Title: Winsor Holidays 2026 from £370 | 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) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winsor Holidays from £370 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected #### Your Winsor Holiday Reserve a Winsor holiday package that has everything you need without any unnecessary extras. Great for dining, cafes and bars and pubs, consider basing yourself in the neighbourhood of Southampton City Centre. You'll want to go sightseeing during your trip to Winsor. Find time for major attractions such as [New Forest Wildlife Park](https://www.expedia.co.uk/New-Forest-Wildlife-Park-Southampton.d6265169.Attraction), [The Common](https://www.expedia.co.uk/The-Common-Southampton.d553248621532491129.Attraction) and [Romsey Golf Club](https://www.expedia.co.uk/Romsey-Golf-Club-Southampton.d6261192.Attraction). Stop dreaming and start travelling. Explore the multitude of options on Expedia today and put your Winsor holiday plans in motion! ## Top Winsor Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![Channel View Hotel](https://images.trvl-media.com/lodging/23000000/22970000/22964700/22964683/3c84ac14_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Channel View Hotel £370 per person 1 Apr - 8 Apr found 2 hours ago Return flight included Newcastle (NCL) to Southampton (SOU) 4.8/10 (31 reviews) I left my rain jacket behind and the owner got in touch with me and he agreed to meet me next morning at Gunwharf Portsmouth because he happened to be travelling over, couldn't thank him enough Reviewed on 12 Dec 2025 ![Fernhurst Holiday apartments](https://images.trvl-media.com/lodging/24000000/23240000/23235900/23235846/2115b417_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fernhurst Holiday apartments £520 per person 1 Apr - 8 Apr found 2 hours ago Return flight included Newcastle (NCL) to Southampton (SOU) 9.6/10 Exceptional! (4 reviews) ![Westbury Lodge](https://images.trvl-media.com/lodging/23000000/22970000/22962600/22962530/0ff8f1bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westbury Lodge £475 per person 1 Apr - 8 Apr found 2 hours ago Return flight included Newcastle (NCL) to Southampton (SOU) 9.8/10 Exceptional! (34 reviews) The room was just what we wanted, with two twin beds. The wi-fi worked easily, and the bathroom was very up-scale. The lounge felt welcoming, which expanded the size of our living space. We loved the breakfast, which was both professionally put together and personalized. We felt welcomed by the hosts, who gave us excellent directions and suggestions. A very pleasant stay! Reviewed on 23 Nov 2025 ![Prince of Wales](https://images.trvl-media.com/lodging/14000000/13200000/13198100/13198018/a0f74528_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Prince of Wales £592 per person 1 Apr - 8 Apr found 2 hours ago Return flight included Newcastle (NCL) to Southampton (SOU) 8/10 Very Good! (133 reviews) Spent nine days here while visiting family on the island. The staff are amazing, all super friendly and helpful. Rooms are clean and have everything you need. Bus stop is right out the front door to get you to Newport or Ryde. Would stay here again in a heartbeat Reviewed on 25 Aug 2025 ![St Maur](https://images.trvl-media.com/lodging/10000000/9640000/9632600/9632582/96696bf6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### St Maur £557 per person 1 Apr - 8 Apr found 2 hours ago Return flight included Newcastle (NCL) to Southampton (SOU) 9.4/10 Exceptional! (42 reviews) Beautiful guesthouse set in lovely tropical gardens. Very spacious bedroom with large comfortable bed, lovely decor, large 4 piece bathroom, a handy fridge, well-stocked hospitality tray, fantastic views. Spotlessly clean. Very peaceful. Excellent breakfast choices with cereal, fresh fruit, Greek yoghurt, cooked to order full English etc. Small honesty bar. David & his staff are friendly, knowledgeable & welcoming. Lovely 8 days spent fir my 60th Birthday - didn't want to leave! Reviewed on 27 Sept 2025 ## Winsor Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | British pounds sterling | | Closest Airport | Southampton Airport (SOU) | | Max Temp Winter | 7ºC | | Max Temp Summer | 21ºC | | Top Sights | [Mayflower Theatre](https://www.expedia.co.uk/Mayflower-Theatre-Southampton-City-Centre.d6167566.Attraction), [New Forest Wildlife Park](https://www.expedia.co.uk/New-Forest-Wildlife-Park-Southampton.d6265169.Attraction) and [Solent Sky Museum](https://www.expedia.co.uk/Solent-Sky-Museum-Southampton-City-Centre.d6169965.Attraction) | ## Top hotels in Winsor ![Novotel Southampton](https://images.trvl-media.com/lodging/1000000/10000/4500/4431/cebf2d75_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Novotel Southampton 1 West Quay Road Southampton England Fully refundableReserve now, pay when you stay £55 22 Feb - 23 Feb includes taxes & fees 8/10 Very Good! (1,005 reviews) Very nice and clean room and the reception staff were very helpful. Reviewed on 26 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=4431&PinnedHotelID=4431&HadPinnedHotel=true®ionId=3000381484) ![Leonardo Royal Southampton Grand