Oswestry Tourist Information, Accommodation, Attractions & Events

Cae Glas Park Oswestry
Oswestry Town - Rainbow
Dawn over Oswestry
Montgomery canal
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Oswestry & The Borderlands - Annual Events

Want to plan a visit to Oswestry? Whether you are planning a day out or a short break or staycation, Oswestry & The Borderlands annual events are a fab mix of historic, friendly and surprising. 
Historic events bring history to life and most summer weekends there are re-enactment events at Whittington and Chirk Castles.
Friendly is how most people describe the Oswestry Food and Drink Festival. It’s free and centred around the markets and town centre streets.
Surprising – that has to be the response as visitors to Oswestry see hot air balloons take off from the town centre from Cae Glas Park.
So, whenever you visit Oswestry there will be something happening for you to enjoy.
From snowdrop walks in spring through to the December finale of Christmas Live, Oswestry and The Borderlands are ‘Fest Fabulous”.

Here is a listing of annual events and the months they occur. Please see our events page for more details.

January

Artisans’ Market, last Friday in the month

Snowdrop Trail,  Chirk Castle

February

Oswestry Youth Music Festival

Park Hall Countryside Experience half term lambing live

Artisans’ Market, last Friday in the month

March

Artisans’ Market, last Friday in the month

April

Artisans’ Market, last Friday in the month

May

Whittington International Music Festival

Artisans’ Market, last Friday in the month

June

BVA Open Art Studios

Clywd Veteran and Vintage Vehicle Show

Ellesmere Food & Drink Festival

Shrewsbury Food Festival

Artisans’ Market, last Friday in the month

July                                                                                     

Llangollen International Musical Festival Eisteddfod

Oswestry Food and Drink Festival

Artisans’ Market, last Friday in the month

August

Oswestry Agricultural Show

Shrewsbury Flower Show

Maize Maze Park Hall Countryside Experience

Oswestry Balloon Carnival

Concerts in Cae Glas Park

Artisans’ Market, last Friday in the month

September                                                                                                                     

Heritage Open Days

Welshpool 1940’s Weekend

Oswestry Community Games

Artisans’ Market, last Friday in the month

October

Apple Day Oswestry Market

Llangollen Railway October Steam Gala

Halloween Spooktacular at Park Hall Farm

Ghost Tours Whittington Castle

Oswestry Halloween Market

Artisans’ Market, last Friday in the month

November

Brogyntyn Park – Bonfire night

Bailey Head – Christmas Lights Switch On

Artisans’ Market, last Friday in the month

December

Christmas Music Live

Oswestry Christmas parade

Christmas Farmer’s Market Bailey Head

Llangollen Railway Santa Specials

Cambrian Railway Santa Specials

Welshpool and Llanfair Light Railway Santa Specials 

Christmas events Park Hall Countryside Experience

Christmas events Whittington Castle

Oswestry & The Borderlands annual events – a full calendar of regular events hosted at a range of venues – make sure to explore Holroyd Theatre, Kinokulture Cinema, The Qube, The Willow Gallery, and Oswestry Markets. There are of course many incredible events and festivals a little further afield – including the exciting range of festivals organised by Shropshire Festivals!