Winchester Holidays from £439

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Your Winchester Holiday

The rich history and welcoming locals are just the start of the things Winchester has on offer. Discover the very best of this city the way you want with a customised Winchester holiday package. If your trip to Winchester includes a little sightseeing, visit popular attractions like Winchester Cathedral, Great Hall and Winchester Christmas Market. Whoever you're escaping with and whatever the size of your budget, your ultimate Winchester holiday is only clicks away with Expedia.

The Latest Winchester Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Green House

The Green House

4 out of 5
Bournemouth City Centre
per person
31 Aug - 6 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Southampton (SOU)
9.2/10 Wonderful! (1,002 reviews)
Excellent property. Courteous staff, large room, very comfy bed. Very good quality.

Reviewed on 27 Jun 2025

Winchester Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)
Population
40,000
Max Temp Winter
7ºC
Max Temp Summer
21ºC
Top Sights
Winchester Cathedral, Marwell Zoo and Winchester Science Centre and Planetarium

Our pick of the best Winchester Hotel Deals

The Winchester Hotel & Spa
The Winchester Hotel & Spa
4 out of 5
Worthy Lane, Winchester, England
Stay at this 4-star spa hotel in Winchester. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,001 reviews)
"Lovely hotel, had a few problems with the spa but was quickly rectified with kindness and courtesy"

Reviewed on 22 Jun 2025

The Winchester Hotel & Spa
Norton Park Hotel, Spa & Manor House
Norton Park Hotel, Spa & Manor House
4 out of 5
Sutton Scotney, Winchester, England
Stay at this 4-star spa hotel in Winchester. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the breakfast and the helpful staff in ...
7.8/10 Good! (999 reviews)
"Situated in large grounds this well equipped and private hotel and spa is ideal for the quiet getaway and well placed to explore the beautiful countryside in this area."

Reviewed on 29 Jun 2025

Norton Park Hotel, Spa & Manor House
voco Winchester Hotel & Spa by IHG
voco Winchester Hotel & Spa by IHG
4 out of 5
Telegraph Way Morn Hill, Winchester, England
Stay at this 4-star spa hotel in Winchester. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (847 reviews)
"Clean, efficient, modern, helpful staff. Excellent experience!"

