400/3593381/97597a92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3600000/3593400/3593381/ffed9777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hunters Lodge [](https://www.expedia.ca/Southampton-Hotels-Hunters-Lodge.h3593381.Hotel-Information) The Polygon 8.2/10 Very good (250) "We can recommend that you stay here because it is nicely decorated, very clean and has off road parking. Would certainly stay there again." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Nigel CA $105 CA $126 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Southampton-Hotels-Hunters-Lodge.h3593381.Hotel-Information) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120474300/120474219/0f2a5d28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120474300/120474219/e7eccf6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120474300/120474219/58e32a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120480000/120474300/120474219/8de2959f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridge Road - Room 2b [](https://www.expedia.ca/Southampton-Hotels-Bridge-Road-Room-2b.h120474219.Hotel-Information) Southampton CA $53 CA $63 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Southampton-Hotels-Bridge-Road-Room-2b.h120474219.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/67000000/66420000/66419000/66418938/109574c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66420000/66419000/66418938/796682b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66420000/66419000/66418938/4b230cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66420000/66419000/66418938/49e42556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boutique En-suite Room in Prestigious Colonial Home [](https://www.expedia.ca/Emsworth-Hotels-Boutique-En-Suite-Room-In-Prestigious-Colonial-Home.h66418938.Hotel-Information) Emsworth 9.4/10 Exceptional (6) "Great property beautifully appointed " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Julian S. CA $208 CA $237 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Emsworth-Hotels-Boutique-En-Suite-Room-In-Prestigious-Colonial-Home.h66418938.Hotel-Information) ![Deluxe Double Room, Ensuite](https://images.trvl-media.com/lodging/79000000/78110000/78107100/78107019/bdb6df10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78110000/78107100/78107019/04579722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/79000000/78110000/78107100/78107019/76b2ccbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78110000/78107100/78107019/5b0aa967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highfield Coach House [](https://www.expedia.ca/Lymington-Hotels-Highfield-Coach-House.h78107019.Hotel-Information) Lymington 10/10 Exceptional (78) "Wonderful staff, lovely room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $169 CA $203 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Lymington-Hotels-Highfield-Coach-House.h78107019.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/7000000/6860000/6850700/6850623/5accf499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6860000/6850700/6850623/dea91fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6860000/6850700/6850623/9e62fd10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Double Room, 1 Bedroom](https://images.trvl-media.com/lodging/7000000/6860000/6850700/6850623/2efd49de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dorset Hotel [](https://www.expedia.ca/Ryde-Hotels-Dorset-Hotel.h6850623.Hotel-Information) Ryde 8.4/10 Very good (324) "Was a very nice stay staff friendly and room was clean " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Michael [](https://www.expedia.ca/Ryde-Hotels-Dorset-Hotel.h6850623.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344144/43091dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344144/67548441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344144/b05ffb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344144/70d01a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shirley House 3 Guest House Self Catering [](https://www.expedia.ca/Southampton-Hotels-Shirley-House-3-Self-Catering.h91344144.Hotel-Information) Freemantle 7.6/10 Good (20) "Quiet,clean and had what we needed.not a 5star hotel but nice for the price." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) David [](https://www.expedia.ca/Southampton-Hotels-Shirley-House-3-Self-Catering.h91344144.