Winsor Holidays

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Top hotels in Winsor

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 €73 per night from 27 Jul to 28 Jul
€73
27 Jul - 28 Jul
includes taxes & fees
8.4/10 Very Good! (1,175 reviews)
"Great for a night’s stay in Southampton. Staff was very friendly and the room was clean. The pipes in our bathroom were loud and made noises whenever flushing or using the sink."

Reviewed on 19 Jul 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 €63 per night from 21 Jul to 22 Jul
€63
21 Jul - 22 Jul
includes taxes & fees
6.4/10 (1,002 reviews)
"I've stayed here lot's of times and will come back again."

Reviewed on 12 Jul 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 €49 per night from 10 Aug to 11 Aug
€49
10 Aug - 11 Aug
includes taxes & fees
7.6/10 Good! (1,003 reviews)
"Convenient to bus stop from London, to ship port, shopping and dining options. Hotel manager was wonderful."

Reviewed on 14 Jul 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.

Popular places to visit

Southampton Cruise Terminal

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.

Southampton Cruise Terminal
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
New Forest Wildlife Park

New Forest Wildlife Park

5/5(4 reviews)

Visit the native and exotic animals who live at New Forest Wildlife Park during your travels in Southampton. Amble around this quaint area's lush forest and enjoy its top-notch restaurants.

New Forest Wildlife Park

What to do in Winsor

Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

€152
per adult
100% of travellers recommend
Stonehenge Tour from Southampton to London
Courtesy of English Heritage

Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor

€228
per adult
86% of travellers recommend
Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor
Walk the Secrets of the Titanic

Walk the Secrets of the Titanic

€19
per adult
100% of travellers recommend
Walk the Secrets of the Titanic
See all activities in Winsor

Frequently asked questions

How much does a Winsor holiday package cost?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday 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 holiday packages and you could score some excellent off-season deals.
How many days is enough for Winsor?
With a well-organised 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 holiday 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 holiday as a package?
Expedia holiday 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 personalised Winsor holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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 holiday.
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 customised Winsor holiday package.

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