Chesham Vintage Market
2026-04-26 10:00 - 16:00, 2026-05-31 10:00 - 16:00, 2026-07-26 10:00 - 16:00, 2026-08-29 10:00 - 16:00, 2026-09-27 10:00 - 16:00 (Europe/London) | Market Square, Chesham, HP5 1HG, United Kingdom
Chesham Vintage Market in Chesham Market Square runs on the last Sunday of each month.
10am–4pm.
Books, games, clothes, records, furniture, jewellery, homeware and collectables.
Pitches from £15.

Chesham Vintage Facebook page.

Email Chesham Vintage market to book a pitch.

Dundridge Manor Tractor & Open Garden Day
2026-05-03 11:00 - 16:00 | Dundridge Manor, Dundridge Manor, Oak Lane, Buckland Common, HP23 6NN, United Kingdom
A lovely opportunity to visit the garden of Dundridge Manor and explore over 50 tractors!
Raising funds for Cbesham Museum. refreshments available and children’s trails.
Adults £7, children under 12 £4. Pay on the day or you can book in advance:
Book your tickets via Chesham Museum for Dundridge Manor Tractor & Open Garden Day
A beautiful area just a few miles from Chesham town centre, Buckland Common is in the parish of Cholesbury-cum-St-Leonards. Read more about the area.

Alex Horne's Comedy Football Trophy
2026-05-03 12:30 - 17:00 | Chesham United Football Club, The Meadow, Amy Lane, Chesham, Buckinghamshire, HP5 1NE
From Chesham United’s website:’The greatest Comedy Football Match at the greatest Non-League football venue you will ever need. Top comedians & YouTubers, Chesham’s finest footballers, musicians, madness and Alex Horne’s unique new rules all combine to produce an afternoon of top notch entertainment at The Meadow.’

The game will take place on Saturday 16th May 2026
The match will kick off at 3pm
Turnstiles open at 12.30pm and we encourage people to arrive early to secure the best spots, soak up the atmosphere and enjoy the pre-match revelry!
This year’s Comedy Football Trophy is presented by Nest Pensions, a big thank you to them for their support of the event and keep an eye out for them on event day.

Grab your tickets and team shirts for Alex Hornes Comedy Football Trophy

Ride Chartridge 2026
2026-05-17 | Chartridge Combined School, Cogdells Lane, Chartridge, Chesham, Bucks, HP5 2TW
Ride Chartridge 2026
Sunday 17 May
Ride Chartridge is a fantastic annual cycling event that takes place on a picturesque route through the Chiltern Hills.
It is cycling event for all abilities – ranging from challenging 160km, 128km, 100km or 60km routes, or the family ride in the morning.
From the Ride Chartridge website:

The route of Ride Chartridge is carefully designed to showcase the best of the Chiltern Hills, with stunning views and challenging climbs. The 160km (Purple), 128km (Black Extra), 100km (Black) and 60km (Red) rides are both challenging, but also rewarding, as riders will have the opportunity to see some of the most beautiful parts of the hills. Families can also take part on our Blue route (16km).
Along the way, there will be refreshment stops and rest areas, as well as plenty of opportunities to take in the stunning views. Whether you’re a seasoned cyclist or just looking for a fun day out with the family, Ride Chartridge is the perfect event.

See Ride Chartridge website for further info and to book your place

Chesham Fringe Festival 2026
2026-05-22 - 2026-05-24 | Bucks
Chesham Fringe Festival will be back for a third year on May Bank Holiday weekend Friday 22 May to Sunday 24 May, 2026
Chesham has long been a strong community of creatives and innovators. It is also supportive and inclusive – some of the Chesham Fringe events will be free of charge.
There’s a vibrant array of local, national and international talent and creativity – music, comedy, theatre, cabaret, spoken word, book and poetry readings.
2025’s festival saw over 120 acts across 12 venues, and the 2026 Fringe promises to be even bigger!
For updates see the Chesham Fringe Festival website

Chesham Local Produce Market
2026-05-23 10:00 - 14:00, 2026-06-27 10:00 - 14:00, 2026-07-25 10:00 - 14:00, 2026-08-29 10:00 - 14:00, 2026-09-26 10:00 - 14:00, 2026-10-24 10:00 - 14:00 | Market Square, Chesham, HP5 1HG, United Kingdom
Chesham Local Produce Market takes place on the 4th Saturday of the month.
On sale are high quality food, drink and crafts from approximately a 25 mile radius of Chesham. It’s held in the Market Square and the lower end of the High Street between 10am and 2pm.
A fantastic opportunity to try local produce on your doorstep, at your convenience, and meet the people who make it!
The local produce market is run by Chesham Town Council in partnership with Sustainable Chesham. The market was set up to support local producers and reduce the food miles consumed by Chesham’s residents to help create a more sustainable community.
If you are a local producer and interested in attending, please visit Chesham Town Council for information and contact details

