Winchester Holidays from £146

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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.

Top Winchester Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Chilworth Manor Hotel

Best Western Chilworth Manor Hotel

£146
per person
19 Oct - 21 Oct
found 1 day ago
Return flight included
Glasgow (GLA) to Southampton (SOU)
8/10 Very good! (1,000 reviews)
We enjoyed our stay at the Best Western Chilworth Manor while visiting Stonehenge, Avebury Stones, and Salisbury Cathedral. The property was once a manor and has evolved into a comfortable, well-maintained hotel, with substantial grounds and walking trails. The trails could use better upkeep. We had both breakfast and dinner at the hotel; the food and service were perfectly fine. Our only real drawback was that our third-floor room was accessible only by stairs, with no lift. An employee kindly helped us with our luggage, which we appreciated. Overall, a pleasant stay with a lovely historic setting and convenient location for exploring the area.

Reviewed on 8 Aug 2026

No.4 Carlton Hotel

No.4 Carlton Hotel

The Polygon
Save 100% on your flight
£291
per person
19 Oct - 21 Oct
found 1 day ago
Return flight included
Glasgow (GLA) to Southampton (SOU)
9.6/10 Exceptional! (156 reviews)
A very comfortable boutique hotel with generous rooms and a great breakfast. We stayed four nights and would recommend it to anyone. The area nearby does have a few negative vibes but the hotel itself is in a beautiful street

Reviewed on 18 Aug 2026

Perfect for contractors

Perfect for contractors

£219
per person
19 Oct - 21 Oct
found 1 day ago
Return flight included
Glasgow (GLA) to Southampton (SOU)
10/10 Exceptional! (1 review)
Really nice house, table football etc for the kids, nice back garden and well-equipped kitchen. Really happy

Reviewed on 31 Aug 2025

QE2 Loft Apartments

QE2 Loft Apartments

Southampton City Centre
£207
per person
19 Oct - 21 Oct
found 1 day ago
Return flight included
Glasgow (GLA) to Southampton (SOU)
6.4/10 (7 reviews)
Orange Grove Hotel & Gardens

Orange Grove Hotel & Gardens

£161
per person
19 Oct - 21 Oct
found 1 day ago
Return flight included
Glasgow (GLA) to Southampton (SOU)
8.4/10 Very good! (361 reviews)
We was supposed for the cost of the room that no real adequate cooling system was in place , instead - stepping into a room that was hotter than the rest of hotel we had already been and hotter than outside the building . Might I suggest in hotter months that windows are opened and curtains closed to allow circulation of air through the room , it was the most uncomfortable stay we’ve had in a hotel in the summer time . A small fan was just not efficient enough . So to allow some sort of cooler room , windows were opened , curtains closed and fan was put by window to allow cooler air flow , though as I joked to the reception person , I think sleeping in the corridor would be better after he offered me ice though I’m not sure where he expected me to put the ice . The restaurant staff exceeded themselves , so very polite and welcoming . A nice relaxed meal that was 100% out of this world . I would recommmend 100% people to visit hotel for food , but to stay wouldn’t recommend especially in summer months where the hotel does not have any kind of A/C for the cost of the room . Once again - restaurant staff - keep up the good work !!

Reviewed on 17 Aug 2026

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
£114
23 Aug - 24 Aug
includes taxes & fees
The Winchester Hotel & Spa
Norton Park Hotel, Spa & Manor House

Norton Park Hotel, Spa & Manor House

Sutton Scotney Winchester England
£107
31 Aug - 1 Sept
includes taxes & fees
8/10 Very good! (1,006 reviews)
"Lovely clean hotel in beautiful grounds Very friendly staff Would definitely return!!"

Reviewed on 19 Aug 2026

Norton Park Hotel, Spa & Manor House
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

Paternoster Row Winchester England
Fully refundableReserve now, pay when you stay
£79
27 Aug - 28 Aug
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"Some things in this hotel are quite tired eg the double-glazing in our room had 'popped', and the plumbing needed updating - mixer taps and a walk-in shower would be nice. Breakfast - they didn't do porridge, it's a very long time since we stayed in a hotel that doesn't do porridge. Parking was good ..."

Reviewed on 16 Aug 2026

Winchester Wessex Hotel by Sunday
See all 3,603 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.

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All Inclusive Holidays
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Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
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gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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What to do in Winchester

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
Southampton: Secrets of the Titanic Guided Walking Tour

Southampton: Secrets of the Titanic Guided Walking Tour

£16
per adult
100% of travellers recommend
Southampton: Secrets of the Titanic Guided Walking 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.