Discover Uppingham

Discover Uppingham's Unique Events: A Celebration of Tradition, Fun, and Community Spirit

Uppingham, a picturesque market town in Rutland, is renowned for its vibrant community events that blend tradition with a lively local spirit. Among these, five events stand out for their unique appeal: the Stilton Cheese Classic Car Run, the Round Rutland Run, and the ever-popular Social Sundays.

When you think of classic cars, cheese might not be the first thing that comes to mind. But in Uppingham, the two make perfect sense together. The Stilton Cheese Classic Car Run is an event like no other. Each year, car enthusiasts from across the region gather to showcase their beloved vintage and classic vehicles. The route, as the name suggests, winds its way through the picturesque countryside of Rutland, making a pit stop at the home of the famous Stilton cheese.

Participants and spectators alike get to enjoy the sight of beautifully maintained cars on show in the Uppingham market square. But it’s not just about the cars; the event also celebrates the historic town, with plenty of opportunities to sample its delights. It’s a day out that captures the essence of rural England—a perfect mix of motoring nostalgia and foodie delight.

On the way to Stilton, you can stop off at the New Lodge Farm in Bulwick where you can enjoy the delights of the café and wonder around the cars till your hearts content.

Then off to Stilton to finish off for afternoon tea.

Stilton Cheese Classic Car Run is all part of the national drive-it day in April

Stilton Cheese Classic Car Run

If you think Uppingham knows how to throw a party, wait until you experience Feast Day. One of the town’s biggest events, Feast Day is packed with fun, food, and festivities. The entire town comes alive with stalls, games, and activities that cater to all ages.

Feast Day is a true showcase of Uppingham’s community spirit. Local businesses and organizations come together to offer a wide range of experiences, from delicious food and drink to crafts and games. With live entertainment and endless opportunities to try something new, the atmosphere of celebration is infectious. Whether you’re a lifelong resident or a visitor, Feast Day is an event that makes everyone feel a part of the community.

Learn more at: Uppingham Feast Day

For those who enjoy a more active exploration of Rutland, the Round Rutland Run is the perfect event. This scenic adventure, which is open to participants of all abilities, takes you through the heart of England’s smallest county. The route showcases the natural beauty of the area, winding through rolling hills, quaint villages, and along the shores of Rutland Water.

The Round Rutland Run isn’t about racing; it’s about enjoying the stunning views and the camaraderie of fellow runners. Whether you’re a seasoned car enthusiast or someone who appreciates a leisurely drive, this event offers a refreshing escape from the everyday hustle, while celebrating the strong community spirit of Uppingham and its surroundings.

For more information, visit: Round Rutland Run

 

If you prefer something more relaxed, Uppingham’s Social Sundays might be just what you’re looking for. These summer gatherings, running from April through September, are all about bringing people together in the heart of the town. On these days, the town’s streets come alive with music and create opportunities for friends, both old and new, to connect.

Social Sundays are a fantastic way to experience Uppingham’s vibrant community life. The market square is partly pedestrianized, creating a welcoming space for everyone to enjoy. Local businesses often participate, and you’ll find food vendors and entertainers adding to the festive atmosphere. It’s the perfect way to spend a lazy Sunday afternoon, soaking up the sun (weather permitting) and enjoying the friendly vibes.

Christmas Late Night Shopping

As the year draws to a close, Uppingham transforms into a winter wonderland with its Christmas Late Night Shopping event, organized by the Christmas in Uppingham team. Wandering through the town’s historic streets, adorned with festive lights, the scent of mulled wine in the air, and the sound of carollers, creates a truly magical experience.

Christmas Late Night Shopping is more than just an opportunity to tick off your gift list—though it’s perfect for finding unique presents from local shops. It’s also about immersing yourself in the holiday spirit, catching up with friends, and perhaps even meeting Santa himself. This event is a seasonal highlight, capturing all the warmth and joy of Christmas in a way only Uppingham can.

For more details, visit: Christmas in Uppingham

A Community That Celebrates Together

What makes these events so special is the sense of community they foster. Whether it’s the shared excitement of spotting a rare vintage car, the collective joy of participating in a local run, or the simple pleasure of spending a Sunday with neighbours, Uppingham’s events are a true reflection of the town’s spirit.

Whether you’re a local or just passing through, be sure to check out what’s happening in Uppingham. You might just find yourself falling in love with this charming town and its vibrant community.

A Year of Celebration

Celebrate Uppingham

Uppingham is delightful town with a hub of activity and celebration.

From the thrill of car runs to the cozy warmth of Christmas shopping and the joy of Feast Day, there’s always something happening that brings people together.

So, if you haven’t yet experienced Uppingham’s events, now is the time. Whether you’re a local eager to get more involved or a visitor curious to see what makes this town so special, there’s no better moment to dive in and join the fun. In Uppingham, life is more than just living—it’s about celebrating.

For additional information, visit: Love Uppingham