Harbour](https://images.trvl-media.com/lodging/1000000/20000/20000/19955/662fccb6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Leonardo Royal Southampton Grand Harbour West Quay Road Southampton England Fully refundableReserve now, pay when you stay £67 22 Feb - 23 Feb includes taxes & fees 8.6/10 Excellent! (1,730 reviews) Courteous staff Reviewed on 3 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=19955&PinnedHotelID=19955&HadPinnedHotel=true®ionId=3000381484) ![Leonardo Hotel Southampton ](https://images.trvl-media.com/lodging/2000000/1180000/1178300/1178290/0c96afed_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Leonardo Hotel Southampton 1 Charlotte Place Southampton England Fully refundableReserve now, pay when you stay £54 15 Feb - 16 Feb includes taxes & fees 8.4/10 Very Good! (1,258 reviews) Very nice rooms and attentive staff. Reviewed on 3 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=1178290&PinnedHotelID=1178290&HadPinnedHotel=true®ionId=3000381484) [See all 2,732 properties in Winsor](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026®ionId=3000381484) 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. ### The Advantages of Winsor Weekend Breaks Discover a different side of the British Isles with a weekend break in Winsor. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Winsor weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on [hotels in Winsor](https://www.expedia.co.uk/Winsor-Hotels.d3000381484.Travel-Guide-Hotels). ### Cheap Weekend Breaks to Winsor There are lots of ways to take cheap weekend breaks to Winsor. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Winsor. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience ### Winsor Romantic Weekend Breaks Couples love taking romantic weekend breaks in Winsor. Whisking your lover away for a romantic Winsor weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find [romantic hotels in Winsor](https://www.expedia.co.uk/Winsor-Hotels-Romantic-Hotel.0-0-d3000381484-tRomanticHotel.Travel-Guide-Filter-Hotels) and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire. ### Family Weekend Breaks in Winsor Set some time aside to experience family weekend breaks in Winsor. There are plenty of excellent [family-friendly hotels in Winsor](https://www.expedia.co.uk/Winsor-Hotels-Family-Friendly-Hotel.0-0-d3000381484-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels) within our selection of hotels. You can also find a place to call home in one of the [holiday rentals in Winsor](https://www.expedia.co.uk/Winsor-Holiday-Rentals.d3000381484.Travel-Guide-HolidayRentals). With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Winsor family weekend breaks. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Popular places to visit ![Southampton Cruise Terminal](https://images.trvl-media.com/place/6156577/06e47e05-6d9c-4858-a50d-bdbfdd026b0d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Southampton Cruise Terminal 4.5/5(216 reviews) One of the busiest cruise ports in England is just a few steps from the historical and entertainment attractions of Southampton. [](https://expedia.co.uk/Southampton-Cruise-Terminal-Freemantle.d6156577.Attraction) ![University of Southampton](https://images.trvl-media.com/place/6092063/7ac07444-c8d0-48d3-bdcd-99b8b9ea57b8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Southampton 4/5(55 reviews) Tour an oceanographic research institute, watch independent theater productions and see designs by notable British architects at this 150-year-old university. [](https://expedia.co.uk/University-Of-Southampton-Portswood.d6092063.Attraction) ![Mayflower Theatre showing signage and theatre scenes](https://images.trvl-media.com/place/6167566/601d46f7-1f79-4d7f-900e-14b76c57f01d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mayflower Theatre 4.5/5(49 reviews) From touring West End musicals to magic shows, stand-up comedy to children’s entertainment, this historic theater serves up Southampton’s best entertainment. [](https://expedia.co.uk/Mayflower-Theatre-The-Polygon.d6167566.Attraction) ### What to do in Winsor ![Isle of Wight: Osborne Admission Ticket](https://mediaim.expedia.com/localexpert/5213559/94be67f4-c3bb-4f96-a63b-77dd36973a4d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Isle of Wight: Osborne Admission Ticket £9 per traveller **100%** of travellers recommend [](https://expedia.co.uk/things-to-do/isle-of-wight-osborne-admission-ticket.a5213559.activity-details) ![Private Winchester Walking Tour](https://mediaim.expedia.com/localexpert/48218822/3507caed-57ca-48c0-bb27-a52bb3ea7c44.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Private Winchester Walking Tour £23 per adult [](https://expedia.co.uk/things-to-do/private-winchester-walking-tour.a48218822.activity-details) ![The Winchester Ghost Walk](https://mediaim.expedia.com/localexpert/48180954/33f5743a-4c6e-40dd-9eaf-226aec4d0592.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Winchester Ghost Walk £15 per adult [](https://expedia.co.uk/things-to-do/the-winchester-ghost-walk.a48180954.activity-details) [See all activities in Winsor](https://expedia.co.uk/things-to-do/search?rid=3000381484) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app