You will find a plethora of events, workshops and courses on in Rutland throughout the year, from traditional village fetes to fine food markets, there’ll be something to tempt you.

Sporting events

There are many highly regarded sporting events in the county, including the International CiCLE Classic event in April, which attracts many spectators, as well as elite cyclists. Pacesetter Events run a calendar of runs/walks/swims/triathlons  to set as your next challenge. Rutland Water offers a fantastic venue for triathlons and duathlons, not to mention sailing and fishing competitions, and there are popular horse trials held at Burghley and Rockingham.

Workshops

Many local attractions have a full calendar of activity; Barnsdale Gardens and Rutland Water Nature Reserve never fail to offer an excellent programme, including vegetable growing, water colour painting, photography, dry stone walling, hedge laying, willow weaving and much more to suit many interests. Make your next break a learning holiday, and come away with a new skill. Take a look at the courses available at Tresillian House and learn the art of cooking by flame with Hoggy’s Grill BBQ school.

Markets

Oakham’s market day is a Wednesday, and there is a Farmers Market on the third Saturday of the month. Uppingham & Stamford’s weekly market days are Friday. These markets create a lovely atmosphere in the towns and provide the chance to pick up local produce.

Rutland’s events calendar highlights

Rutland Walking & Cycling Festival, over a fortnight at the end of May into June
Rutland County Show, always held on the Sunday after the late May Bank Holiday
Global Birdfair, a new event in July held at the Rutland Showground, replacing ‘Birdfair’ which used to be in August at the nature reserve
Burghley Horse Trials, takes place over the first weekend in September, Thursday to Sunday
Uppingham Fatstock Show, always held on the last Wednesday in November

Get an event listed on this website

If you organise an event that you would like to be listed on this website, and it meets our criteria, please fill our our online event submission form here.

24/09/2025

Musings and Lyrics An intimate evening of songs, stories and silliness in the company of Nik Kershaw.

25/09/2025

George Lewis: The Best Thing You’ll Ever Do Described as ‘the funniest dad on Instagram’, stand-up comedian George has racked up hundreds of millions of views for his hilarious online sketches about the big things in life, like owning an air fryer, watching a David Beckham documentary, and the excruciating experience of trying to do a jigsaw with your kid.

27/09/2025

Oasish It’s easy to see why Oasish are the UK’s official no 1 Oasis tribute band, some even say the world. With oasis tickets being the hottest tickets around for their 2025 tour, forget the stress, and come and see the next best thing!

27/09/2025

Start your morning with a gentle, uplifting 1 hour yoga session in the White Space Garden, led by Laura Jekyll, on alternating Saturday mornings at 9:30 AM. Surrounded by nature, this outdoor class is the perfect way to welcome the season, slow down, and reconnect. What to expect:

02/10/2025

When Rivers Meet are gearing up for a massive 2025 with the release of their brand-new album Addicted To You—and they’re hitting the road to celebrate!

12/10/2025

Join us for our spectacular Wedding Fair where you can meet amazing wedding vendors, explore the latest trends, and get inspired for your special day. Enjoy a free glass of bubbles on entry.

19/10/2025

FUN FIRESIDE CHAT WITH JULIA BRADBURY ON HER LATEST BOOK HACK YOURSELF HEALTHY AND MUCH MORE……….NO QUESTIONS BARRED! An intimate afternoon with Julia hosted by Rob Persani.

06/11/2025 - 08/11/2025

Three evenings with walkers on Thursday and Runners on Friday and Saturday. The event is for everyone to come and enjoy a fantastic experience no matter what their ability.

07/12/2025 - 14/12/2025

Get that festive feeling in Oakham on both Sunday 7th & 14th December 2025 with this event for all the family. Peruse the outdoor stalls in the Market Place, in the Castle grounds and along Mill Street and High Street – there’s lots to see!