What's On in Oakham, Rutland in June 2025
191st Rutland County Show – Sunday 1st June
Kick off June with a classic countryside celebration at the 191st Rutland County Show. Held at the Rutland Showground, this long-standing event is a highlight of the rural calendar.
Expect traditional livestock displays, equestrian events, local produce, artisan crafts, vintage tractors, and live entertainment. It’s a fun-filled family day out that showcases the best of rural life.
📍 Rutland Showground
🎟️ Book tickets available online or on purchase at the gate
Dambuster Triathlon – Saturday 22nd June
One of the UK’s iconic triathlons returns to Rutland Water this June. The Dambuster Triathlon offers a thrilling Olympic-distance race featuring a 1.5km swim, a 40km cycle, and a 10km run through stunning scenery.
Even if you’re not racing, it's an inspiring event to watch and a great excuse to spend a day by the reservoir.
📍 Dambuster Triathlon at Rutland Water
⏰ Enter Now!
12th CAMRA Rutland Beer Festival – Friday 27th to Sunday 29th June
Beer lovers, rejoice! The 12th CAMRA Rutland Beer Festival returns to the Rutland County Museum in Oakham for a weekend of hops, heritage, and good times. With over 40 real ales and ciders to sample, plus live music and food stalls, this is a fantastic chance to celebrate local brewing talent.
📍 Rutland County Museum, Oakham (right next door to the Wisteria Hotel!)
🍻 Find out more
Explore Rutland on Foot or By Bike: The 7 Heritage Trails
If you prefer a quieter pace, Rutland’s 7 Heritage Trails are perfect for exploring the area’s history, wildlife, and countryside. Whether walking or cycling, each trail offers a unique glimpse into the region’s character — from Roman routes to charming stone villages.
📍 Discover the Trails
🗺️ Free route maps available online to download
VE Day Anniversary Party in the Park – Sunday 29th June
Mark your calendars for a special VE Day Anniversary Party on Sunday, 29th June in Cutts Close Park, Oakham. Join the community in commemorating 80 years since Victory in Europe Day with live music, vintage entertainment, and a feel-good atmosphere for all ages.
It’s a day of remembrance and celebration, perfect for families and history buffs alike.
📍 Cutts Close Park, Oakham
12pm to 5pm - Free entry – bring a picnic and enjoy the festivities
Bands in the Park – Cutts Close, Oakham
Sundays in June are made for music in the sunshine. Pack a picnic and head to Cutts Close Park in Oakham for the free Bands in the Park series. Relax under the trees and enjoy these lively performances 2.30pm to 4.30pm:
Sunday 15th June – The Houndogs: High-energy rockabilly at its best
Sunday 22nd June – The Atomics: Vintage pop and rock to get you dancing
📍 Cutts Close Park, Oakham
Plan Your Visit
June in Rutland offers something for everyone — from exciting sporting events to tranquil countryside escapes. Whether you’re planning a weekend visit or enjoying the month at a leisurely pace, these events make it a perfect time to discover England’s smallest — and arguably most charming — county. The Wisteria Hotel in Oakham, Rutland, is ideally situated in the heart of Oakham town centre, just at the top of the High street.
💡 Tip: BOOK DIRECT via phone 01572 722844 or email to get the very best rate! Or even sign up to our Newsletter to get 15% off your next stay here at the Wisteria Hotel in Oakham.