City of Winchester Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

Top destinations in City of Winchester

A large stone castle with multiple towers and battlements.
FlightsFlightsHotelsHotels

Southampton

Southampton

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
The price is NZ$239 per night from 2 Aug to 3 Aug
NZ$239
2 Aug - 3 Aug
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"The staff were very helpful and hotel was very clean but the air con didn't really work. Only the left hand corner produced any air. Room was hot even with the fan provided. Not good enough for the price paid. The cold water always ran hot for a couple of minutes. Which I thought was strange but ..."

Reviewed on 8 July 2026

The Winchester Hotel & Spa
Meon Valley Hotel, Spa & Golf

Meon Valley Hotel, Spa & Golf

4 out of 5
Sandy Lane Southampton England
Fully refundableReserve now, pay when you stay
The price is NZ$151 per night from 9 Aug to 10 Aug
NZ$151
9 Aug - 10 Aug
includes taxes & fees
7/10 Good! (1,005 reviews)
"Golfing facilities and bar superb. Buildings looking dated and tired"

Reviewed on 9 July 2026

Meon Valley Hotel, Spa & Golf
New Place

New Place

4 out of 5
Shirrell Heath Southampton England
Fully refundableReserve now, pay when you stay
The price is NZ$141 per night from 9 Aug to 10 Aug
NZ$141
9 Aug - 10 Aug
includes taxes & fees
8.4/10 Very good! (1,008 reviews)
"I really love the customer service and the environment Really had a good time, excellent food"

Reviewed on 9 July 2026

New Place
See all 6,138 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.

Frequently asked questions

How much does a City of Winchester holiday package cost?
Custom build your City of Winchester package from just . 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.

Stay near popular City of Winchester attractions

A historic cathedral with tall spires and large stained glass windows.

Winchester Cathedral

9.4/10 (713 reviews)
With its exquisite artwork and fascinating historical relics, Winchester’s Gothic masterpiece is thought to be one of the nation’s finest cathedrals.
See properties

What to do in City of Winchester

Gin Cocktail Masterclass

Bombay Sapphire Gin Cocktail Masterclass and Tour

NZ$105
per adult
Bombay Sapphire Gin Cocktail Masterclass and Tour
Walk the Secrets of the Titanic

Walk the Secrets of the Titanic

NZ$36
per adult
98% of travellers recommend
Walk the Secrets of the Titanic
Private Southampton Walking Tour

Private Southampton Walking Tour

NZ$53
per adult
100% of travellers recommend
Private Southampton Walking Tour
See all activities in City of Winchester
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.