What’s On
Discover the exciting events happening at The Chequers Matching Green. There’s always something going on, from our annual Festive Party Nights and the elegant New Year’s Eve Black Tie Event to our lively Music Evenings and sophisticated Wine Tasting Events. Stay updated and make sure you don’t miss out on any of the fun and festivities we have to offer.

Mid-week Lunch Menu
Available every Wednesday, Thursday or Friday afternoon from 12.30pm until 4pm.
2 courses – £24 | 3 courses – £29
Join us for a weekday lunch and enjoy our fantastic set menu featuring seasonal dishes created by our chefs. The Mid-Week Lunch Menu is great value and with number of choices for each course including a vegetarian option, there’s something to suit every taste and appetite!

Chequers Breakfast
Available every Saturday from 9am to 11.30am
Join us every Saturday morning for a delightful breakfast experience that will kickstart your day the right way. Whether you’re craving something hearty, light, or simply indulgent, we’ve got something for everyone.

Special offer – Flat iron steak, fries and a drink £22.50
Available Wednesday to Friday throughout March and April
11 March – 1 May
Nothing beats a proper flat iron steak and fries – even better with side of chimichurri and a drink*. Includes selected drinks: a pint of 391 Matching Green lager, or a 175ml glass of wine (Chardonnay, Sangiovese or Pinot Grigio rose).
Option without a drink: Flat iron steak, fries and chimichurri sauce £18.50.

Quiz Night
Wednesday, 20 May
Join us at The Chequers for a thrilling Quiz Night in support of a local charity. Test your knowledge, challenge your friends, and enjoy a fun-filled evening packed with intriguing questions – all for a great cause! Bring your trivia A-game and come together for an unforgettable night of fun and camaraderie.

Spring Fashion Show & Ladies’ Lunch
In support of the Addie Brady Foundation
Thursday, 30 April | 12pm to 3pm
Join the Addie Brady Foundation for a Fashion Show & Ladies’ Lunch. Spend a beautiful afternoon at The Chequers, Matching Green on Thursday, 30th April, supporting the vital work of the Addie Brady Foundation in partnership with The Brain Tumour Charity, and the George Pantziarka TP53 Trust.
What’s included: A glass of fizz on arrival, delicious two-course lunch at the award-winning Chequers, An intimate fashion show featuring local stylists The Women’s Society and Mie Style, Charity raffle with fabulous prizes, exclusive event-only fashion offers, tickets: £45

Live Music Evening with Carts
Friday, 1 May from 6.30pm
Join us for a night of great vibes, good company, and live music by Carts! Whether you’re winding down your day or kicking off your evening, this is the perfect spot to relax and enjoy. Our main restaurant menu and seasonal specials will be available. Free entry.

May Bank Holiday Weekend
2 – 4 May 2026
We are open all weekend, including the Bank Holiday Monday. Our Monday opening times are 9am to 11am for breakfast and from 12pm until 6pm for lunch service (last food orders are at 3.30pm) A special Bank Holiday menu will be available on Sunday and Monday.
Please note, there are other events going on in the area. Monday, 4 May: Matching 10k Run from 8am to 11am and Matching May Day Festival from 10.30am until 5pm.

Matching May Day Festival
Monday, 4 May | 10.30am – 5pm
Lots of fun for all the family! BBQ, icre cream van, stalls of all types, may pole dance, tea & cake tent, pony rides, cake baking comp, fun dog show and more. Festival starts straight after the start of Matching 10k run.
For table reservations at The Chequers, please visit our website.

Matching 10K Race
Bank Holiday Monday, 4 May 2026
2026 will be the inaugural Matching 10k run. The route takes runners through the beautiful rural landscapes of west Essex and East Hertfordshire communities. It will be a truly unique experience, as this route can only be accessed on this one day. Part of the run is on private land that will be opened exclusively for this race event!
With 500 participants on the day, and expected additional spectator numbers in the region of 1,500, the run synergises with the annual Matching Green May Day event on Matching Green.
The Chequers Matching Green proudly sponsors Matching 10K Race

Live Music with Colvins & Company
Bank Holiday Monday, 25 May 2026 between 1pm and 4pm
Join us for a great vibes, good company, and live music! Whether you’re winding down your day or joining us on Bank Holiday Monday, this is the perfect spot to relax and enjoy.

Spring Bank Holiday Weekend
23 – 25 May 2026
We are open all weekend, including the Bank Holiday Monday. Our Monday opening times are 12pm until 6pm (last food orders are at 3.30pm) A special Bank Holiday menu will be available on Sunday and Monday.
Monday, 25 May: Live music by Leah Sanderson between 1pm and 4pm.

Father’s Day
Sunday, 21 June
Make this Father’s Day one to remember and gather the family for a relaxed Sunday feast in Dad’s honour. Enjoy a leisurely afternoon with our regular Sunday menu (no set menu), served all day and featuring a delicious selection of roasts, perfect for celebrating together. Available seating times: 12/12.30pm, 3/3.30pm or 5.30/6pm.
Additional Information: A deposit of £10pp will be required to secure your booking. Please note, the deposit is non-refundable in the case of a Cancellation or a No-Show.

Matching Green Car Show
Sunday, 12 July | 11am – 4.30pm
Come and feast your eyes on some beautiful motor cars. A fantastic car show set on the Cricket Green, always a very large turn out of classic cars, trucks, bikes, military, commercials, customs, hot-rod and all that goes with it. An enjoyable day out for all the family. The Car Shows starts at 11am and finishes at 4pm.
Table reservation is required if you wish to dine in the restaurant or on the terrace. Our Sunday menu will be available in the restaurant and on the terrace. Our main bar and garden bar will be open for drinks.
Additional Information: A deposit of £10pp will be required to secure your booking. Please note, the deposit is non-refundable in the case of a Cancellation or a No-Show.
We do our best to keep the information on this page as accurate as possible. If you’d like to find out more about any of the events on our page, please do get in touch or alternatively, please sign-up to our newsletter.
