Title: All Hotels by Freetobook in Winsor - 2025 Updated Prices | Expedia.co.uk [Winsor Travel Guide](https://expedia.co.uk/Winsor.dx3000381484)[Hotels in Winsor](https://expedia.co.uk/Winsor-Hotels.d3000381484.Travel-Guide-Hotels)[Holiday Rentals in Winsor](https://expedia.co.uk/Winsor-Holiday-Rentals.d3000381484.Travel-Guide-HolidayRentals)[Flights to Winsor](https://expedia.co.uk/Cheap-Flights-To-Winsor.d3000381484.Travel-Guide-Flights)[Winsor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winsor.d3000381484.Car-Hire-Guide)[Winsor Holidays](https://expedia.co.uk/Winsor.d3000381484.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels by Freetobook in Winsor from £83 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 Tonight [13 Nov - 14 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2025-11-13&endDate=2025-11-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Nov - 15 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2025-11-14&endDate=2025-11-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [21 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winsor Freetobook Hotels ![Double Room](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/0c0d731a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/w698h747x0y0-1051f5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/3c5466de.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) ### The Black Hole Winchester 9.6/10 Exceptional (14) "Very basic hotel with no room amenities at all. The lady who runs it was really lovely though" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) L £130 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Winchester-Hotels-The-Black-Hole.h27592827.Hotel-Information) ![Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/16000000/15470000/15463400/15463393/264c300f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/16000000/15470000/15463400/15463393/4c32d9fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/16000000/15470000/15463400/15463393/a012bf39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15470000/15463400/15463393/c819d171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charter House Newport 8.2/10 Very good (101) "Very nice, would recommend" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Phillip [](https://www.expedia.co.uk/Newport-Hotels-Charter-House.h15463393.Hotel-Information) ![In-room safe, individually decorated, desk, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2290000/2283800/2283725/7f4638b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2290000/2283800/2283725/8447d5a2_edited_d2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2290000/2283800/2283725/8feaea2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2290000/2283800/2283725/574f4943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage Lodge Hotel Brockenhurst 9.6/10 Exceptional (163) "Clean room friendly helpful staff good breakfast. Would stay here again when in yhe area. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jean £103 includes taxes & fees 19 Nov - 20 Nov [](https://www.expedia.co.uk/Brockenhurst-Hotels-Cottage-Lodge-Hotel.h2283725.Hotel-Information) ![Double Room, Ensuite, Sea View (King Ensuite) | Premium bedding, minibar, desk, soundproofing](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/5000000/4280000/4276000/4275971/829969c5.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) ![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 Cowes 9.8/10 Exceptional (126) "Amazing place to stay, very clean. Had no issues whatsoever. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ismail £92 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Cowes-Hotels-The-Caledon.h4275971.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4870000/4864100/4864018/4fd999d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/5000000/4870000/4864100/4864018/93b7fbb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double or Twin Room, Ensuite | Egyptian cotton sheets, premium bedding, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/5000000/4870000/4864100/4864018/dae5416d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/5000000/4870000/4864100/4864018/e437132b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hewitt's Restaurant & Rooms Newport 9.0/10 Wonderful (106) "Great location and room was excellent. Friendly staff and breakfast was lovely. Definitely stay here next time I’m in Newport " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) paul £98 includes taxes & fees 14 Nov - 15 Nov [](https://www.expedia.co.uk/Newport-Hotels-Hewitts-Restaurant-Rooms.h4864018.Hotel-Information) ![Double Room | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/5000000/4340000/4335900/4335890/a11efafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room | Balcony view](https://images.trvl-media.com/lodging/5000000/4340000/4335900/4335890/3f159813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/5000000/4340000/4335900/4335890/0bbbbb14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4340000/4335900/4335890/76579141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Union Inn Cowes 8.0/10 Very good (102) "Room was great, very quaint and cozy. Bed was comfortable. Pub downstairs had hreat service and good food." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Douglas £94 includes taxes & fees 19 Nov - 20 Nov [](https://www.expedia.co.uk/Cowes-Hotels-The-Union-Inn.h4335890.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15820000/15811500/15811421/e5a638fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/16000000/15820000/15811500/15811421/def76087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15820000/15811500/15811421/34227f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/16000000/15820000/15811500/15811421/33081206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holly Tree House Cowes 10/10 Exceptional (24) "Mandy is a fantastic host--she went over and above to make our stay comfortable (including lifts to and from the ferry port and letting us meet her two gorgeous dogs). The breakfast was absolutely cracking and the BnB is really well located, comfortable and clean. Our room was beautiful and cosy, we would definitely stay here again!! