Winsor Vacations

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Find the Best Winsor Vacation Packages

Winsor Hotel Deals

Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place, Southampton, England
Fully refundableReserve now, pay when you stay
The price is ₩98,046 per night from Aug 10 to Aug 11
₩98,046
₩117,655 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (1,179 reviews)
"Stayed here for a night prior to a cruise. Family room was great size. Staff were all great abd very helpfuk. Breakfast was standard buffet breajfast, something for everyone, fresh and hot. Would stay again if we take another cruise from Southampton"

Reviewed on Jul 19, 2025

Leonardo Hotel Southampton
Carrington House Hotel

Carrington House Hotel

3 out of 5
Knyveton Road, Bournemouth, England
Fully refundableReserve now, pay when you stay
The price is ₩85,590 per night from Jul 27 to Jul 28
₩85,590
₩102,715 total
Jul 27 - Jul 28
includes taxes & fees
6.4/10 (1,013 reviews)
"Clean and functional, does tge job"

Reviewed on Jul 19, 2025

Carrington House Hotel
ibis budget Southampton Centre

ibis budget Southampton Centre

2.5 out of 5
West Quay Road, Western Esplanade, Southampton, England
Fully refundableReserve now, pay when you stay
The price is ₩66,345 per night from Aug 10 to Aug 11
₩66,345
₩79,614 total
Aug 10 - Aug 11
includes taxes & fees
7.6/10 Good! (1,014 reviews)
"Great value for money. Comfortable. AC. Clean. Basic breakfast but nice. Near port and shopping area so all good."

Reviewed on Jul 22, 2025

ibis budget Southampton Centre
See all 2,850 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.

Discover the most popular places to visit in Winsor

Southampton Cruise Terminal

Southampton Cruise Terminal

4.5/5(96 reviews)

One of the busiest cruise ports in England is just a few steps from the historical and entertainment attractions of Southampton.

Southampton Cruise Terminal
University of Southampton

University of Southampton

4.5/5(21 reviews)

Tour an oceanographic research institute, watch independent theater productions and see designs by notable British architects at this 150-year-old university.

University of Southampton
Mayflower Park

Mayflower Park

Sit on a bench in this riverside park where over the ages other visitors have witnessed the passing of famous vessels and the naming of new ones.

Mayflower Park

Frequently asked questions

How much does a Winsor vacation package cost?
You can pick up a vacation package to this top destination on Expedia. However, how much your vacation to Winsor costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Winsor?
You can usually find lower rates and better availability in January, February and November. Check out our cheap Winsor vacation packages and you could score some excellent off-season deals.
How many days is enough for Winsor?
With a well-organized travel plan, you can easily tick off the top Winsor attractions in a few days. But if you prefer to discover hidden gems or take day trips, consider booking your Winsor vacation for longer.
How to find the best Winsor package deals?
Begin your search for a Winsor package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Winsor package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winsor adventure off to a flying start.
Is it cheaper to book a Winsor vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Winsor vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Winsor?
Secure incredible discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Winsor vacation.
How to plan a trip to Winsor?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred season and the activities available will also help you decide when to escape to Winsor.
  2. Set a budget: Consider expenses such as food, flights and transportation when working out how much to put aside for your trip to Winsor. Then, pick a property that fits your budget, whether that's a wallet-friendly option or a swankier getaway.
  3. Decide your trip length: Think about how long you'd like to spend exploring Winsor. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized Winsor vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.