Upcoming Chepstow Events In 2025!

Chepstow is a place in Wales considered the heart of tourism. Its breathtaking natural beauty and significant historical background draw tourists. The people here are as lively as the town and celebrate every event with full energy and excitement. The new year has arrived, and so have the new Chepstow events in this beautiful town of Monmouthshire, Wales. The events of this lively town give visitors a unique experience and make their trip worth remembering.

It can be said that Chepstow is a place of some best events and festivals. Being a tourist, you will not feel bored here because of the variety of festive events and local markets. Whenever you visit Chepstow Wales in 2025, ensure to explore the festive events and its local products.

List Of Chepstow Events in Monmouthshire, Wales

Autumn Afternoon Racing

It is an annual event held in October at the Chepstow Racecourse, St. Lawrence Road, Chepstow. The delightful event offers stunning scenery, exciting races, and a fun atmosphere. The best jockeys and horses participate in this event.Whether you are going with friends or family, you will definitely enjoy the event. Online booking of events is available, and early booking is recommended to enjoy the event.

Car Festival South Wales

The precise date has not yet been disclosed, but it usually takes place in the summer. Automobile fans should not miss this event. Enjoy the event, which includes modern and classic cars and trade stalls. The live demo, attractive vehicles, family activities, food, and drinks make it a worthwhile festival.

Balter Festival

The renowned music festival is scheduled to occur at Chepstow Racecourse from May 22 to May 25, 2025. The festival is in South Wales and has an exciting atmosphere with fun vibes. The things that you can enjoy here include fancy dress, late-night fun, food, drinks, music, and much more.

Wine Tasting with White Castle Vineyard

It is a seasonal event that takes place at White Castle Vineyard near Chepstow. At the event, people can experience the talent of winemakers by tasting their wines. The attractive setting and award-winning vine of this event make it worth attending. Tourists enjoy wine tasting, yummy food pairings, and vineyard tours.

Chepstow Fireworks And Food

In November 2025, Chepstow Racecourse will host the annual event. It is an interesting festival of fireworks along with the representation of delicious cuisines. The fireworks displays, food stalls, live entertainment, and outdoor activities enhance the joy. Advance booking is recommended to enjoy the event.

Chepstow Walking Festival

Mark your day on April 22–27, 2025, for the walking festival of Chepstow. Walking lovers of all ages can take part in this event of 5 days. It offers some family-friendly activities, themed walks, views of Wye Valley, and much more. Ticket prices vary, and advanced booking will ensure your day is stress-free.

Chepstow's Big Indoor Christmas Market

Attend the Christmas market to enjoy the holiday season. It will take place at Chepstow Leisure Centre, Welsh Street, from December 7 to 8, 2025. The things you will enjoy here include shopping activities, local food products, and much more. Santa’s Grotto and live entertainment enhance the experience.

Christmas Party Raceday

On December 9, 2025, Chepstow Racecourse, located on St. Lawrence Road, will host this yearly event. The event includes entertainment, horse racing, and fun activities. Enjoy the grand celebration of this amazing race day event and experience the unique festive attire.

Chepstow Town Carnival

The most fun yearly event will be held at Chepstow Town Centre and Parade Grounds on July 12, 2025. A distinctive parade, food and beverage vendors, thrilling games and activities, live entertainment, and an evening celebration are all features of this festival. These pursuits offer a singular and remarkable experience.

Chepstow Food Festival

The Chepstow Leisure Centre will host the yearly culinary festival from May 16–17, 2025. This gathering of local farmers, food producers, and chefs honors regional goods and culinary cuisine. Among the components at the festival are cheese, beef, and baked goods.

Chepstow Music Festival

Tourists can experience the local community’s talent during this musical event. The tournament will take place at Chepstow Leisure Centre from June 19 to June 21, 2025. It includes a range of musical styles, such as jazz, classical, and folk. Its lively environment and enjoyable activities are available to tourists.

Green Gathering

From August 6–9, 2025, Chepstow Racecourse will host it. In addition to providing family-friendly activities, market stalls, sustainable living, music, and entertainment, the festival encourages green living. Seize this wonderful chance to unwind and take in a distinctive holiday experience.

Chepstow Regatta

It is a traditional and widely celebrated event that will take place in River Wye, Chepstow, on July 5, 2025. Rowers across the UK enjoy this event, and its lively atmosphere makes it worth exploring. Make your day full of entertainment, excitement, and top local talent that tourists appreciate.