Winsor Trips (flight + hotel)

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Top hotels in Winsor

Leonardo Hotel Southampton
Leonardo Hotel Southampton
4 out of 5
1 Charlotte Place, Southampton, England
Fully refundable
The price is P3,844 per night from 14 Apr to 15 Apr
P3,844
P4,613 total
includes taxes & fees
Apr 14 - Apr 15
8.4/10 Very Good! (1,132 reviews)
"Modern spacious clean, pin and restaurant on site Close to full downtown shopping Pubs in area across from Central Park for lovely walk and scenery 10 pound taxi from cruise port"

Reviewed on Apr 4, 2025

Leonardo Hotel Southampton
Leonardo Royal Southampton Grand Harbour
Leonardo Royal Southampton Grand Harbour
4 out of 5
West Quay Road, Southampton, England
Fully refundableReserve now, pay when you stay
The price is P4,668 per night from 13 Apr to 14 Apr
P4,668
P5,602 total
includes taxes & fees
Apr 13 - Apr 14
8.6/10 Excellent! (1,448 reviews)
"Great price matched by excellent service with plenty of little exceptional touches that made us feel welcome and special."

Reviewed on Apr 3, 2025

Leonardo Royal Southampton Grand Harbour
Holiday Inn Express Southampton M27 Jct7 by IHG
Holiday Inn Express Southampton M27 Jct7 by IHG
3 out of 5
Botley Road, West End, Southampton, England
Fully refundable
The price is P4,028 per night from 21 Apr to 22 Apr
P4,028
P4,833 total
includes taxes & fees
Apr 21 - Apr 22
8.6/10 Excellent! (1,002 reviews)
"We use this hotel as our overnight stop prior to our cruise holiday. It perfect for access, clean friendly staff plus a very short transfer to the cruise terminal. It is very close to a great shopping complex for any last minute items"

Reviewed on Mar 30, 2025

Holiday Inn Express Southampton M27 Jct7 by IHG
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.

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.

Popular places to visit

What to do in Winsor

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