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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels by Freetobook in Winsor from £94 ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [27 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2025-09-27&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [28 Sept - 29 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [10 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2025-10-10&endDate=2025-10-12&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/w2330h1791x0y3-96bd1bae.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/28000000/27600000/27592900/27592827/1c8386ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Hole Winchester 9.2/10 Wonderful (9) "Amazing statin " £122 includes taxes & fees 6 Oct - 7 Oct [](https://www.expedia.co.uk/Winchester-Hotels-The-Black-Hole.h27592827.Hotel-Information) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1790000/1789500/1789448/5452261f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/2000000/1790000/1789500/1789448/45fb3092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1790000/1789500/1789448/0f2fc239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1790000/1789500/1789448/4e5bc039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ashleigh - Dog Friendly Bournemouth 8.6/10 Excellent (221) "It was amazing to stay at a lovely and friendly and very clean hotel i would recommend this hotel to anyone and I would go back " [](https://www.expedia.co.uk/Bournemouth-Hotels-The-Ashleigh.h1789448.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) ![Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/16000000/15470000/15463400/15463393/a9419acc.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) ![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 (99) "Lovely property in central location" £117 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Newport-Hotels-Charter-House.h15463393.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/5000000/4280000/4276000/4275971/91b6fdcd.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) ![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) ### The Caledon Cowes 9.8/10 Exceptional (126) "Loved it, slept sound😴 great breakfast to start the day well☺️" £105 includes taxes & fees 30 Sept - 1 Oct [](https://www.expedia.co.uk/Cowes-Hotels-The-Caledon.h4275971.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/3000000/2290000/2283800/2283725/574f4943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room (Gillies Holt - Four Poster Bed) | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2290000/2283800/2283725/7f345242.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) ### Cottage Lodge Hotel Brockenhurst 9.6/10 Exceptional (162) "Perfect for a relaxing break.Cleanliness hospitality and ambiance excellent.Would recommend highly." £119 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Brockenhurst-Hotels-Cottage-Lodge-Hotel.h2283725.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) ![Hallway](https://images.trvl-media.com/lodging/5000000/4870000/4864100/4864018/e437132b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double or Twin Room, Ensuite | Bathroom | Free toiletries, hair dryer, towels, soap](https://images.trvl-media.com/lodging/5000000/4870000/4864100/4864018/24e9a89b.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) ### Hewitt's Restaurant & Rooms Newport 9.0/10 Wonderful (106) "Great hotel. " £110 includes taxes & fees 2 Oct - 3 Oct [](https://www.expedia.co.uk/Newport-Hotels-Hewitts-Restaurant-Rooms.h4864018.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 (46) "A nice place to stay overnight, clean and comfortable." [](https://www.expedia.co.uk/Totland-Bay-Hotels-Weston-Manor-Bed-And-Breakfast.h12348775.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) ![Front of property](https://images.trvl-media.com/lodging/5000000/4340000/4335900/4335890/3d2df465.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) ![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) "Perfect for what we wanted ,,, great location fab breakfast" £94 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Cowes-Hotels-The-Union-Inn.h4335890.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/14000000/13130000/13125800/13125727/ca6d6b1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free full breakfast ](https://images.trvl-media.com/lodging/14000000/13130000/13125800/13125727/ef78c655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite | Egyptian cotton sheets, individually decorated, individually furnished](https://images.trvl-media.com/lodging/14000000/13130000/13125800/13125727/1c1ddc5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13130000/13125800/13125727/0221af7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Maples Southampton 9.6/10 Exceptional (42) "Parking right in front of property. Easy walk to quaint village centre with shops, cafes, restaurants and great pub." [](https://www.expedia.co.uk/Southampton-Hotels-The-Maples.h13125727.