City of Winchester Holidays

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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 which includes heritage architecture, a castle and heritage elements
FlightsFlightsHotelsHotels

Southampton

Southampton

Top City of Winchester Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
per person
24 Oct - 26 Oct
found 1 day ago
Return flight included
Glasgow (GLA) to Southampton (SOU)
7.4/10 Good! (1,004 reviews)
The evening food was very good

Reviewed on 30 Jul 2025

City of Winchester Essential Information

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

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 £118 per night from 21 Aug to 22 Aug
£118
21 Aug - 22 Aug
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Good location and close to the railway station"

Reviewed on 26 Jul 2025

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 £59 per night from 17 Aug to 18 Aug
£59
17 Aug - 18 Aug
includes taxes & fees
6.8/10 (1,001 reviews)
"Lovely weekend away"

Reviewed on 7 Aug 2025

Meon Valley Hotel, Golf & Country Club
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 £82 per night from 17 Aug to 18 Aug
£82
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (873 reviews)
"Good location just outside Winchester, bus route just outside short trip to Town"

Reviewed on 1 Aug 2025

voco Winchester Hotel & Spa by IHG
See all 5,641 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.
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Frequently asked questions

How much does a City of Winchester travel package cost?
Discover the best of City of Winchester from as little as £160. Choose from a wonderful selection of rental cars, hotels and flights to suit your budget. You can score even better deals when you add some experiences or tours to your travel package.
If I'm not able to travel, can I cancel my City of Winchester travel package?
Yes, you can. We realise life happens, so we're happy to help if you need to make changes to your City of Winchester travel package. You may be able to amend or cancel your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to City of Winchester?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got them all. Select a combination that best suits you and see your savings pile up. We know a package deal is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your City of Winchester holiday.
Does Expedia offer Book Now, Pay Later City of Winchester holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your wallet. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all types of budgets, so you can jet away on that well-earned holiday sooner.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Consider this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you stumble on an unbeatable deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your getaway.

Where should I stay in City of Winchester?
You'll fall in love with Winchester. Well-known attractions, like Winchester Cathedral and Great Hall, will keep you on the go in this lively city.
What are the top hotels in City of Winchester?
For properties in Winchester with friendly service and cosy beds, you can't beat St Johns Croft and The Old Vine. If you're stopping by Fareham as well, you can look forward to a good night's sleep at St Johns Croft or Meon Valley Hotel, Golf & Country Club.
How far in advance should I book my City of Winchester holiday?
Savvy travellers often book early. You can normally look up international airfares on Expedia up to 12 months before your flight. If you're purchasing your ticket at the last minute, don't stress. Discounted prices sometimes occur just weeks before departure dates.
What does an Expedia City of Winchester travel package include?
You can choose from any combination of hotels, rental cars and flights. Once you've made your booking, you can also add on activities and tours. Want to pick your airfare class? That's also easy to do. The choice is yours when it comes to planning your ideal City of Winchester trip.
What should I know before booking a City of Winchester travel package?
So many places to go, so many things to see. With a package, you'll be able to cross more of them off your list. Bundle your flights, rental cars and hotels and make big savings.
Can I choose my airline with a City of Winchester Expedia travel package?
You can, and with more than 550 airlines to pick from across the globe, you have loads of choice. Have a look through the available options and find out which airline fits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.