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) ![View of Winchester city centre.](https://images.trvl-media.com/place/5477/e10792c1-efbd-40d4-8451-f0788d9efdb4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by C J West # 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) ![Luxury Room](https://images.trvl-media.com/lodging/18000000/17710000/17708600/17708517/4b7cd422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/18000000/17710000/17708600/17708517/7af053b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite | Living area](https://images.trvl-media.com/lodging/18000000/17710000/17708600/17708517/38241099.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) ![Comfort Double Room](https://images.trvl-media.com/lodging/25000000/24200000/24192700/24192672/66fdac9f.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) ![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) ### 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 $124 CA $149 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Southampton-Hotels-Walcot-House.h24192672.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/f9bf16b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/6394df91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/da8e1fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite (Sleeps 3)](https://images.trvl-media.com/lodging/24000000/23250000/23243400/23243385/83572711.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 (89) "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 $253 CA $304 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/East-Cowes-Hotels-Albert-Cottage-Hotel.h23243385.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) ![Free full breakfast](https://images.trvl-media.com/lodging/5000000/4280000/4276000/4275971/38f40eaf.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 $150 CA $181 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Cowes-Hotels-The-Caledon.h4275971.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) ![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) ![30-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/33000000/32470000/32463900/32463812/29cc7ca9.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 [](https://www.expedia.ca/Salisbury-Hotels-The-Old-House-Guesthouse.h32463812.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24981500/24981473/d348d664.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 $184 CA $221 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Petersfield-Hotels-Copper-Beeches-Accomodation.h24981473.Hotel-Information) ![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) ![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) ![Twin Room, Ensuite, Garden View](https://images.trvl-media.com/lodging/24000000/23670000/23669200/23669115/c0dc7ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/24000000/23670000/23669200/23669115/e22212e2.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) ![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) ![Lounge](https://images.trvl-media.com/lodging/7000000/6860000/6850700/6850623/255705f3.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) ![Miscellaneous](https://images.trvl-media.com/lodging/16000000/15870000/15868900/15868874/ffd30413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, Ensuite (Double and Bunk)](https://images.trvl-media.com/lodging/16000000/15870000/15868900/15868874/289890fb.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) ![Lobby](https://images.trvl-media.com/lodging/16000000/15870000/15868900/15868874/fc1a0f06.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 $122 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Gosport-Hotels-Spring-Garden-BB.h15868874.Hotel-Information) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120410000/120408100/120408072/0b70000b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120410000/120408100/120408072/ca80e193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120410000/120408100/120408072/81cf04be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/121000000/120410000/120408100/120408072/eb54baa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridge Road - Room 1b [](https://www.expedia.ca/Southampton-Hotels-Bridge-Road-Room-1b.h120408072.Hotel-Information) Southampton 10/10 Exceptional (1) "Brand new property, could do with a communal microwave/ cooking facilities Nice and clean " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Nina CA $46 CA $56 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Southampton-Hotels-Bridge-Road-Room-1b.h120408072.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/34000000/33310000/33301600/33301590/12d7bfc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio](https://images.trvl-media.com/lodging/34000000/33310000/33301600/33301590/2b05ac0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/34000000/33310000/33301600/33301590/8d525891.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) ### Ashbys [](https://www.expedia.ca/Portsmouth-Hotels-Ashbys.h33301590.Hotel-Information) Southsea 9.4/10 Exceptional (305) "All of ashburys excellent place to stay " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Alan CA $116 CA $140 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Portsmouth-Hotels-Ashbys.h33301590.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/5000000/4910000/4900200/4900131/0f05fc57.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) ![Interior entrance](https://images.trvl-media.com/lodging/5000000/4910000/4900200/4900131/a1c26d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/5000000/4910000/4900200/4900131/ff9ea4e1.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 Dec 18 - Dec 19 [](https://www.expedia.ca/Emsworth-Hotels-The-Jingles.h4900131.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344144/c046d8ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91350000/91344200/91344144/39c36abe.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) ![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) ### 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) ![Double Room](https://images.trvl-media.com/lodging/117000000/116650000/116643500/116643454/852aab26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116650000/116643500/116643454/4abbed0b.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) ![Double Room](https://images.trvl-media.com/lodging/117000000/116650000/116643500/116643454/48567b91.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) ![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) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53160000/53158500/53158441/4662467c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Triple Room (Extra Large Bed)](https://images.trvl-media.com/lodging/54000000/53160000/53158500/53158441/7f9bac87.