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4130000/4125300/4125272/1c58c5d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/5000000/4130000/4125300/4125272/efb0c133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/5000000/4130000/4125300/4125272/9227a598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/5000000/4130000/4125300/4125272/e91d9df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Watersedge Guest House New Milton 9.6/10 Exceptional (92) "Staff and premises made it a perfect short stay" £141 includes taxes & fees 4 Oct - 5 Oct [](https://www.expedia.co.uk/New-Milton-Hotels-Watersedge-Guest-House.h4125272.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=2025-10-11&endDate=2025-10-12®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 "Concierge Andrew is very helpful and friendly. " [](https://expedia.co.uk/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information) ![Moxy Southampton](//images.trvl-media.com/lodging/43000000/42110000/42101700/42101688/92beb57c_y.jpg) ### Moxy Southampton 10/10 Excellent "Very comfortable stay… great start to our vacation!!!" [](https://expedia.co.uk/Southampton-Hotels-Moxy-By-Marriott-Southampton.h42101688.Hotel-Information) ![Harbour Hotel Southampton](//images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722_y.jpg) ### Harbour Hotel Southampton 10/10 Excellent "The complimentary Gin and Binoculars were a pleasant surprise. All the staff was very attentive and pleasant. I will be back on my next visit to Southampton." [](https://expedia.co.uk/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information) ![Holiday Inn Express Southampton M27 Jct7 by IHG](//images.trvl-media.com/lodging/1000000/980000/977300/977282/fc514007_y.jpg) ### Holiday Inn Express Southampton M27 Jct7 by IHG 10/10 Excellent "It was good" [](https://expedia.co.uk/Southampton-Hotels-Holiday-Inn-Express-Southampton-M27-Jct7.h977282.Hotel-Information) ![voco Southampton by IHG](//images.trvl-media.com/lodging/1000000/20000/17500/17411/821a0cfd_y.jpg) ### voco Southampton by IHG 10/10 Excellent "Super friendly on check in and it was just no bother thereafter. Nothing bad to say. Pleasant hotel - looks like a prison from the outside but they have done absolute wonders with the inside. Lifts were glitchy while we were there which was annoying but I’m sure that’s a temporary thing. Amazing position for the Boat Show and shopping. " [](https://expedia.co.uk/Southampton-Hotels-Voco-Southampton-By-IHG.h17411.Hotel-Information) ![Norton Park Hotel, Spa & Manor House](//images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/757d6db6_y.jpg) ### Norton Park Hotel, Spa & Manor House 10/10 Excellent "Staff were happy to deal with a couple of requests re changing the duvet and pillows to non feather/down filling and they had pre-installed a dog bed and bowl, which saved me another trip to the car thankfully. Comfortable, well equipped and dark bedroom. Very nice public areas and staff" [](https://expedia.co.uk/Winchester-Hotels-Norton-Park.h2773823.Hotel-Information) ![Meon Valley Hotel, Golf & Country Club](//images.trvl-media.com/lodging/1000000/50000/47800/47731/0e19fdb3_y.jpg) ### Meon Valley Hotel, Golf & Country Club 10/10 Excellent "It was busy when we arrived late afternoon so limited parking. Nice hotel. Convenient for visiting Southampton and Portsmouth. Would stay here again." [](https://expedia.co.uk/Southampton-Hotels-Meon-Valley-Hotel.h47731.Hotel-Information) ![Botleigh Grange Hotel & Spa](//images.trvl-media.com/lodging/103000000/102290000/102285000/102284982/7bc904ed_y.jpg) ### Botleigh Grange Hotel & Spa 10/10 Excellent "Beautiful hotel, peaceful spa and friendly staff. Would happily stay again." [](https://expedia.co.uk/Southampton-Hotels-The-Botleigh-Grange-Hotel.h102284982.Hotel-Information) ![ Marwell Hotel Winchester South](//images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/7c47fceb_y.jpg) ### Marwell Hotel Winchester South 10/10 Excellent "The hotel is a little tired and could do with a bit of tlc in some areas. But overall it’s a great hotel in fantastic surroundings. It’s peaceful clean and comfortable. Will definitely book here again if we are needing to stay in this area. 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