Discover Uppingham

Discover Historic Uppingham

Visiting Uppingham, nestled in the charming county of Rutland, is like stepping back in time to a quintessential English town, where cobbled streets, Georgian architecture, and historic charm meet vibrant arts, cozy cafes, and picturesque countryside.

Famous for its prestigious public school and arts scene, Uppingham is a great destination for anyone seeking history, culture, and nearby scenic walks in the heart of England’s smallest county.

A stroll through Uppingham reveals a treasure trove of beautifully preserved Georgian buildings, many of which line the historic High Street. Here, you’ll find an array of independent local stores, antique shops, and inviting tearooms. Stop by Don Paddy’s for a delicious brunch, or relax with a book at Scandimania, a cozy Nordic-inspired coffee shop with local treats.

Art lovers can explore the famed Goldmark Gallery, a family-run institution that’s been hosting art exhibitions, ceramics, and rare prints for over 40 years.

At the heart of Uppingham’s history lies Uppingham School, one of the oldest public schools in England, founded in 1584. The school’s historic chapel and school buildings, where famous alumni, including Sir Malcolm Sargent and Stephen Fry once roamed, dominate the town centre.

For outdoor enthusiasts, Uppingham is handily located for exploring the rest of Rutland. Just a short drive away is the stunning Rutland Water, one of Europe’s largest man-made lakes. Here, you can rent a bike and cycle the 23-mile track around the reservoir, spotting rare birds, or take to the water for kayaking, sailing, or paddleboarding.

Don’t miss Normanton Church, a striking and partially submerged church that is very much Rutland’s iconic landmark, and offers breathtaking view across the water, especially at sunset. In the summer, picnics by the shore are a must, so why not time your visit with Uppingham market, held every Friday, so you can enjoy some local produce.

If you want to extend your trip and learn more about the local area, a visit to Rutland County Museum in nearby Oakham is recommended. Housed in a historic building, the museum tells the story of Uppingham and Rutland’s past, from Iron Age relics to Victorian life.

Venture a little further outside of Uppingham and into Rutland’s rolling countryside, and you’ll come across the charming villages of Lyddington and Wing. In Lyddington (5 minute drive), visit the Bede House, a 15th-century building once home to medieval monks and later transformed into an almshouse by the Bishop of Lincoln.

The Bede House offers a fascinating glimpse into medieval life, with its timber-beamed rooms, carved stone faces, and expansive views over the valley. In Wing (10 minute drive), the medieval Wing Maze awaits. This small ancient turf labyrinth, thought to be a place of pilgrimage and meditation, is interesting to see.

For those seeking a more leisurely, yet still really interesting experience, why not do the Uppingham Heritage Trail. This self-guided trail takes you on a fascinating journey through the town’s rich history. As you stroll along cobbled streets and past historic buildings, you’ll discover hidden gems and learn about Uppingham’s significance over the centuries.

The trail offers a perfect mix of charming architecture, tranquil green spaces, and fascinating historical insights. It’s a wonderful way to explore the town on foot while immersing yourself in its unique heritage.

After a day of exploring, Uppingham boasts a variety of dining and drinking options. Enjoy a classic pub meal at Don Paddy’s, or head to The Falcon for a cosy, historic setting with locally sourced dishes. For fine dining, The Lake Isle offers a refined atmosphere and seasonal menus. No. 23 provides a modern vibe with a vibrant menu, while The Crown is a great pub for hearty meals and drinks. The Vaults offers a traditional pub experience, perfect for a relaxed evening pint.

When it comes to accommodation, Uppingham doesn’t disappoint. The Falcon offers a charming stay with a blend of modern comforts and traditional style, making it ideal for those seeking a relaxing retreat. The Lake Isle provides a sophisticated and welcoming atmosphere, perfect for a romantic getaway or a special occasion, while The Crown offers a traditional yet comfortable setting, with easy access to Uppingham’s attractions.

Uppingham is also ideally situated to explore the best of Rutland’s nearby attractions. A quick drive will take you to the historic Burghley House (25 minute drive) in Stamford, a stunning Elizabethan mansion with grand state rooms, exquisite gardens, and art collections. Or visit Barnsdale Gardens (15 minute drive), an inspiring collection of 38 individual gardens created by Britain’s famous gardener, Geoff Hamilton. In autumn, a day trip to Barnsdale offers a breathtaking display of seasonal colors.

Whether you’re browsing galleries, sipping tea in a charming cafe, or exploring Rutland’s countryside and waters, Uppingham’s blend of history, art, and natural beauty makes it a memorable destination and a great example of the best of small-town England.