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september events in maidenhead

September Events in Maidenhead

If you are looking for local events, activities and things to do this September 2023 then you’re certainly in the right place. We have created a list of what’s on in Maidenhead and the close surrounding area to make your life easier.

All the relevant details have been included, such as dates, times and addresses of where they will take place. External links to each event or website are also included to give you further details. Note: Please check for any changes to the event you are interested in before going along. We may not be aware of changes/cancellations in the events we are not associated with.

If you spot anything of interest, then pop it in your diary or save for later. And feel free to share too!

cookham regatta 2023

Cookham Regatta

The Cookham Regatta takes place at the Cookham Moor and river on Saturday 2nd September between 9:30am – 5pm.

There will be boat races and family fun, such as rides, children’s games, dog show, classic cars, market stalls, refreshments and music. Entry charge £6 adults, £2 children or £12 family.

Cookham Regatta

Norden Farm Kite festival 2021

Norden Farm Kite Festival

The Norden Farm Kite Festival takes place on Punt Hill, Boyn Grove Park, SL6 6JD on Sunday 3rd September between 12pm – 4pm.

This annual event is free for everyone to come along with their kites and enjoy the day. These can be hand made or shop bought. There will be music and performances as well as food and refreshments from local vendors.

Norden Farm Kite Festival


barbie in pink car

Barbie (12A)

Barbie (12A) will be showing at Norden Farm on Tuesday 5th September at 2:30pm.

Eccentric and individualistic, Barbie is exiled from Barbieland because of her imperfections. When her homeland is in peril, she returns with the knowledge that what makes her different, also makes her stronger.

Barbie (12A)


tuneless choir a night at the musicals

Back to Choir..With Tuneless

Weekly ‘singing like no-one is listening’ will be at the United Reform Church, West Street from Wednesday 6th September, 8pm – 9:15pm.

Zero musical talent required to join the choir. Just an appetite to have fun and feel good. The popular themed ‘Musicals’ is on Wednesday 27th September.

Tuneless Choir Maidenhead

cox green horticultural show 2023 poster

Cox Green Horticultural & Craft Show

The Cox Green Horticultural and Craft show is at the Cox Green Community Centre, Highfield Lane, SL6 3AX on Saturday 9th September from 2:30pm.

There will be prizes and also a wine raffle, a market stall with home grown produce and cakes, and attractions.

Cox Green Horticultural and Craft Show


repair cafe in maidenhead

Repair Cafe Maidenhead

The monthly Repair Cafe will be at the Eco Action Hub, in the Nicholson Centre on Saturday 9th September, 10am – 3pm.

It is free to book, but this must be done two days in advance. Repair Coaches will then help you to mend your broken items and give them new life, instead of heading to landfill.

Items such as IT equipment, small electricals, bags, books, woodwork and textiles can be brought in. Book your slot via the eventbrite link.

Repair Cafe

cookham and maidenhead arts trail logo

Cookham and Maidenhead Arts Trail

The Cookham and Maidenhead Arts Trail takes place in the community on Saturday 9th September and Sunday 10th September between 10am – 5pm.

The public will be provided a trail map online, to go and view art at local venues and homes in the area. Free entry.

Cookham and Maidenhead Arts Trail

thames hospice sunflower walk

Thames Hospice Sunflower Walk

The Thames Hospice Sunflower Walk takes place around the Thames Hospice, Windsor Road on Sunday 10th September. Registration 10:30am – 11am.

Overlooking Bray Lake, the 2.5K walk will be around the lake, with refreshments and a chance to purchase a limited edition metal sunflower in memory of someone.

As well as the 2.5K walk, there will also be a 10K around Bray and Dorney Lake (registration 9:30am – 10am) and a half marathon to Windsor and back (registration 8:30am – 9am).

Thames Hospice Sunflower Walk

gravitiy grand prix at cookham dean

Cookham Dean Gravity Grand Prix

This years Gravity Grand Prix will take place in the village of Cookham Dean on Sunday 10th September at 1pm. Crowds will arrive from midday.

Downhill races (using just gravity) in homemade karts (advice and rules are available on their website) is a fun way to raise money for charity.

There will be a fairground and refreshments. Find details on parking and the route map on the website.

Gravity Grand Prix

maidenhead farmers' market dates for 2023

Maidenhead Farmers’ Market

The monthly Farmers’ Market will be at Grove Road Car Park, SL6 1SQ on Sunday 10th September between 9:30am – 1pm.

Here you can purchase from local farmers and growers. There will be quality meat, fish, fruit and veg, honey, preserves, bakery and more.

Maidenhead Farmers’ Market

coloured bunting

Family Funday

A Family Funday organised by Angela’s Appeals will be at the NMCC Sports Bar, SL6 6SP on Sunday 10th September between 1pm – 5pm.

There will be stalls with games, raffles, refreshments, crafts and there will be family fun and entertainment.

Family Funday NMCC Sports Bar


face2face maidenhead business networking at the lord grenfell

Face2Face Maidenhead Business Networking

Come along to our next Face2Face networking events at The Lord Grenfell, Oldfield Road on Tuesday 12th September, 10am – 12pm.

This ticketed event is for anyone with a business, side hustle, start up or those in corporate. Included in your ticket, there will be a free drink of your choice (tea/coffee/something cold), a chance to introduce yourselves, a mini workshop from guest speaker, coach Nikita (Discover your Dharmer) and an opportunity to mix and mingle with the group. Tickets are £12.

Face2face Maidenhead Business Networking

country car boot and local market stubbings

Country Car Boot and Local Market

Country Car Boot and Local Market at Stubbings Nursery on Sunday 17th September, 9am – 1pm.

Local sellers with arts and crafts, food, jewellery and more.

Country Car Boot and Local Market

cookham dean summer fair flyer

Cookham Dean Summer Fair

Cookham Dean Summer Fair at Cookham Dean old Cricket Common will be on Saturday 16th September, 1pm – 5pm.

Market stalls, entertainment, dog shows from 2pm, art display, food and drink and much more.


eco action hub windsor and maidenhead

Imagine a Brighter Future Workshop

Fun and interactive free family workshop at the Eco Action Hub in the Nicholson centre will be on Saturday 23rd September, 10:30am – 12pm.

There will be various discussions, brainstorming, collage art and activities to come together as a community and envisage a better tomorrow. Get your free ticket.

Imagine a Brighter Future

face2face maidenhead business netwalking

Business Netwalking

Free business netwalking, from the Thicket carpark (off the Henley Road) and walking to Stubbings, on Tuesday 26th September, from 9:30am.

We at Face2Face Maidenhead have collaborated with Busy B Solutions to host our monthly free netwalking, meeting at the start of the Thicket butterfly trail. This informal meetup is all about getting away from our desks and connecting with other small business owners.

The walk takes around fifteen to twenty minutes, where we head to Stubbings cafe for a coffee and cake – and continue the conversation.

Get your free ticket

women in sport conference braywick

Women in Sport and Business Conference

Join Element Six and England Touch for a one day networking conference for women in business and sport at the Maidenhead Rugby Club, Braywick Park on Friday 29th September, 9am – 4:30pm.

Tickets are £30 and include activities, speakers, panel sessions about leadership, teamwork, resilience and mindset. Plus lunch and refreshments.

Contact: sammie.phillips@englandtouch.org.uk