City of Winchester Holidays

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Top destinations in City of Winchester

FlightsFlightsHotelsHotels

Southampton

Southampton

Top Flight + Hotel Deals in City of Winchester

Price found within the past 48 hours. Click for updated prices.
The Raven Hotel by Greene King Inns

The Raven Hotel by Greene King Inns

3 out of 5
Price was €113, price is now €102 per person
€102
per person
3 Aug - 5 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Southampton (SOU)
8.2/10 Very good! (545 reviews)
Good location. Good food and beer in pub. Comfortable bed.

Reviewed on 19 Jun 2026

Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Save 100% on your flight
Price was €464, price is now €328 per person
€328
per person
1 Aug - 5 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Southampton (SOU)
7.6/10 Good! (1,008 reviews)
Fantastic view of the cathedral from our room. However the room and hotel were a little tired. There were cracked tiles on the bathroom floor, and the bathroom light switch was in a dangerous condition…arcing at the slightest touch. There never appeared to be any staff available and the buffet breakfast…well, don’t bother paying for it! You can get a fabulous breakfast at one of the many cafes available nearby!

Reviewed on 12 Jun 2026

Top hotels in City of Winchester

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 €106 per night from 5 Jul to 6 Jul
€106
5 Jul - 6 Jul
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Excellent breakfast and breakfast staff!"

Reviewed on 23 Jun 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 €68 per night from 28 Jun to 29 Jun
€68
28 Jun - 29 Jun
includes taxes & fees
7/10 Good! (1,001 reviews)
"Too upsetting and distressed to explain"

Reviewed on 25 Jun 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 €88 per night from 28 Jun to 29 Jun
€88
28 Jun - 29 Jun
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Clean room although quite small, swimming pool was out of use whilst we were there. Ate in the restaurant in the evening meal was very good."

Reviewed on 22 Jun 2026

New Place
See all 6,143 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 €102. 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

University of Southampton

8.0/5 (237 reviews)
Tour an oceanographic research institute, watch independent theater productions and see designs by notable British architects at this 150-year-old university.
See properties

What to do in City of Winchester

Walk the Secrets of the Titanic

Walk the Secrets of the Titanic

€18
per adult
98% of travellers recommend
Walk the Secrets of the Titanic
Journey Through Winchester's Past

Journey Through Winchester's Past

€14
per adult
80% of travellers recommend
Journey Through Winchester's Past
Bombay Sapphire Gin Distillery Tour and Cocktail

Bombay Sapphire Gin Distillery Tour and Cocktail

€25
per adult
Bombay Sapphire Gin Distillery Tour and Cocktail
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.