City of Winchester Vacations & Trips

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  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

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

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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

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! (1,000 reviews)
Very good hotel. All very clean. Didn’t get my drinks vouchers which was disappointing.

Reviewed on Nov 1, 2025

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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 ￥8,244 per night from Nov 16 to Nov 17
￥8,244
￥9,894 total
Nov 16 - Nov 17
includes taxes & fees
6.8/10 (1,001 reviews)
Gym good , breakfast limited

Reviewed on Nov 6, 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 ￥9,541 per night from Dec 7 to Dec 8
￥9,541
￥11,449 total
Dec 7 - Dec 8
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Relax and enjoy the ambiance!

Reviewed on Oct 29, 2025

New Place
See all 5,654 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.