Winchester Holidays from £651

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected

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.

Top Winchester Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Fig Tree Shanklin

The Fig Tree Shanklin

£651
per person
16 Nov - 20 Nov
found 4 hours ago
Return direct flight included
Birmingham (BHX) to Southampton (SOU)
9.2/10 Wonderful! (100 reviews)
Lovely hotel and staff and very convenient Breakfast was delicious

Reviewed on 2 Sept 2026

Holiday Home by UK Coast With Sea Views

Holiday Home by UK Coast With Sea Views

£733
per person
16 Nov - 20 Nov
found 4 hours ago
Return direct flight included
Birmingham (BHX) to Southampton (SOU)
No reviews
Albion Hotel

Albion Hotel

£786
per person
16 Nov - 20 Nov
found 4 hours ago
Return direct flight included
Birmingham (BHX) to Southampton (SOU)
9.4/10 Exceptional! (69 reviews)
Lovely hotel in a fantastic location. We have been to the IOW many times over the years, but this is our first time staying at the Albion, but it won't be our last! Would like to have dined at the hotel's restaurant - The Rock - one evening, but there was very little offered on the menu for vegans, so we went elsewhere. Having spoken to the restaurant manager about this, hopefully that will change soon. Likewise some issues with vegan options at breakfast - again we were assured this was changing. Breakfast location overlooking the bay with the sun coming up was lovely though. We had a suite overlooking the bay and it was spectacular watching the stormy sea raging and the waves crashing against the windows (August Bank Holiday weather)! The IOW is definitely our happy place and the Albion will be our 'go to' hotel for our future visits. :)

Reviewed on 2 Sept 2026

The Seaview Hotel

The Seaview Hotel

£705
per person
16 Nov - 20 Nov
found 4 hours ago
Return direct flight included
Birmingham (BHX) to Southampton (SOU)
9.6/10 Exceptional! (40 reviews)
Relax in This Charming East Cowes House With Garden and BBQ

Relax in This Charming East Cowes House With Garden and BBQ

£864
per person
16 Nov - 20 Nov
found 4 hours ago
Return direct flight included
Birmingham (BHX) to Southampton (SOU)
No reviews

Things to do in and around Winchester

Winchester, a delightful destination in the United Kingdom, offers a wealth of outdoor adventures and stunning scenery. Visitors can explore its charming recreational areas, bustling public markets, and enjoy lovely walks around the city. It's an ideal spot for weekend getaways, with numerous attractions and sightseeing highlights that showcase the city's rich heritage and natural beauty. Experience all that Winchester has to offer for a memorable holiday.

Shopping

In Winchester, you can enjoy shopping at local boutiques and markets. If you're up for a drive, visit WestQuay Shopping Centre for a vibrant experience or Gunwharf Quays for a fantastic outlet shopping choice. Don't miss the unique finds at New Forest Cider, a bit further afield.

Recreation

Explore the Winchester Science Centre and Planetarium for an immersive experience of science and astronomy, perfect for families. Enjoy a night at the Mayflower Theatre, where captivating performances await. For outdoor enthusiasts, Stoneham Golf Club offers a serene golf experience amidst beautiful landscapes.

Adventure

Experience the thrill of racing at TeamSport Indoor Go Karting Southampton, located 9.7km from Winchester, offering an adrenaline-pumping karting adventure. Alternatively, enjoy family fun at Monkey Bizness, an arcadeAdventureZone 11.3km away, or race against friends at The Race Centre, also 9.7km from the city.

Nightlife

Winchester's nightlife is vibrant, offering cosy pubs like The Old Vine for a relaxed drink or The Railway for a lively atmosphere. For something more upscale, enjoy cocktails at The Black Bottle, where the ambience is perfect for a night out with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Winchester

Winchester offers a delightful mix of outdoor adventures and rich history, making it an ideal destination for tourists. Explore the historic city, visit the Winchester City Museum, and admire the stunning Winchester Cathedral. Don't miss the charming Winchester Christmas Market and the engaging exhibits at the Winchester Science Centre. With a variety of cultural and family-friendly attractions, Winchester promises a memorable experience for every visitor.

  • Winchester Cathedral: Experience the stunning architecture and rich history of Winchester Cathedral, a masterpiece of Gothic design. Explore its beautiful stained glass windows and tranquil grounds, immersing yourself in centuries of culture and spirituality.
  • Paultons Family Theme Park - Home of Peppa Pig World: Delight in a fantastic family day out at Paultons Park, where Peppa Pig World brings the beloved characters to life. Enjoy thrilling rides, interactive attractions, and charming gardens, perfect for children and families alike.
  • University of Southampton: Discover the historic charm of the University of Southampton, renowned for its research and beautiful campus. Walk through its scenic grounds and learn about its significant contributions to education and culture.

