City of Winchester Holidays from AU$3,374

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • Better together

    Save up to AU$703 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

Your City of Winchester Holiday

With a City of Winchester holiday package, you can forget about planning stresses and put all your energy into experiencing what this lively destination has to offer. You can expect to have a must-visit list as long as your arm during your trip to City of Winchester. One top city you'll want to explore is Winchester. If you're ready to stop dreaming and start packing, Expedia will help turn your City of Winchester holiday into a reality.

Top destinations in City of Winchester

Southampton showing heritage elements, heritage architecture and a castle
FlightsFlightsHotelsHotels

Southampton

Southampton

The Latest City of Winchester Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Warbrook House Heritage Hotel

Warbrook House Heritage Hotel

4 out of 5
Price was AU$3,402, price is now AU$3,374 per person
AU$3,374
per person
7 Jan - 10 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Southampton (SOU)
7.6/10 Good! (771 reviews)
We booked a last minute get away. Staff friendly and breakfast was good. Not a lot of staff around the dining area, which would have been helpful when coffee machine failed. Our room felt a little run down (stayed in different building to the main house) - no bedside table on one side, showed signs of tiredness in the decor and kept awake due to squeaky floorboards in the room above us. Good value for money.

Reviewed on 20 Oct 2025

City of Winchester Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)
Population
46,100
Top Sights
Marwell Zoo, Meon Shore Beach and Hill Head Beach

Our pick of the best City of Winchester 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! (1,020 reviews)
"Lovely room and bathroom"

Reviewed on 19 Oct 2025

Get rates
The Winchester Hotel & Spa
Meon Valley Hotel, Golf & Country Club

Meon Valley Hotel, Golf & Country Club

4 out of 5
Sandy Lane, Shedfield, Southampton, England
Fully refundableReserve now, pay when you stay
The price is AU$107 per night from 16 Nov to 17 Nov
AU$107
16 Nov - 17 Nov
includes taxes & fees
6.8/10 (1,012 reviews)
"Perfect for a one night stay on business and food was good"

Reviewed on 17 Oct 2025

Meon Valley Hotel, Golf & Country Club
New Place

New Place

4 out of 5
Shirrell Heath, Southampton, England
Fully refundableReserve now, pay when you stay
The price is AU$117 per night from 2 Nov to 3 Nov
AU$117
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
"Good place to stay. Rooms are a good size and clean. Bath is small but okay for our requirements. Staff are friendly and the breakfast was good. Happy to recommend and will be staying again."

Reviewed on 8 Oct 2025

New Place
See all 5,662 properties in City of Winchester
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a City of Winchester holiday package cost?
Custom build your City of Winchester package from just AU$3,374. Choose from any combination of flights, hotels and rental cars to craft the escape you've been dreaming of. Remember to add on a few experiences or activities!
How do I get a cheap travel package to City of Winchester?
Our City of Winchester holiday packages offer plenty of savings for the savvy explorer. For the best deal, simply combine your flights, hotels and extras (including activities) into a handy package. But cheap prices are just the beginning of your next memorable adventure. When you book with Expedia, and you'll have over 550 airlines and 1 000 000 hotels around the globe to pick from. Whatever your budget or style, there's a package here just for you.
Where should I stay in City of Winchester?
If you're eager to see popular sights such as Winchester Cathedral and Great Hall, head straight for Winchester. You might want to stay a while to fully experience this buzzing city.
What are the top hotels in City of Winchester?
When it comes to properties in Winchester, Winchester Royal Hotel and Mercure Wessex Winchester Hotel are two fantastic options. If you're visiting Fareham, Moxy Southampton and Leonardo Hotel Southampton - Formerly Jurys Inn will make you feel at home.
How far in advance should I book my City of Winchester holiday?
Travellers can normally compare international fares on Expedia within 12 months of departure. Booking late? With a little bit of luck, it's still possible to score an affordable ticket just weeks before your flight.
What does an Expedia City of Winchester travel package include?
From airfares and hotels to car rentals, Expedia can help you craft a City of Winchester package that suits you. Holidaying for a week or two? Look into a flight, rental car and hotel bundle. If you can only manage a quick getaway, a flight and hotel deal may be more your style. Activities can also be added once you've made your booking. Our holiday packages make it easy to save and plan.
What should I know before booking a City of Winchester travel package?
Whether it's adventure or relaxation you're seeking, a City of Winchester holiday package lets you organise your escape your way. Plus, you'll score great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a City of Winchester Expedia holiday package?
Expedia offers access to more than 550 airline partners globally, so you definitely can. Just pick the carrier that suits you and craft your ideal City of Winchester escape.
If I'm not able to travel, can I cancel my City of Winchester holiday package?
We totally get it — sometimes life doesn't go according to plan. If you've booked a City of Winchester holiday package and have to cancel or change it, we can help. We recommend browsing our Customer Service Portal first for information. But in general, if you've taken out your package in the last 24 hours, you may be able to change your itinerary for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Explore a world of travel with Expedia

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