Oswestry Tourist Information, Accommodation, Attractions & Events


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Explore Autumn in Oswestry and the Borderlands

October is here… Autumn is an exciting time to be in Oswestry – whether you are visiting for a day or longer, the borderlands make a great place for a relaxing staycation. As our beautiful surrounding countryside begins to change colours for autumn, our local markets and shops show off freshly harvested local produce. Outdoorsy types will love the many walking routes and trails that lead to beautiful views of our unique borderland landscape – make it as relaxing or as exhilarating as you’d like!

Are you ready to visit Oswestry? This is what you could be experiencing over the autumn months…

What better way to stay warm than by enjoying a hot drink in one of our friendly cafes, or a freshly cooked hearty meal in one of our traditional pubs? Oswestry is the place to come to indulge in some cafe culture….

  • Relax in the intimate atmosphere of Wilsons to enjoy delicious food and refreshing drinks – visit in the evening and you could find yourself enjoying some live music.
  • The Old School House was built in 1407, and the timber building makes a charming place to enjoy a coffee and cake. Don’t miss out on sitting in the courtyard on a sunny autumn day.
  • Oswestry has been famous for the number of pubs in the town – many of which are still open today. Enjoy the incredible selection of craft ale at The Bailey Head, a scrumptious freshly cooked meal at The Griffin Inn, and watch some sport in relaxing surroundings at The King’s Head.

Walking in Oswestry is as relaxed or active as you want it to be – choose between a casual stroll along beautiful canals and lakes, or energetic climbs that will reward you with stunning views across unique borderland countryside.

  • Offa’s Dyke Path celebrated 50 years of being open in 2021, and the path today will reward you with beautiful views across varied landscapes. You can pick up the path from our historic Old Oswestry Racecourse, or from the nearby Llanymynech Heritage Site – make sure to explore further to see some racecourse history in Oswestry, or the incredible lime kilns in Llanymynech.
  • Follow in the footsteps of Shropshire’s very own highwayman at Nesscliffe. Walk up the Cliffe to discover Kynaston’s Cave, which is said to be the hideout of medieval outlaw Humphrey Kynaston and his horse Beelzebub! The climb will reward you with a fantastic viewpoint for autumn colours.
  • If you’re looking for beautiful waterside walks than look no further than Ellesmere and Lake Vyrnwy – while both look fantastic all year round, they look even more magical in autumn months. They’re perfect for cycling too – why not borrow a cycle from Artisans or A Mere Cycle to start your adventure?

Looking for something different to do with the family? We have plenty of ideas for action packed weekends and a half term full of exciting adventures. Start planning here…

  • Our first class attractions are waiting to welcome you… Young knights and princesses will love meeting Sir Tom and Lady Beatrice, Whittington Castle‘s resident swans whilst exploring the castle grounds. Have you ever heard of a heavy metal safari? Visit The British Ironwork Centre to meet larger than life sculptures of some ferocious animals and to enjoy some outdoor play.
  • By train, boat, or barge – travel through our wonderful countryside in style! Take a first class carriage from Welshpool and Llanfair Railway for a magical train ride, or how about a horse drawn barge ride along the canal at Llangollen Wharf? Adventurous ones will love having a go at paddling along the River Severn with Hire a Canoe.
  • Halloween is just around the corner, and we have plenty of unique events you and your family will love! Follow the Scarecrow Trail at Pumpkinfest at Park Hall Countryside Experience, explore the spooky caves at Hawkstone Park Follies, and get your best fancy dress on for the exciting Halloween Trail at Black Hawk Laser Games.

Whether you stay in our eclectic and charming town centre, or in the peaceful countryside, we have the perfect accommodation choices for you. Imagine waking up to incredible views across the borderland countryside, or to our buzzing town centre on a market day?

There is still plenty of time to book for a relaxing autumn staycation, so we hope we’ll see you soon!

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A day out in Oswestry