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

Top Flight + Hotel Deals in Winchester

Price found within the past 48 hours. Click for updated prices.
Prince of Wales
Enchanted Manor
The Fig Tree Shanklin
The Pilot Boat Inn
St Maur

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 €124 per night from 7 Jun to 8 Jun
€124
7 Jun - 8 Jun
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"We stayed as a stop over for one night. We selected the hotel based on location and a lift as we had a heavy bag. When we’re arrived all parking was taken so we parked directly in front of the hotel and were told it was council owned and we needed to park and display - no help with finding the park ..."

Reviewed on 24 May 2026

The Winchester Hotel & Spa
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 €112 per night from 14 Jun to 15 Jun
€112
14 Jun - 15 Jun
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Large room. Good desk. Bathroom smelt a little bit of dump. Food wasn't good: cold vegetables, cold chips, rubbery pizza. Also, the walkway between the bedrooms & the bar/reception was exposed to outside temperature, making too cold / uncomfortable so had to carry a coat - a nuisance."

Reviewed on 20 May 2026

Norton Park Hotel, Spa & Manor House
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 €130 per night from 11 Jun to 12 Jun
€130
11 Jun - 12 Jun
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"The view of Winchester Cathedral from my bedroom was amazing. All of the staff were extremely helpful and positive including promptly resolving air temperature issues in my room. The room was spotlessly clean. But the room felt rather tired with scratched and battered furniture and a dated bathroom. ..."

Reviewed on 22 May 2026

Winchester Wessex Hotel by Sunday
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.

Popular places to visit

What to do in Winchester

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.