What's On This Weekend In & Around Rutland? | 16th - 17th May 2026
- 6 days ago
- 3 min read
As event season properly gets going and the calendar fills up fast, here’s my weekend guide for 16th–17th May 2026 across Rutland, Stamford and the surrounding areas.
From vineyard afternoons and artisan markets to classic cars, family days out and even a dinosaur inside a cathedral, there's something is happening in every direction this weekend.
So here's a little inspiration of what's on in and around Rutland this weekend.
SATURDAY 16TH MAY
🦕 Titanosaur at Peterborough Cathedral until 31st May 2026
A must-see if you haven’t already. This towering installation transforms the Cathedral into something truly unexpected. Brilliant for families, or anyone who loves a weekend with a bit of spectacle.
Find out more: https://www.peterborough-cathedral.org.uk
📻 Oundle Vintage Festival from 10:00 am The Oundle Vintage Festival brings timeless style and nostalgic charm to the heart of Oundle, with vintage vehicles, live music, retro fashion, artisan stalls, and family-friendly entertainment creating a wonderful day out for all ages. Find out more: https://www.oundlevintagefestival.co.uk
🍷 Wine & Smash Burgers at Mallard Point Vineyard – Open Vineyard Day from 2:00 pm
A relaxed afternoon in the vines featuring local wine and smash burgers.
Find out more: https://www.mallardpoint.co.uk
🚴 Rutland Walking & Cycling Festival from 161th – 29th May 2026
A beautiful celebration of the countryside on our doorstep. Guided walks, cycling routes and plenty of ways to explore Rutland at your own pace. Find out more: https://www.rutland.gov.uk/health-wellbeing/living-well-active/move-more-feel-better/get-moving-outdoors/walking-cycling-festival
🎭 The Kenneth William Musical – Uppingham Theatre from 7:30 pm A proper evening of live performance in one of Rutland’s most loved theatre spaces. Expect charm, energy and that brilliant community theatre atmosphere.
Book tickets and find out more: https://www.uppingham.co.uk/life/theatre
🛍️ Artisan Makers’ Market at Stamford Meadows from 10:00 am
Independent makers, seasonal produce, handcrafted gifts and plenty of inspiration for a slow, coffee-in-hand wander through Stamford and the Maker's Market on The Meadows.
Find out more: www.facebook.com/thestallsmarket
💦 Aqua Park Rutland Open Day from 12:00 pm
If you’re feeling brave, this is your sign. Inflatable water obstacles, plenty of laughter and guaranteed splashes.
Find out more: www.aquaparkrutland.co.uk
🎪 Peterborough Celebrate Festival (16th & 17th May) The Peterborough Celebrates Festival returns on 16th–17th May with a vibrant weekend of live music, street food, family entertainment, cultural performances, and community celebrations bringing the city centre to life for all ages. FInd out more: https://www.nenepark.org.uk/pages/category/peterborough-celebrates-festival
🌱 Ketton Annual Plant Sale from 10:00 am
A village favourite for a reason. Bedding plants, garden treasures.
Find out more: www.facebook.com/KettonNews
SUNDAY 17TH MAY
🛞 Classic Wheels at Rutland Showground 9:00 am
A dream for classic car lovers, rows of beautifully restored motors, gleaming chrome and a strong sense of nostalgia.
Book tickets and find out more: https://classicwheelsrutland.co.uk
💍 Luxury Wedding Fair at Manton Village Hall from 11:00 am
For anyone planning a wedding, a relaxed chance to meet local suppliers and gather ideas in a countryside setting.
Register for FREE and find out more: www.daffodileventplanning.co.uk
🕰️ Vintage & Craft Market at Belvoir Engine Yard from 10:00 am
Vintage finds, handmade pieces and creative stalls set within the beautiful Engine Yard estate. Always worth a wander.
Find out more: www.engineyardbelvoir.com
🚂 Driver for a Fiver at Rocks by Rail Museum
One of the quirkiest days out around. Take the controls and try driving real industrial machinery, unexpectedly brilliant fun for all ages.
Find out more: Find out more: www.rocks-by-rail.org
🐶 Dogs Day Out at East Carlton Country Park from 10:00 am
A fun-filled family day out for dogs and their humans with a packed programme including a dog show, agility & scurry, and retrieve challenges, plus FREE puppy training and obedience classes. With food, drinks, stalls to browse, and plenty to explore throughout the day.
Find out more: facebook.com/events/1552598076222909
🚗 The Great Wicksteed Park Car Boot from 12:00 pm
The Sunday classic returns! Bargains, vintage gems and that thrill of finding something you didn’t know you needed.
Find out more: wicksteedpark.org/events/the-great-wicksteed-car-boot-sale/
A packed weekend, and honestly, this feels like just the beginning of the season.
What are you up to this weekend?
Got an event you’d like included in next week’s guide? Email: charlie@rutlandblog.co.uk or DM @rutlandblog on Instagram
Have a good one,
Charlie x
The Rutland Blogger
@rutlandblog
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