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Winchester Cathedral, King Arthur’s Round Table & Chesil Rectory in Winchester, UK

Best things to do in Winchester UK - Joshua Symons - Kingsgate

Kingsgate is one of two surviving medieval gates to the city.

I’m really excited to interview Joshua Symons of Two Passports about Winchester, UK. Josh’s tips for the best things to do in Winchester are awesome because he spent three years in Winchester while at university. It’s an unpretentious, buzzing cathedral city that still retains its characteristics from centuries ago.

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Best things to do in Winchester UK - Joshua Symons - The Great Hall

You’ll find King Arthur’s Round Table inside The Great Hall

Winchester, UK

We share a lot of resources and local suggestions in today’s podcast, but you should also check out Visit Winchester, the local visitor’s bureau. They are a wealth of information and can help you plan an itinerary based on your time, budget, and interests.

If you’d like to learn how to travel for free using airline miles and hotel points, check out my free 7-day email course.

Best things to do in Winchester UK - Joshua Symons - Winchester Cathedral Green

Explore Winchester Cathedral, then enjoy the warm summer sun outside on the “green”

Getting around Winchester

Since Winchester does not have a local airport, Josh suggests flying into Heathrow Airport (LHR) and taking the 80-minute train ride to Winchester. You can take the train from London Waterloo station to Winchester or take the National Express coach from Heathrow. Use our Expedia tool below to find flight, hotel, and rental car options.

Josh says that there’s no need to rent a car while exploring the city. It is very walkable. If you’re interested in visiting the English countryside, visit Avis, Budget, or Hertz to get the best offers as you tour Winchester and many other unique towns and cities.

Best things to do in Winchester UK - Joshua Symons - Kingsgate Books

Kingsgate Books is a unique gallery selling prints, antique maps, engravings, and more.

Places we talked about on the podcast

Here is a map of all of the places we talked about on the podcast episode with Josh Symons about Winchester, UK. You can zoom into the map and click on each dot to explore the city.

  • Red dots = best places to eat in Winchester, UK
  • Green dots = best things to do in Winchester, UK
  • Yellow dots = best places to stay in Winchester, UK

Who is Josh Symons?

Two Passports is a travel blog aiming to show travelers and wanderlusters how they can make the most of their annual leave, without breaking the bank, whilst equally not feeling the pressure of a budget. We created Two Passports as a passion project to share our love of travel as well as guides, tips, and tricks to help ease the stress of planning that perfect city break. We’re passionate about exploring new places and experiencing their unique character and charm.

Best things to do in Winchester UK - Joshua Symons with Sasha

Josh and Sasha

Here are a few articles that he’s written:

You can connect with Josh on his website and on Instagram and Pinterest. You can hear more from Josh, when he shares his best tips for London, U.K., in his other interview for this podcast.

We Travel There - Winchester UK - Joshua Symons - podcast one sheet

Click here to download our one-page guide of Joshua’s tips for Winchester.

Big thanks to today’s podcast partner – Bluffworks

This episode is brought to you, in part, by Bluffworks. Whether I’m traveling for business or pleasure, it’s important to have clothes that make me look good AND feel great. I wear Bluffworks jeans, slacks, dress shirts, and blazers because they’re wrinkle-free and are designed for the modern traveler. And if they get dirty, a quick spin in the washing machine and they’re good as new.

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Save 10% with promo code “LEE”

Go to and use the promo code from the image below to save 10% off your order. There are many styles to fit your needs so you can stay wrinkle-free when you travel.

Best things to do in Winchester UK - Joshua Symons - View from St Giles Viewpoint

Hike up to St Giles Viewpoint and enjoy panoramic views of Winchester

Stay tuned for our next episode

Best things to do in Tel Aviv Israel - Mark GordonListen to the next episode when Mark Gordon of The Jerusalem Post Podcast – Travel Edition shares the best things to do in Tel Aviv, Israel. In this episode, Mark and I talk about visiting the ANU Museum of the Jewish People, seeing Andromeda’s Rock from Greek Mythology, and exploring the Old City of Jaffa. We hope you’ll join us when We Travel There.

What’s your favorite part of Winchester? Send us a Tweet, let us know in the comment section below, or continue the discussion in our Facebook group!

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To see which cities we’ve interviewed and scheduled, please visit If you’d like to be a guest on the show, please submit an application at

Related episodes

If you’re planning a trip to the United Kingdom, check out our other episodes for the region:

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