Reviewed on 24 Jun 2025

voco Winchester Hotel & Spa by IHG
See all 3,180 properties in 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Winchester holiday with Expedia?
Expedia has you covered for all aspects of your upcoming Winchester holiday. You'll always land the best prices around, but when you bundle your airfares, accommodation and/or hire car into a holiday package, you'll get even more savings. Want to really make the most of your adventure? Add some activities and tours to your package. We offer flexible cancellation policies on almost all bookings, so you won't need to worry if your plans change. Visit our Customer Service Portal link to find out more.
When is the best time of year to holiday in Winchester?
Peak season falls in January, March and September and is a thrilling time to visit --- if you don't mind rubbing elbows with the crowds. May, June and December are typically quieter times of the year. With daytime average temperatures of 4ºC, January is the coolest month in Winchester. The warmest time of year is July, when you can expect average temperatures of 17ºC during the day. Whatever the weather, you'll discover a whole lot to keep you busy here.
What are the top hotels for my holiday in Winchester?
Travellers visiting Winchester often stay in Sutton Scotney. The Winchester Hotel & Spa and Mercure Wessex Winchester Hotel are popular escapes in this neighbourhood. But it's not the only exciting place in town! Littleton is also a top area and where you'll find Winchester Royal Hotel and Norton Park Hotel, Spa & Manor House.
How do I get a cheap holiday to Winchester?
Booking a hotel and flight together with Expedia won't just save you time --- it'll save you pounds too. A Winchester holiday makes it easy to arrange the perfect trip. With more than 400 airlines across the world to choose from, finding flights that fit your schedule won't be a hassle. Not only that, we have over 321,000 hotel options globally to select from. Now that's what we call choice. No matter who you are, Expedia can show you the world. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Winchester holiday?
Offering must-visit attractions like Winchester Cathedral and Great Hall, a holiday in Winchester is full of exciting things to do and see. Winchester Christmas Market and Marwell Zoo are two other sights also worth checking out.
What is the best area to stay in when on holiday in Winchester?
If you plan to visit Winchester Cathedral, save yourself the hassle of commuting and find a place to stay nearby. It's one of the best attractions in Winchester.
Do I need a visa for my Winchester holiday?
Official government websites will have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and reason for visiting, whether it be for holidays or business, will determine if you'll need a visa for Winchester. Also ensure your passport is up to date and has a minimum of six months validity remaining after your intended date of return. Do all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Winchester holiday?
Though everyone's style varies, it can be helpful to have some guidelines for what to wear during your holiday in Winchester. Think about looking up style blogs before you go for inspiration on local dress codes or fashion trends. Be sure to look at the weather forecast so you can pack appropriately. The warmest month in Winchester is July, with average daily temperatures of 17ºC. If you're travelling in the coolest month of January, the mercury hovers around 4ºC during the day.
What does an Expedia Winchester holiday include?
Much of that depends on you. Simply pick from a variety of Winchester bundles, such as a flight, hotel and hire car. You can also book a flight and a hotel, or a car hire and a flight. Once you've made your booking, add the fun stuff like activities and experiences. Whatever your Winchester getaway looks like, you're sure to save! Apartments and private holiday homes are two of the most highly sought-after property types in Winchester. No matter your preference or size of your group, you can rely on Expedia for the flexibility and freedom to personalise your next escape.
Does Expedia offer Book Now, Pay Later Winchester holidays?
Your bank balance shouldn't get in the way of going on holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book your dream getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's convenient instalment plans. If paying across multiple instalments works for you, pick this option at checkout.
  • No-deposit holidays: When you come across an incredible deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with a Winchester Expedia holiday?
Yes --- and it's easy too. Expedia has access to more than 400 partner airlines all over the world. Our holiday packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.

Discover the most popular places to visit in Winchester

Winchester Cathedral featuring heritage architecture, religious elements and a church or cathedral

Winchester Cathedral

4.5/5(253 reviews)

With its exquisite artwork and fascinating historical relics, Winchester’s Gothic masterpiece is thought to be one of the nation’s finest cathedrals.

Winchester Cathedral
Marwell Wildlife which includes zoo animals and dangerous animals

Marwell Zoo

4.5/5(57 reviews)

Head out on a safari in search of hippos, snow leopards and giraffes or check out unusual reptiles at this spacious zoo and wildlife park.

Marwell Zoo
Winchester Science Centre and Planetarium

Winchester Science Centre and Planetarium

Try out an extensive selection of interactive exhibits and lose yourself in deep space at one of the U.K.’s largest digital planetariums.

Winchester Science Centre and Planetarium

Unmissable things to do in Winchester

Journey Through Winchester's Past: Private Tour

Journey Through Winchester's Past: Private Tour

£90
per traveller
Journey Through Winchester's Past: Private Tour
The Winchester Ghost Walk

The Winchester Ghost Walk

£15
per adult
The Winchester Ghost Walk
Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

£131
per adult
100% of travellers recommend
Stonehenge Tour from Southampton to London
See all activities in Winchester

The Advantages of Winchester Weekend Breaks

Discover a different side of the British Isles with a weekend break in Winchester. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Winchester weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Winchester.

Cheap Weekend Breaks to Winchester

There are lots of ways to take cheap weekend breaks to Winchester. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Winchester. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Winchester Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Winchester. Whisking your lover away for a romantic Winchester weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Winchester and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Winchester

Set some time aside to experience family weekend breaks in Winchester. There are plenty of excellent family-friendly hotels in Winchester within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Winchester. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Winchester family weekend breaks.

* 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.