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 CA $73 CA $88 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Southampton-Hotels-Shirley-House.h53158441.Hotel-Information) ![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) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/67000000/66420000/66419000/66418938/56834923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/67000000/66420000/66419000/66418938/109574c6.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 $207 CA $237 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Emsworth-Hotels-Boutique-En-Suite-Room-In-Prestigious-Colonial-Home.h66418938.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2293700/2293648/9772ab55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2300000/2293700/2293648/217f749a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2300000/2293700/2293648/311d1754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Twin Room, Ensuite, Courtyard View](https://images.trvl-media.com/lodging/3000000/2300000/2293700/2293648/db64ca75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Landguard Lodge [](https://www.expedia.ca/Southampton-Hotels-Landguard-Lodge.h2293648.Hotel-Information) The Polygon 9.6/10 Exceptional (147) "Room was clean and comfortable. Staff was very friendly and considerate. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wilbert F CA $123 CA $147 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Southampton-Hotels-Landguard-Lodge.h2293648.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24210000/24209500/24209481/75d1b535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/25000000/24210000/24209500/24209481/bbb06c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24210000/24209500/24209481/9c5e0ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/25000000/24210000/24209500/24209481/w998h560x2y0-fef2c1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Auplands [](https://www.expedia.ca/Lymington-Hotels-Auplands.h24209481.Hotel-Information) Lymington 8.4/10 Very good (17) "Excellent guest house. Would fully reccomend." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Anonymous traveller CA $123 CA $147 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Lymington-Hotels-Auplands.h24209481.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/21000000/20420000/20416000/20415907/d7a6a8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/21000000/20420000/20416000/20415907/da746054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20420000/20416000/20415907/180-85a9212a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, individually decorated, individually furnished](https://images.trvl-media.com/lodging/21000000/20420000/20416000/20415907/f370d806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saddlers [](https://www.expedia.ca/Chichester-Hotels-Saddlers.h20415907.Hotel-Information) Chichester 10/10 Exceptional (13) "We had a wonderful stay at Saddlers :). Milky is a wonderfully attentive host. Attended to our every need & was very knowledgeable about local restaurants and places of interest too. We had a very relaxing stay." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Denise CA $324 CA $324 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Chichester-Hotels-Saddlers.h20415907.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/b7261281.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) ![Deluxe Room](https://images.trvl-media.com/lodging/2000000/1390000/1381900/1381873/c9206ff4.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 Dec 21 - Dec 22 [](https://www.expedia.ca/Salisbury-Hotels-Qudos.h1381873.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-31&endDate=2026-01-01®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 ![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) ![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) ![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 "Hotel is in an amazing location. It had a lovely set up with attractive looking bar & lounge area. Breakfast was just right with good hot & cold choices. Room was lovely & comfortable with good views of the cathedral, only slight criticism was the bathroom was a bit tired, there’s lots of marks on the floor & the bath seemed heavily stained but it did still seem clean. All the staff we encountered were all friendly, approachable & professional. We would definitely 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 "Nice room. Nice staff. Lewis was really friendly and made us feel welcome. He sorted out the missing hairdyer too. Give that man a pay rise!! " [](https://expedia.ca/Southampton-Hotels-Jurys-Inn-Southampton.h1178290.Hotel-Information) ![ Marwell Hotel Winchester South](https://images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/7c47fceb_y.jpg) ### Marwell Hotel Winchester South 10/10 Excellent "we were made feel very welcome by our receptionist Ruby She went over and above to make sure that everything about our trip flowed smoothly. We had dinner in the restaurant it was excellent ...cooked to perfection " [](https://expedia.ca/Winchester-Hotels-Marwell-Hotel.h6330449.Hotel-Information) ![DoubleTree by Hilton Southampton](https://images.trvl-media.com/lodging/1000000/20000/10400/10397/545dc144_y.jpg) ### DoubleTree by Hilton Southampton 10/10 Excellent "Great room, location and staff" [](https://expedia.ca/Southampton-Hotels-DoubleTree-By-Hilton-Hotel-Southampton.h10397.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 "Yes very clean and staff very helpful thanks" [](https://expedia.ca/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information) ![Meon Valley Hotel, Golf & Country Club](https://images.trvl-media.com/lodging/1000000/50000/47800/47731/0e19fdb3_y.jpg) ### Meon Valley Hotel, Golf & Country Club 10/10 Excellent "." [](https://expedia.ca/Southampton-Hotels-Meon-Valley-Hotel.h47731.Hotel-Information) ![Harbour Hotel Southampton](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722_y.jpg) ### Harbour Hotel Southampton 10/10 Excellent "Very nice hotel indeed. Room was big and very comfortable. Very modern feel too. Bar and restaurant really nice too. Definitely recommend it. " [](https://expedia.ca/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information) ## Find out more about Winchester ## Winchester Guest Houses information | Number of reviews | 2,422 | | ----------------- | ---------------- | | Accommodation | 144 Guest Houses | | Lowest Price | CA $48 | | Highest Price | CA $324 | ## 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) - 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