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116650000/116643500/116643454/bc8507ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116650000/116643500/116643454/3cee66fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/117000000/116650000/116643500/116643454/a643fae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116650000/116643500/116643454/ada62611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brookvale Guest House Room 13 [](https://www.expedia.ca/Southampton-Hotels-Brookvale-Guest-House-Room-13.h116643454.Hotel-Information) Portswood 10/10 Exceptional (1) "All was cleaned and tide the only thing was someone dirt pots and pans in the sink need to be washed up and a pans on the cooker with food still stans in it been though onto the cooker The rest wash fantastic and clean Mr ks Allcorn Room 13 Thank you " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) keith CA $40 CA $48 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Southampton-Hotels-Brookvale-Guest-House-Room-13.h116643454.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/114000000/113630000/113623400/113623384/a438f1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Single Room, City View](https://images.trvl-media.com/lodging/114000000/113630000/113623400/113623384/d5df1146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113630000/113623400/113623384/ff98bd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room, City View | Bathroom](https://images.trvl-media.com/lodging/114000000/113630000/113623400/113623384/ba5942e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Victoria Lodge Guest House [](https://www.expedia.ca/Salisbury-Hotels-Victoria-Lodge-Guest-House.h113623384.Hotel-Information) Salisbury 8.8/10 Excellent (21) "A very cute and cozy, affordable and convenient place to stay in Salisbury. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kirk CA $109 CA $131 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Salisbury-Hotels-Victoria-Lodge-Guest-House.h113623384.Hotel-Information) ![Deluxe Room, 1 Queen Bed](https://images.trvl-media.com/lodging/5000000/4910000/4900200/4900131/af1df2b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4910000/4900200/4900131/da09ec0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4910000/4900200/4900131/3321c753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4910000/4900200/4900131/3f3ca0d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Emsworth B&B Hotel [](https://www.expedia.ca/Emsworth-Hotels-The-Jingles.h4900131.Hotel-Information) Emsworth 9.0/10 Wonderful (425) "Lovely place,staff are really helpful and would stay here again" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jane CA $177 CA $212 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Emsworth-Hotels-The-Jingles.h4900131.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=2026-01-04&endDate=2026-01-05®ionId=5477&adults=2&lodging=GUEST_HOUSE&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-Guest-Houses.d5477-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Guest-Houses.d5477-aaGuestHouses.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Leonardo Hotel Southampton ](https://images.trvl-media.com/lodging/2000000/1180000/1178300/1178290/0c96afed_y.jpg) ### Leonardo Hotel Southampton 10/10 Excellent "The staff are always courteous and friendly whenever we have stayed at Leonardo's that is why keep returning to your lovely hotel.the only downside is plates not very warm at breakfast." [](https://expedia.ca/Southampton-Hotels-Jurys-Inn-Southampton.h1178290.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 very helpful. Food good at the hotel" [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester.h3430824.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 "Friendly check-in, lovely room. Helpful staff in the morning too" [](https://expedia.ca/Portsmouth-Hotels-Holiday-Inn-Portsmouth.h27118.Hotel-Information) ![voco Southampton by IHG](https://images.trvl-media.com/lodging/1000000/20000/17500/17411/821a0cfd_y.jpg) ### voco Southampton by IHG 10/10 Excellent "Convenient location" [](https://expedia.ca/Southampton-Hotels-Voco-Southampton-By-IHG.h17411.Hotel-Information) ![Norton Park Hotel, Spa & Manor House](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/757d6db6_y.jpg) ### Norton Park Hotel, Spa & Manor House 10/10 Excellent "All of the above" [](https://expedia.ca/Winchester-Hotels-Norton-Park.h2773823.Hotel-Information) ![Village Hotel Portsmouth](https://images.trvl-media.com/lodging/20000000/19390000/19389300/19389255/407e9fe5_y.jpg) ### Village Hotel Portsmouth 10/10 Excellent "Staff were very helpful, rooms were clean with ample shower/bathroom space. Pool was large with fast and slow swimming lanes, alongside a well equipped gym. " [](https://expedia.ca/Portsmouth-Hotels-Village-Hotel-Portsmouth.h19389255.