Winterslow Holidays

    deals illustration
    Better together
    Save up to S$134 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Winterslow

Leonardo Hotel Southampton
Leonardo Hotel Southampton
4 out of 5
1 Charlotte Place, Southampton, England
Fully refundable
The price is S$117 per night from 13 Jul to 14 Jul
S$117
13 Jul - 14 Jul
includes taxes & fees
8.4/10 Very Good! (1,155 reviews)
"We’ve stayed at this property a few times now. We like it here as it’s really convenient for a night out in Southampton. Just a quick walk through a lovely park and you are in the heart of the city, convenient for the many pubs, bars restaurants and shops. Southampton guildhall and the Mayflower ..."

Reviewed on 16 Jun, 2025

Leonardo Hotel Southampton
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! (1,002 reviews)
"Great staff and spa facilities"

Reviewed on 19 Jun, 2025

Get rates
The Winchester Hotel & Spa
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 S$88 per night from 20 Jul to 21 Jul
S$88
20 Jul - 21 Jul
includes taxes & fees
7.6/10 Good! (1,011 reviews)
"affordable"

Reviewed on 17 Jun, 2025

ibis budget Southampton Centre
See all 1,542 properties in Winterslow
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 Winterslow holiday package cost?
You can pick up a holiday package to this destination on Expedia. However, how much your holiday to Winterslow costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Winterslow?
Plan your trip for the low or shoulder season and you're likely to score cheap Winterslow holiday packages. Remember that public holidays and local events and festivals can have an impact on prices, so do some research before you go.
How many days is enough for Winterslow?
With a well-planned schedule, you can easily tick off the most popular Winterslow attractions in a handful of days. But if you want to explore off the beaten track or go on day tours, think about booking your Winterslow holiday for longer.
How to find the best Winterslow package deals?
Finding a cheap Winterslow package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Winterslow package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Winterslow holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and hotels separately. Better still, you can tailor your Winterslow getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Winterslow?
If you've got your Winterslow holiday dates confirmed, book as early as you can to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Winterslow?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite time of year and the available activities will also help you decide when to escape to Winterslow.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will likely be the largest expense during your trip to Winterslow.
  3. Decide how long to go away for: Now that you know more about Winterslow, you can work out the perfect length of your break. Put together a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodation: After you've nailed down your travel dates and duration, book the perfect Winterslow holiday package for you.

Popular places to visit

Stonehenge featuring heritage elements

Stonehenge

4.5/5(155 reviews)

This powerful prehistoric structure is one of England’s most visited monuments and an important UNESCO World Heritage Site.

Stonehenge
Wilton House featuring a park and heritage architecture

Wilton House

4/5(2 reviews)

Listen to the story of the earls of Pembroke and the former priory on this site. Take the children to the playground in the pleasant gardens.

Wilton House

What to do in Winterslow

Group standing near the rocks at Stonehenge in England

Simply Stonehenge Half- Day Trip from London with Free Snack Pack

S$125
per adult
84% of travellers recommend
Simply Stonehenge Half- Day Trip from London with Free Snack Pack
Roman Bath & Ancient Stonehenge Full-Day Tour

Roman Bath & Ancient Stonehenge Full-Day Tour

S$140
per adult
90% of travellers recommend
Roman Bath & Ancient Stonehenge Full-Day Tour
Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

S$228
per adult
100% of travellers recommend
Stonehenge Tour from Southampton to London
See all activities in Winterslow

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.