Winsor Holidays

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Winsor Holiday

Our pick of the best Winsor Hotel Deals

The Winchester Hotel & Spa
The Winchester Hotel & Spa
4 out of 5
Worthy Lane, Winchester, England
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,000 reviews)
"Was a wonderful experience. Comfortable rooms and friendly staff!"

Reviewed on 1 Jul. 2025

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The Winchester Hotel & Spa
Leonardo Hotel Southampton
Leonardo Hotel Southampton
4 out of 5
1 Charlotte Place, Southampton, England
Fully refundable
The price is NZ$142 per night from 27 July to 28 July
NZ$142
27 July - 28 July
includes taxes & fees
8.4/10 Very Good! (1,164 reviews)
"Would be helpful to have bar soap by the sink and more shelf space in the bathroom."

Reviewed on 3 Jul. 2025

Leonardo Hotel Southampton
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 NZ$96 per night from 27 July to 28 July
NZ$96
27 July - 28 July
includes taxes & fees
7.6/10 Good! (1,003 reviews)
"The convenience and the price"

Reviewed on 3 Jul. 2025

ibis budget Southampton Centre
See all 2,862 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(19 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

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 Theatre featuring signage and theatre scenes

Mayflower Theatre

From touring West End musicals to magic shows, stand-up comedy to children’s entertainment, this historic theater serves up Southampton’s best entertainment.

Mayflower Theatre

What to do in Winsor

Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

NZ$297
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

NZ$446
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

NZ$36
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.