Best time to go to Winchester

The best time to visit Winchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchester falls in July, when visitor numbers are slightly high and weather is mostly cloudy with light rain. The coolest average temperature in Winchester falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.3°F (4.6°C)Light RainMostly CloudyAverageSlightly Low
February41.2°F (5.1°C)Light RainMostly CloudyAverageSlightly Low
March43.9°F (6.6°C)Light RainMostly CloudyAverageAverage
April47.8°F (8.8°C)Light RainMostly CloudyAverageAverage
May53.2°F (11.8°C)Light RainMostly CloudySlightly LowAverage
June59.2°F (15.1°C)Light RainMostly CloudyAverageAverage
July62.8°F (17.1°C)Light RainMostly CloudySlightly HighSlightly High
August62.1°F (16.7°C)Light RainMostly CloudyAverageSlightly High
September58.6°F (14.8°C)Light RainMostly SunnySlightly HighSlightly High
October53.4°F (11.9°C)Light RainMostly CloudySlightly LowAverage
November46.8°F (8.2°C)Light RainMostly CloudySlightly HighSlightly Low
December43.0°F (6.1°C)Light RainMostly CloudySlightly LowAverage

Tips to save on your trip to Winchester

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Winchester.
  • Consider traveling during the off-peak season (typically January to February and November) for more affordable package holidays to Winchester.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

Top hotels in Winchester

The Winchester Hotel & Spa

The Winchester Hotel & Spa

Worthy Lane Winchester England
Fully refundableReserve now, pay when you stay
£110
13 Sept - 14 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"I really enjoyed my time here, the staff were incredibly helpful. My favourite part was that the spa was included, we had slippers and robes provided for us. The show stopper was that it had smart tv in the hotel room which made the biggest difference."

Reviewed on 30 Aug 2026

The Winchester Hotel & Spa
Norton Park Hotel, Spa & Manor House

Norton Park Hotel, Spa & Manor House

Sutton Scotney Winchester England
Fully refundableReserve now, pay when you stay
£93
4 Oct - 5 Oct
includes taxes & fees
Norton Park Hotel, Spa & Manor House
Winchester Royal Hotel

Winchester Royal Hotel

St Peter Street Winchester England
Fully refundableReserve now, pay when you stay
£99
13 Sept - 14 Sept
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"X"

Reviewed on 2 Sept 2026

Winchester Royal Hotel
See all 3,576 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.

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.

All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

Stay near popular Winchester attractions

A historic cathedral with tall spires and large stained glass windows.

Winchester Cathedral

9.4/10 (713 reviews)
Winchester Cathedral houses Jane Austen's tomb and boasts Europe's longest medieval nave. Explore the 12th-century Winchester Bible and Antony Gormley's haunting crypt sculpture during your visit.
See properties
A meerkat standing in front of a rock.

Marwell Zoo

8.8/10 (106 reviews)
This conservation-focused zoo houses over 140 species in naturalistic habitats across 140 acres. Observe endangered Amur tigers and snow leopards, then explore the immersive Tropical House with its rainforest ecosystem.
See properties
A modern building with large windows and a dome structure.

Winchester Science Centre and Planetarium

8.8/10 (10 reviews)
Explore over 100 interactive science exhibits at this educational hub with the UK's largest standalone planetarium. Journey through space in immersive 360° fulldome shows that bring the cosmos to life.
See properties
A cobblestone street lined with historic stone buildings, a flagpole, and a group of people.

Great Hall

8.8/10 (227 reviews)
The Great Hall houses King Arthur's legendary Round Table on its western wall, surrounded by medieval splendour. Explore this vaulted space before visiting Queen Eleanor's Garden with its authentic medieval plantings.
See properties

Winchester Christmas Market

8.2/10 (71 reviews)
Wooden chalets fill Winchester Cathedral's grounds, transforming it into one of Europe's finest Christmas markets. Browse handcrafted gifts and savour mulled wine while carols echo against the ancient cathedral walls.
See properties

Winchester Guildhall

8.8/10 (28 reviews)
This grand Victorian landmark houses Winchester's Visitor Information Centre in Gothic Revival splendour. Step inside for expert local advice, souvenirs, and guided walking tours of this historic English city.
See properties

University of Winchester

8.8/10 (51 reviews)
This eco-conscious university campus blends modern sustainability with Winchester's historic character. Explore award-winning green buildings before taking a short walk to discover the charming city centre.
See properties

Horsepower The Museum Of The King's Royal Hussars

8.8/10 (3 reviews)
You can spend an afternoon studying the exhibits at Horsepower The Museum Of The King's Royal Hussars during your travels in Winchester. Visit the area's stunning cathedral or amble around its picturesque gardens.
See properties

What to do in Winchester

Southampton: Guided Ghost Walk

The Southampton Ghost Walk

£15
per adult
100% of travellers recommend
The Southampton Ghost Walk
Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

£137
per adult
98% of travellers recommend
Stonehenge Tour from Southampton to London
Gin Cocktail Masterclass

Bombay Sapphire Gin Cocktail Masterclass and Tour

£46
per adult
Bombay Sapphire Gin Cocktail Masterclass and Tour
See all activities in Winchester

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.

Explore a world of travel with Expedia

* 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.