Must-See Events in Windsor This May

Must-See Events in Windsor This May

May in Windsor is a month full of excitement, culture, and outdoor fun for the whole family. With the arrival of spring, Windsor becomes a bustling hub of activities, from iconic horse shows to scenic bike trails. Whether you're a history enthusiast, a thrill-seeker, or a family looking to explore, Windsor has something for everyone. Here are the top events you can look forward to in May 2025.

1. Royal Windsor Horse Show (May 14-18, 2025)

One of the biggest highlights of Windsor’s May calendar is the Royal Windsor Horse Show, taking place in the stunning grounds of Windsor Great Park. This world-class event brings together equestrians from around the globe to compete in a range of competitions, including dressage, show jumping, and carriage driving.

Families will enjoy the vibrant atmosphere, with plenty of attractions for children, including horse demonstrations, carriage parades, and interactive activities. You can also explore a variety of food stalls, boutiques, and luxury brands at the event’s shopping village. Whether you’re a horse lover or simply looking for a fun day out, the Royal Windsor Horse Show is a must-visit event this May.

2. Windsor Great Park Cycle Hire (Throughout May 2025)

For outdoor enthusiasts, Windsor Great Park is an ideal destination for cycling. With its vast open spaces, scenic lakes, and wooded areas, cycling around Windsor Great Park is a perfect way to enjoy the beauty of the park while staying active. The Windsor Great Park Cycle Hire service provides a range of bikes for all ages, including options for families, children, and even tandem bikes.

Spend a few hours exploring the park’s stunning landscape and enjoy breathtaking views of Windsor Castle and the surrounding countryside. Whether you're a seasoned cyclist or just looking for a leisurely ride, Windsor Great Park offers an unforgettable cycling experience, especially during the warm, sunny days of May.

3. Eton College May Day Celebrations (May 1, 2025)

Eton College, one of the most famous schools in the world, celebrates May Day in a time-honoured tradition that is not to be missed. On May 1st, the festivities begin early in the morning with the boys of Eton singing the famous May Day song from the school’s steps. This is followed by a lively procession through Eton, as the town and the school come together to celebrate the arrival of spring.

The May Day celebrations are a wonderful way to experience a piece of British tradition, with lively performances, vibrant costumes, and the joyous spirit of the community. It’s a unique cultural experience, and a great way to kick off your visit to Windsor in May.


May is the perfect time to visit Windsor, with events like the Royal Windsor Horse Show, Windsor Great Park Cycle Hire, and the charming Eton College May Day Celebrations making it a memorable destination for all. Whether you're looking to immerse yourself in royal heritage, explore the great outdoors, or take in some local traditions, Windsor offers an exciting range of activities to enjoy.

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