Events in Maidenhead From 18th May – 24th May 2026

Home · Events in Maidenhead This Week

Looking for events in Maidenhead this week? You can find a diverse range of options to fill your days. Whether you're interested in what's on in Maidenhead this week or simply things to do in Maidenhead this week, there’s a mix unfolding. From artisan markets offering locally-made crafts and produce, to chances to enjoy time outdoors along the River Thames, your schedule can benefit from a little planning. Consider exploring the towpaths accessible from several points in the town centre.

This week offers opportunities to engage with culture and the arts, with presentations from notable figures alongside evenings filled with music. You can check local listings for community gatherings and moments for reflection. Maidenhead, historically a key stop on coaching routes, now offers a blend of heritage and modern life. There are also options for a more active weekend, including free activities to enjoy the local waterways. The area benefits from easy access to the Elizabeth Line, and is a popular commuter town, but also offers leisure opportunities.

This week, keep an eye out for events potentially linked to the nearby White Waltham Airfield or the transport links at Maidenhead Station. You can explore the town, noting that parking can be difficult in the city centre. The A4 and M4 motorway are primary routes into and around the area, though traffic congestion is sometimes experienced. Your best bet is to browse the listings below to discover details and tailor your week to your interests.

Check the listings below for times and venues. Remember to factor in potential high demand for train tickets if Royal Ascot events are taking place.

Monday 18th May

Waterside Quarter Artisan & Farmers Market

· The Waterside Inn · Shopping & Markets

A local artisan and farmers market offers handmade crafts, produce, and treats from independent traders.

Tuesday 19th May

Arthur Edwards - Royal Photography

· Cox Green Youth & Community Centre · Culture & Arts

Photographer Arthur Edwards presents a showcase of royal portraits at Cox Green Community Centre.

Saturday 23rd May

A (Live), Livin Joy + More For a Summer Evening of r&b, Garage & Soul at Windsor…

· Nightlife & Music

A summer evening performance featuring R&B, Garage, and Soul music at Windsor Racecourse.

Free Boat Rides on York Stream, Maidenhead

· Fitness & Outdoors

Free boat rides on York Stream in Maidenhead are offered on May 23.

Maidenhead Rotary Club 100 Year Thanksgiving Service

· Food & Drink

Maidenhead Rotary Club holds a Thanksgiving Service to honor its 100-year history with members and guests.

Sunday 24th May

The Sunday Alternative - Terry's Tour

· Shopping & Markets

The Sunday Alternative hosts a community gathering at Three Guineas in Reading.