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 "Room was clean and perfect for us" [](https://expedia.ca/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information) ![Novotel Southampton](https://images.trvl-media.com/lodging/1000000/10000/4500/4431/cebf2d75_y.jpg) ### Novotel Southampton 10/10 Excellent "I didn't have breakfast but as a hotel it was convenient location, very well laid out room with everything. Also enjoyed the gym and swim facilities. The reception staff very friendly and helpful " [](https://expedia.ca/Southampton-Hotels-Novotel-Southampton.h4431.Hotel-Information) ![Moxy Southampton](https://images.trvl-media.com/lodging/43000000/42110000/42101700/42101688/92beb57c_y.jpg) ### Moxy Southampton 10/10 Excellent "Outstanding service, amazing atmosphere and wonderful facilities. Whatever type of trip you're on this hotel has you covered." [](https://expedia.ca/Southampton-Hotels-Moxy-By-Marriott-Southampton.h42101688.Hotel-Information) ## Find out more about Winchester ## Winchester Guest Houses information | Number of reviews | 2,622 | | ----------------- | ---------------- | | Accommodation | 144 Guest Houses | | Lowest Price | CA $48 | | Highest Price | CA $305 | ## Frequently asked questions ### What is the nightly rate for a guest house in Winchester? ### What's the difference between a Winchester guest house and a B&B? ## 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) - [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) - [Hampshire Hotels ](https://www.expedia.ca/Destinations-In-Hampshire.d603237.Hotel-Destinations) - [Apartments in Eastleigh ](https://www.expedia.ca/Eastleigh-Apartments.d4631-aaApartments.Travel-Guide-Accommodation) - [Cheap Hotels in Eastleigh ](https://www.expedia.ca/Eastleigh-Hotels-Cheap-Hotels.0-0-d4631-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Eastleigh ](https://www.expedia.ca/Eastleigh-Hotels-Golf-Hotel.0-0-d4631-tGolfHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Eastleigh ](https://www.expedia.ca/Eastleigh-Hotels-LGBT-Friendly-Hotel.0-0-d4631-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Eastleigh Hotels ](https://www.expedia.ca/Eastleigh-Hotels.d4631.Travel-Guide-Hotels) - [Exton Hotels ](https://www.expedia.ca/Exton-Hotels.d553248635974902831.Travel-Guide-Hotels) - [Hostels in Hampshire ](https://www.expedia.ca/Hampshire-Hostels.d603237-aaHostels.Travel-Guide-Accommodation) - [Hursley Hotels ](https://www.expedia.ca/Hursley-Hotels.d3000379612.Travel-Guide-Hotels) - [Itchen Abbas Hotels ](https://www.expedia.ca/Itchen-Abbas-Hotels.d3000434989.Travel-Guide-Hotels) - [King's Somborne Hotels ](https://www.expedia.ca/Kings-Somborne-Hotels.d3000410040.Travel-Guide-Hotels) - [Kings Worthy Hotels ](https://www.expedia.ca/Kings-Worthy-Hotels.d3000406540.Travel-Guide-Hotels) - [Littleton Hotels ](https://www.expedia.ca/Littleton-Hotels.d6257722.Travel-Guide-Hotels) - [B&B in Lyndhurst ](https://www.expedia.ca/Lyndhurst-Bed-And-Breakfast.d4377-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Apartments in Northington ](https://www.expedia.ca/Northington-Apartments.d6125016-aaApartments.Travel-Guide-Accommodation) - [Rv Parks in Oakley ](https://www.expedia.ca/Oakley-RV-Parks.d6126280-aaRVParks.Travel-Guide-Accommodation) - [Apartments in Otterbourne ](https://www.expedia.ca/Otterbourne-Apartments.d3000434817-aaApartments.Travel-Guide-Accommodation) - [Otterbourne Hotels ](https://www.expedia.ca/Otterbourne-Hotels.d3000434817.Travel-Guide-Hotels) - [Hotels near Southampton ](https://www.expedia.ca/Southampton-Airport-Hotels.0-aSOU-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Southampton ](https://www.expedia.ca/Southampton-Apart-Hotels.d3245-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Southampton ](https://www.expedia.ca/Southampton-Apartments.d3245-aaApartments.Travel-Guide-Accommodation) - [B&B in Southampton ](https://www.expedia.ca/Southampton-Bed-And-Breakfast.d3245-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Southampton ](https://www.expedia.ca/Southampton-Cabins.d3245-aaCabins.Travel-Guide-Accommodation) - [Capsule Hotels in Southampton ](https://www.expedia.ca/Southampton-Capsule-Hotels.d3245-aaCapsuleHotels.Travel-Guide-Accommodation) - [Castles in Southampton ](https://www.expedia.ca/Southampton-Castles.d3245-aaCastles.Travel-Guide-Accommodation) - [Chalets in Southampton ](https://www.expedia.ca/Southampton-Chalets.d3245-aaChalets.Travel-Guide-Accommodation) - [Condo Rentals in Southampton ](https://www.expedia.ca/Southampton-Condos.d3245-aaCondos.Travel-Guide-Accommodation) - [Cottages in Southampton ](https://www.expedia.ca/Southampton-Cottages.d3245-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Southampton ](https://www.expedia.ca/Southampton-Guest-Houses.d3245-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Southampton ](https://www.expedia.ca/Southampton-Hostels.d3245-aaHostels.Travel-Guide-Accommodation) - [Houseboats in Southampton ](https://www.expedia.ca/Southampton-Houseboats.d3245-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Southampton ](https://www.expedia.ca/Southampton-Inns.d3245-aaInns.Travel-Guide-Accommodation) - [Lodges in Southampton ](https://www.expedia.ca/Southampton-Lodges.d3245-aaLodges.Travel-Guide-Accommodation) - [Vacation Homes in Southampton ](https://www.expedia.ca/Southampton-Private-Vacation-Homes.d3245-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Rv Parks in Southampton ](https://www.expedia.ca/Southampton-RV-Parks.d3245-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Southampton ](https://www.expedia.ca/Southampton-Resort-Hotels.d3245-aaResortHotels.Travel-Guide-Accommodation) - [Safari Tentalow in Southampton ](https://www.expedia.ca/Southampton-Safari-Tentalow.d3245-aaSafariTentalow.Travel-Guide-Accommodation) - [Hotels near Sparsholt College ](https://www.expedia.ca/Sparsholt-College-Hotels.0-l6245181-0.Travel-Guide-Filter-Hotels) - [Sutton Scotney Hotels ](https://www.expedia.ca/Sutton-Scotney-Hotels.d6053846.Travel-Guide-Hotels) - [Hotels near The Race Centre ](https://www.expedia.ca/The-Race-Centre-Hotels.0-l553248621532491559-0.Travel-Guide-Filter-Hotels) - [Twyford Hotels ](https://www.expedia.ca/Twyford-Hotels.d553248635975853682.Travel-Guide-Hotels) - [Rv Parks in Wickham ](https://www.expedia.ca/Wickham-RV-Parks.d182695-aaRVParks.Travel-Guide-Accommodation) - [Hotels near Winchester Cathedral ](https://www.expedia.ca/Winchester-Cathedral-Hotels.0-l6092087-0.Travel-Guide-Filter-Hotels) - [Apartments in Winsor ](https://www.expedia.ca/Winsor-Apartments.d3000381484-aaApartments.Travel-Guide-Accommodation) - [Guest Houses in Winsor ](https://www.expedia.ca/Winsor-Guest-Houses.d3000381484-aaGuestHouses.Travel-Guide-Accommodation) - [Flights from Southampton ](https://www.expedia.ca/lp/airports/sou/flights-from-southampton-airport) - [Flights from Kings Worthy ](https://www.expedia.ca/lp/flights/3000406540/flights-from-kings-worthy) - [Flights from Eastleigh ](https://www.expedia.ca/lp/flights/4631/flights-from-eastleigh) - [Flights from Amsterdam (AMS) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/ams/sou/amsterdam-to-southampton) - [Flights from Barcelona (BCN) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/bcn/sou/barcelona-to-southampton) - [Flights from Belfast (BFS) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/bfs/sou/belfast-to-southampton) - [Flights from Buffalo (BUF) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/buf/sou/buffalo-to-southampton) - [Flights from Paris (CDG) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/cdg/sou/paris-to-southampton) - [Flights from Detroit (DTW) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/dtw/sou/detroit-to-southampton) - [Flights from Dublin (DUB) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/dub/sou/dublin-to-southampton) - [Flights from Edinburgh (EDI) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/edi/sou/edinburgh-to-southampton) - [Flights from Rome (FCO) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/fco/sou/rome-to-southampton) - [Flights from Glasgow (GLA) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/gla/sou/glasgow-to-southampton) - [Flights from New York (JFK) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/jfk/sou/new-york-to-southampton) - [Flights from London (LHR) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/lhr/sou/london-to-southampton) - [Flights from London (LON) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/lon/sou/london-to-southampton) - [Flights from Ontario (ONT) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/ont/sou/ontario-to-southampton) - [Flights from Trieste (TRS) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/trs/sou/trieste-to-southampton) - [Flights from Edmonton (YEG) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yeg/sou/edmonton-to-southampton) - [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)