Winsor

Travel Guide

A forested area with a dirt path, tall trees, and dense underbrush.
Photo by Jim Champion (Creative Commons Attribution-Share Alike 2.0)
A red brick house with a white door and chimney.
Photo by ValP (Creative Commons Attribution-Share Alike 2.0)
A green field with trees in the background.
Photo by Footprints (Creative Commons Attribution-Share Alike 2.0)
A forest with leaf-covered ground and moss-covered trees.
Photo by Jim Champion (Creative Commons Attribution-Share Alike 2.0)
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place Southampton England
$60 nightly
The price is $73 total per night from Dec 6 to Dec 7
$73 total
Dec 6 - Dec 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
Leonardo Hotel Southampton
Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

4 out of 5
West Quay Road Southampton England
$90 nightly
The price is $108 total per night from Dec 6 to Dec 7
$108 total
Dec 6 - Dec 7
Total with taxes and fees
Book a stay at this spa hotel in Southampton. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
8.6/10 Excellent! (1,728 reviews)
"Excellent customer service at reception."

Reviewed on Nov 5, 2026

Leonardo Royal Southampton Grand Harbour
Moxy Southampton

Moxy Southampton

3 out of 5
Harbour Parade Southampton England
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $85 total per night from Nov 22 to Nov 23
$85 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
9/10 Wonderful! (1,070 reviews)
"Just a lovely stay! Accommodations were clean and well kept. Location is perfect being across the street from the West Quay Mall area that has numerous dining and bar options. Very close to the cruise terminal. Perfect spot for our needs! Staff was attentive and friendly. No complaints ..."

Reviewed on Nov 5, 2026

Moxy Southampton
See all 3,082 properties in Winsor
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.
Second Nature Southampton

Second Nature Southampton

4 out of 5
1 Queen's Terrace Southampton England
Stay at this aparthotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Second Nature Southampton
QE2 Loft Apartments

QE2 Loft Apartments

3 out of 5
High St Southampton England
Stay at this apartment in Southampton. Enjoy free WiFi, laundry facilities, and in-room washers/dryers. Popular attractions Southampton Cruise Terminal and WestQuay ...
QE2 Loft Apartments
Pinnacle Suites

Pinnacle Suites

3 out of 5
104A High Street Cowes England
Stay at this aparthotel in Cowes. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions RedJet Ferry Terminal and Cowes Harbour are ...
9.2/10 Wonderful! (41 reviews)
"Staff so helpful and pleasant, room well thought out with great touches such as phone chargers. Gym excellent- £10 a day to use. Breakfast not included - lovely but perhaps give the option when booking?"

Reviewed on Sep 6, 2026

Pinnacle Suites
See all properties in Winsor
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.

Things to do

Portsmouth Historic Dockyard Ticket

Portsmouth Historic Dockyard Ticket

$61
per adult
100% of travellers recommend
Portsmouth Historic Dockyard Ticket
Walk the Secrets of the Titanic

Walk the Secrets of the Titanic

$21
per adult
98% of travellers recommend
Walk the Secrets of the Titanic
The Winchester Ghost Walk

The Winchester Ghost Walk

$20
per adult
The Winchester Ghost Walk
See all activities in Winsor

Frequently asked questions

When is the best time to visit Winsor?
The best time to visit Winsor is from May through September, offering generally pleasant weather for exploring. For travelers seeking fewer crowds and better value, the quieter months of December through March are a good bet, with cooler temperatures.
Can I book a refundable hotel in Winsor?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Winsor by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Winsor with Expedia?
Expedia makes it easier to plan your Winsor trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Winsor?
The best choice depends on your travel style. Hotels in Winsor can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Winsor trip on Expedia?
Once you've booked your Winsor trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Winsor trip?
Expedia offers customer support before, during, and after your Winsor trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Winsor?
If it's your first trip to Winsor, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Winsor hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Winsor hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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