Bucks Art Weeks 2026
2026-06-06 10:00 - 2026-06-21 17:00 | Bucks
Bucks Art Weeks 2026 will take place from 6 June to 21 June across Buckinghamshire.
In Chesham artists and makers across pop-up exhibitions in working studios, galleries and other venues in and around the town.
Work on show includes painting, glass, jewellery, painting, ceramics and more for visitors to view, purchase or commission.

2026 info on Bucks Art Weeks website once the programme is confirmed

St Leonards Village Fete 2026
2026-06-06 12:30 - 16:00 | The Parish Hall Playing Fields, St Leonards, Jenkins Lane, St Leonards, Herts, HP23 6NW, United Kingdom
St Leonards Village Fete 2026, is on Saturday 6 June.
Enjoy a fun-packed afternoon at this traditional village fete and dog show. 12.30pm–4.30pm at The Parish Hall Playing Fields.
Email St Leonards Fete for dog show details, or to book a stall.

St Leonards is in the civil parish of Hawridge and Cholesbury.
Information about St Leonards Parish Hall

Chesham Carnival 2026
2026-06-13 10:00 - 17:00 | Pedestrianised High Street, High Street, Chesham, Bucks, HP5 1HG, United Kingdom
The Schools of Chesham Carnival will be back for its 53nd year on Saturday 13 June, 2026
Themed floats created by Chesham schools will process through Chesham High Street, finishing with a fairground and stalls in Lowndes Park. Such a huge community effort – come and cheer them on their way!
Attractions include fairground games, refreshments, stalls selling home-made sweets and gifts, craft activities, a pets’ corner, bouncy castle and other family favourites.
Find the info on Schools of Chesham Carnival Facebook page
Please contact the organiser for any enquiries.

A Midsummer Evening of Music – The Lee
2026-06-21 19:30 - 21:00 | The Old Church, The Lee, The Lee, Bucks, HP16 9LZ, United Kingdom
A Midsummer Evening of Music
An uplifting solstice evening concert celebrating the light and energy of the longest
day.
Sunday 21 June, £20.00
7.30pm. (End time shown is an estimate).
The Old Church is tucked away behind St John the Baptist Church in The Lee.
HP16 9LZ
Email for further details and tickets

Bellingdon & Asheridge Fete
2026-06-27 12:00 - 16:00 | Bellingdon Village Hall, HP5 2XU
Saturday 27 June, 12.30pm–4pm.
The Bellingdon and Asheridge village fête is a great fun day out for the whole family.
As well as a range of traditional games stalls and activities, there’s a classic car display and fun dog show.
Also barbecue, bar, ice creams and teas and cakes.
Bellingdon Village Hall, HP5 2XU
Free
Bellingdon is in the civil parish of Chartridge; one of the seven parishes covered by this website.
Further details see also Bellingdon and Asheridge Comunity Association Facebook page.

Ashley Green Village Fair 2026
2026-06-27 13:00 - 16:00 | Ashley Green, Ashley Green, Bucks, United Kingdom
A fun afternoon for all the family in Ashley Green. Popular annual village fair on the green. All welcome – do come along and support the village.
Classic car show, bar, fun dog show, Tug-of-war, Choir on the Green, stalls and more. Saturday 7 June, 1pm – 4pm
Please contact the Ashley Green Community Association organiser for any enquiries.

Chesham Motor Show 2026
2026-06-28 10:30 - 17:00 | Pedestrianised High Street, High Street, Chesham, Bucks, HP5 1HG, United Kingdom
Chesham Motor Show will take place for its fourth consecutive year on Sunday 28 June 2025. A hugely popular event for exhibitors and attracting thousands of enthusiasts from far and wide.
Contact Chesham Motor Show for information on exhibiting at this event