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Helen £105 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Cowes-Hotels-Holly-Tree-House.h15811421.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15230000/15229800/15229717/6560b1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, free WiFi](https://images.trvl-media.com/lodging/16000000/15230000/15229800/15229717/c1dc9966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, free WiFi](https://images.trvl-media.com/lodging/16000000/15230000/15229800/15229717/bcfce44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15230000/15229800/15229717/5d1f3243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamble Retreat House and Luxury Studios Southampton 9.6/10 Exceptional (59) "A very friendly and customized service. Maria called in to ask for the arrival time. The house was build in the Victorian times and has a special flair. The interior and furniture are lovely and you feel like being at home. The bed and bedclothes are great. In the morning the neighing of horses are walking you up and the wonderful cared gardens invite for a walk. The breakfast is massive and fresh made at your wishes. Located 10 minutes from Luton airport, so perfect for business travels... ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Tanja [](https://www.expedia.co.uk/Southampton-Hotels-Hamble-Retreat-House-And-Luxury-Studios.h15229717.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12350000/12348800/12348775/70d65985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12350000/12348800/12348775/b2708a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/13000000/12350000/12348800/12348775/bc6b8051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/13000000/12350000/12348800/12348775/8662c1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Weston Manor Bed and Breakfast Totland Bay 9.4/10 Exceptional (48) "Lovely country garden with plenty of seating and" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sandra £85 includes taxes & fees 10 Dec - 11 Dec [](https://www.expedia.co.uk/Totland-Bay-Hotels-Weston-Manor-Bed-And-Breakfast.h12348775.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5510000/5506300/5506255/c3a55212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5510000/5506300/5506255/18a1d198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio | Desk, iron/ironing board, free cots/infant beds, travel cot](https://images.trvl-media.com/lodging/6000000/5510000/5506300/5506255/6c7d19d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/6000000/5510000/5506300/5506255/839b45eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Petherton Cottage Studios Ringwood 9.8/10 Exceptional (128) "Lovely clean room but bed too soft " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) tony £83 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Ringwood-Hotels-Petherton-Cottage.h5506255.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.co.uk/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28®ionId=3000381484&adults=2&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinsor-Hotels-Freetobook.0-0-d3000381484--bFreetobook.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinsor-Hotels-Freetobook.0-0-d3000381484--bFreetobook.Travel-Guide-Filter-Hotels) ## Top Winsor Hotel Reviews ![Leonardo Royal Southampton Grand Harbour](//images.trvl-media.com/lodging/1000000/20000/20000/19955/662fccb6_y.jpg) ### Leonardo Royal Southampton Grand Harbour 10/10 Excellent "We were given a free upgrade . The room and general facilities were very good. Nice meal in the hotels restaurant. " [](https://expedia.co.uk/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information) ![Village Hotel Southampton Eastleigh](//images.trvl-media.com/lodging/65000000/64270000/64264800/64264792/67cc524a_y.jpg) ### Village Hotel Southampton Eastleigh 10/10 Excellent "nothing" [](https://expedia.co.uk/Eastleigh-Hotels-Village-Hotel-Southampton-Eastleigh.h64264792.Hotel-Information) ![The Winchester Hotel & Spa](//images.trvl-media.com/lodging/1000000/30000/26100/26080/4127003a_y.jpg) ### The Winchester Hotel & Spa 10/10 Excellent "Lovely staff great atmosphere, rooms are aesthetically pleasing " [](https://expedia.co.uk/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information) ![Moxy Southampton](//images.trvl-media.com/lodging/43000000/42110000/42101700/42101688/92beb57c_y.jpg) ### Moxy Southampton 10/10 Excellent "Clean and friendly with a great decor" [](https://expedia.co.uk/Southampton-Hotels-Moxy-By-Marriott-Southampton.h42101688.Hotel-Information) ![DoubleTree by Hilton Southampton](//images.trvl-media.com/lodging/1000000/20000/10400/10397/545dc144_y.jpg) ### DoubleTree by Hilton Southampton 10/10 Excellent "It was our first time coming to this hotel and we had such a lovely and relaxing time everything was clean and tidy the staff were so welcoming" [](https://expedia.co.uk/Southampton-Hotels-DoubleTree-By-Hilton-Hotel-Southampton.h10397.Hotel-Information) ![room2 Southampton Hometel](//images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/884f1de7_y.jpg) ### room2 Southampton Hometel 10/10 Excellent "Great location. Kind of funky but comfortable with coffee shop/bar." [](https://expedia.co.uk/Southampton-Hotels-Room2-Southampton.h22608660.Hotel-Information) ![Village Hotel Bournemouth](//images.trvl-media.com/lodging/2000000/1380000/1376400/1376313/891c7205_y.jpg) ### Village Hotel Bournemouth 10/10 Excellent "Staff very welcoming and friendly. Room very clean and tidy bed a bit hard " [](https://expedia.co.uk/Bournemouth-Hotels-Village-Hotel-Bournemouth.h1376313.Hotel-Information) ![Harbour Hotel Southampton](//images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722_y.jpg) ### Harbour Hotel Southampton 10/10 Excellent "Beautiful design, views. Great service, staff is wonderful!! " [](https://expedia.co.uk/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information) ![The Star Hotel](//images.trvl-media.com/lodging/2000000/1230000/1223100/1223013/3d2213f7_y.jpg) ### The Star Hotel 10/10 Excellent "Room was very good. Shower great.in room 55 but on second floor. Centally located. Stayed here on numorous occasions. Will be back." 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