Winchester Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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

    Plan, book, and manage your trip all in one place

Things to do near Winchester

Winchester offers a delightful blend of outdoor adventures and scenic beauty, making it perfect for a weekend getaway. Explore its charming recreational areas, vibrant public markets, and notable attractions. Enjoy lovely walks through the historic streets while soaking in the rich heritage and picturesque landscapes. Don't miss the opportunity to experience the best of Winchester's sightseeing highlights and immerse yourself in the local culture.

Shopping

For shopping in Winchester, visit local boutiques and markets for unique gifts. If you're up for a drive, check out WestQuay Shopping Centre (19.3km away) for a variety of shops, or Gunwharf Quays (32.2km away) for a vibrant shopping experience by the waterfront.

Recreation

Experience the thrill of live sports at St. Mary's Stadium, just 17.7km from Winchester, where the atmosphere is electric. For a leisurely day, enjoy a film at Leisure World, 19.3km away, perfect for family outings. Alternatively, unwind at Wickham Park Golf Club, also 19.3km away, surrounded by scenic landscapes.

Adventure

Experience the thrill of racing at TeamSport Indoor Go Karting Southampton, located 9.7km from Winchester, where you can enjoy high-speed karting in an exciting environment. Alternatively, visit Frankie's Fun Factory, 14.5km away, for an arcade adventure filled with fun games for the whole family.

Nightlife

Winchester's nightlife offers a charming atmosphere with its cosy pubs and lively bars. Visit the bustling High Street for a mix of traditional and modern venues, or enjoy live music at The Railway Inn. The vibrant scene is perfect for a relaxed evening 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 blend of outdoor adventures and rich history, making it an ideal destination for visitors. Explore the famous Winchester Cathedral, visit the engaging Winchester Science Centre, and enjoy the charming Winchester Christmas Market. Don’t miss the Winchester City Museum and the historic College University and houses that showcase the area's cultural heritage. This captivating city is perfect for families seeking a memorable experience amidst stunning scenery.

  • Paultons Family Theme Park - Home of Peppa Pig World: Located 20.9km from Winchester, this vibrant theme park is perfect for families, featuring delightful rides and attractions inspired by the beloved Peppa Pig series. Enjoy a day filled with laughter and entertainment in a beautifully themed environment.
  • Great Hall: Nestled in the heart of Winchester, the Great Hall is a stunning medieval castle renowned for its historical significance and romantic atmosphere. Marvel at the impressive architecture and the iconic Round Table, steeped in legends of King Arthur.
  • Hospital of St Cross: This historic building within Winchester offers a glimpse into the past, showcasing remarkable architecture and tranquil gardens. A serene place, it reflects the rich cultural heritage and history of the area.

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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Winchester during the low season (January to February and November) for more affordable options.
  • 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.

Top hotels in 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 €120 per night from 2 Aug to 3 Aug
€120
2 Aug - 3 Aug
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"The staff were very helpful and hotel was very clean but the air con didn't really work. Only the left hand corner produced any air. Room was hot even with the fan provided. Not good enough for the price paid. The cold water always ran hot for a couple of minutes. Which I thought was strange but ..."

Reviewed on 8 Jul 2026

The Winchester Hotel & Spa
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Paternoster Row Winchester England
Fully refundableReserve now, pay when you stay
The price is €88 per night from 3 Aug to 4 Aug
€88
3 Aug - 4 Aug
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"The bed was comfy but room had no AC and a large desk top fan and open window was deemed to solve the issue by the hotel! Not all the lights worked in the room. Luckily the bathroom one did work. The breakfast which the hotel think is amazing wasn't all that! It was buffet style but the scrambled ..."

Reviewed on 5 Jul 2026

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

Norton Park Hotel, Spa & Manor House

4 out of 5
Sutton Scotney Winchester England
Fully refundableReserve now, pay when you stay
The price is €99 per night from 9 Aug to 10 Aug
€99
9 Aug - 10 Aug
includes taxes & fees
8/10 Very good! (1,001 reviews)
"Great hotel with large rooms and amenities. Staff were friendly and helpful, and the food and bar were excellent. will definitely come back if the opportunity arises"

Reviewed on 3 Jul 2026

Norton Park Hotel, Spa & Manor House
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.

Stay near popular Winchester attractions

What to do in Winchester

Frequently asked questions

How much does a Winchester holiday package cost?
You'll find cheap prices on Expedia for your Winchester escape. However, factors like the hotel choice, length of stay and season will influence how much your holiday to Winchester costs.
What are the cheapest months to go to Winchester?
You're likely to find lower rates and better availability in January, February and November. Take a look at our cheap Winchester holiday packages and you could get some excellent off-season deals.
How many days is enough for Winchester?
Allow around 2 days for your Winchester holiday if you want to take in all that makes this place special. Wander around popular areas, including Littleton and Sparsholt. Then make a beeline for top attractions like Theatre Royal Winchester and Westgate Museum. With a good itinerary, you'll be kept busy with room for some rest and relaxation too. Want to venture outside of Winchester? Consider an excursion or two.
Is it worth booking a holiday package to Winchester?
Well known for its views, nightlife and walking trails, a Winchester holiday has something for everyone. Be sure to check out main sights like Winchester Cathedral and Winchester Christmas Market, and consider renting a set of wheels for day trips to discover even more.
How to find the best Winchester package deals?
Begin your search for a Winchester package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Winchester package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winchester escape off to a flying start.
Is it cheaper to book a Winchester holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can tailor your Winchester getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Winchester?
Enjoy incredible bargains by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Winchester getaway.
How to plan a trip to Winchester?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to holiday in Winchester.
  2. Budget wisely: Besides the cost of your hotel, you should factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Winchester.
  3. Decide how long to go for: Now that you're up to speed on Winchester, you can figure out the ideal length of your break. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Winchester holiday package.

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.