City of Winchester Vacations & Trips

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    Save up to ₩234,741 when you book a flight and hotel together*

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Top destinations in City of Winchester

Southampton featuring heritage architecture, chateau or palace and heritage elements
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Southampton

Southampton
Winchester featuring heritage architecture and a fountain
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Winchester

Winchester

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! (1,002 reviews)
Room was clean and comfortable. A bit of noise as we had an adjoining room but it did not disturb our nights sleep. Breakfast was good quality. Staff were very helpful and friendly. Would definitely stay again.

Reviewed on Dec 18, 2025

Get rates
The Winchester Hotel & Spa
New Place

New Place

4 out of 5
Shirrell Heath Southampton England
Fully refundableReserve now, pay when you stay
The price is ₩72,822 per night from Jan 8 to Jan 9
₩72,822
₩87,387 total
Jan 8 - Jan 9, 2026
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Very dog friendly

Reviewed on Dec 12, 2025

New Place
voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG

4 out of 5
Telegraph Way Morn Hill Winchester England
Fully refundable
The price is ₩133,285 per night from Jan 11 to Jan 12
₩133,285
₩159,950 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8.6/10 Excellent! (937 reviews)
Good

Reviewed on Dec 19, 2025

voco Winchester Hotel & Spa by IHG
See all 5,560 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 vacation 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 vacation 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 vacation?
Travelers 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. Vacationing 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 vacation 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 vacation package lets you organize your escape your way. Plus, you'll score great discounts when you combine your accommodations 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 vacation 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 vacation package?
We totally get it — sometimes life doesn't go according to plan. If you've booked a City of Winchester vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.