Follow Chesham Motor Show Facebook page for updates

Proms by the Lake, Restore Hope
2026-07-03 17:30 - 21:30 | Restore Hope, Latimer Park Farm, Chesham, Bucks, HP5 1TU, United Kingdom
An unforgettable evening awaits of exceptional music at Proms by the Lake, a fundraiser in support of Restore Hope in one of the most spectacular parts of the Chess Valley. Join us for an evening of live music from the incredible Kings Chamber Orchestra
Bring your picnic and enjoy an evening of culture, and community, while helping raise vital funds for those in need in our area. Bar and light refreshments will be available to purchase.
Friday 3 July, 5.30pm – 9.30pm.
Gates open 18:00, event starts at 19:00.
Information about Proms by the Lake

Family Proms by the Lake, Restore Hope
2026-07-04 11:00 - 15:00 | Restore Hope, Latimer Park Farm, Chesham, Bucks, HP5 1TU, United Kingdom
A day of live music from the incredible Kings Chamber Orchestra, followed by an afternoon of inflatables, games and farm animals. A fundraiser event in support of Restore Hope, in one of the most spectacular parts of the Chess Valley.
Bring your picnic and enjoy an evening of culture, and community, while helping raise vital funds for those in need in our area. Bar and light refreshments will be available to purchase. .Please check the event information
Saturday 4 July, 11am – 3pm.
Information about Family Proms by the Lake

Hats Off 2026
2026-07-11 12:00 - 18:00 | Pedestrianised High Street, High Street, Chesham, Bucks, HP5 1HG, United Kingdom
Hats Off Chesham! on Saturday 11 July 2025 celebrates our High Street with fun for all the family, returning for its fourth year.
This popular festival has free entertainment along the High Street – music, stalls and more – just don’t forget your hat!
It will extend all the way along the High Street from Market Square to The Broadway, and into some of the adjacent yards.
It is hat-themed to celebrate Chesham’s historical links to the hat-making industry and its famous ex-resident Roger Crabbe!
It is hoped everyone will get into the spirit by wearing a hat, the more unusual or comical the better. But the main thing is to take part! It’s a lovely friendly atmosphere every year.
Hats Off Chesham! aims to provide a day of free entertainment whilst showing off what Chesham High Street has to offer, both to locals and visitors from further afield.
Lots of stalls as well to buy goodies, food and drinks; as well as our local shops and cafes.

Late Summer Serenade – Old Church, The Lee
2026-08-16 19:30 - 21:00 | The Old Church, The Lee, The Lee, Bucks, HP16 9LZ, United Kingdom
Late Summer Serenade
A relaxed August night of music, capturing the easy warmth and unhurried feel of late summer, at this beautiful church.
Sunday 16 August, £20.00
7.30pm. (End time shown is an estimate).
The Old Church is tucked away behind St John the Baptist Church in The Lee.
HP16 9LZ
Email for further details and tickets

Clocktoberfest
2026-09-05 12:00 - 22:00 | Market Square, Chesham, HP5 1HG, United Kingdom
Come and celebrate Chesham’s own annual Oktoberfest (in September!) in Chesham’s Market Square under the clocktower.
Live music, outside bars and hot food. Saturday 5 September, 12pm–10pm.

Heritage Open Day Chesham 2026
2026-09-13 | Bucks
Heritage Open Days across England take place11-20 September 2026
Chesham’s Heritage Open Day including several venues around town is on Sunday 13 September.

See Chesham listings on Heritage Open Days website for full details of accessibility, opening times and whether bookings are required.

Peace in the Park 2026
2026-09-19 12:00 - 18:00 | Lowndes Park, Chesham, Bucks, HP5 1HX, United Kingdom
Peace in the Park is taking a break in 2025 after fand will be back in 2026!
Saturday 26 September, 2026, Lowndes Park, Chesham, Bucks, 12pm–6pm.
Celebrating the International Day of Peace.
This event has been running since 2019, bringing global music, dance, over 60 stalls and more to Lowndes Park.
A free event for all the family. More information on the performing artists to follow.
Chesham Peace in the Park Facebook page

Chesham Classic Bus Running Day 2026
2026-09-26 09:30 - 16:40 | Broadway bus stop, The Broadway, Chesham, Bucks, HP5 1EG, United Kingdom
Chesham Bus Running Day, Sunday 26 September, 2026.
This ever popular event will see the return of London Transport green (and the occasional red) buses to roads and lanes of South Buckinghamshire.
The buses will run frequently from Chesham Broadway and journeys are free!
You can purchase a special souvenir timetable in advance nearer the time via their website or from Amersham and District Motorbus Society from their dark green gazebo on Chesham Broadway on the day.
Amersham and District Motorbus Society
