Things to do in Uppingham, Rutland: A local’s guide
Uppingham is a small and charming town in Rutland, perfect for a day trip or a weekend escape. It’s a great base to enjoy spending time in the town itself, but also to explore the local area – including nearby Oakham and Rutland Water.
The town boasts a rich history that can be seen in the beautiful architecture of its buildings, none more so than the public school.
The local theatre is a highlight of the town’s cultural scene, and hosts many touring productions and annual events.
Uppingham’s History
Uppingham rich history dates back to the Anglo-Saxon period, with its name derived from the Old English word “Uppan Ham” meaning “higher ground” or “homestead.” Over the centuries, Uppingham has evolved into a thriving market town, attracting visitors from far and wide.
The history of Uppingham is fascinating and diverse, spanning many centuries and covering numerous topics. From the town’s early days as a small settlement to its transformation into one of the principal towns of Rutland by 1800, Uppingham has seen it all. Today, it’s known for its stunning 16th-century houses, its public independent secondary school, and being in a predominantly agricultural area.
Things to do in Uppingham
The Uppingham Heritage Trail is the best way to explore the town. The walkable trail takes you through some of the historic sites, including the Market Square, the old railway station, and the Parish Church. The trail is well-marked and easy to follow.
One of the places you’ll come across is Uppingham School, a prestigious boarding school founded in 1584. It’s produced many famous alumni, including Stephen Fry and Rick Stein, and the school’s impressive architecture and historic buildings are popular with visitors.
Nearby Uppingham Theatre features a variety of shows and performances, from plays to musicals. It has a welcoming and intimate atmosphere. The theatre offers acting and stagecraft classes for all ages, so check it out if you’re interested in learning more about theatre.
Notable annual events in the town include June’s Feast Day, which includes local stalls, live music and street performers. Or why not soak up more than 100 years of history with November’s Fatstock Show. This is when the local community bring their cattle, sheep and pigs from the surrounding farms into the town centre for the livestock auction.
Uppingham is also an excellent place for shoppers looking for a unique and enjoyable experience. With a variety of independent shops, a weekly market (Friday), and trendy boutiques, there’s something for everyone.
Nearby, there’s plenty of things to do at Rutland Water, and Oakham is only 6 miles away.
Places to Eat and Drink
If you’re looking for an authentic taste of Spain, Don Paddy’s is the perfect place to go. They serve a variety of tapas dishes, including traditional favourites like patatas bravas and chorizo al vino. In addition to their tapas menu, they offer an extensive selection of Spanish wines and other beverages.
For a great choice of different dining experiences, head to The Falcon Hotel, overlooking the Market Place. Choose from their seasonally themed main menu or perhaps enjoy afternoon tea. It’s a great place for a meal throughout the year. In winter, warm up in front of their roaring log fires, or when it’s warmer, head to the outdoor gardens.
Situated in a historic building in the heart of the town, the Lake Isle Restaurant offers a fine dining experience not to be missed. Their menu features contemporary British cuisine made with fresh, locally-sourced ingredients. They also have an extensive wine list, which is popular with guests.
Set in a 300 year old building, No.23 Restaurant brings a taste of the finest Mediterranean food and drink to Uppingham. Styled as a ‘neighbourhood restaurant’, choose from a carefully curated wine list, refined cocktails or a great choice of beers. Food options include sharing menus, a la carte or even a Sunday roast.
The Crown, a 16th century pub and restaurant with a traditional menu and live music at weekends. Their drinks menu features a variety of real ales, cocktails and wines.
Or why not try The Vaults – located in a 15th century building. It’s a unique place to drink , including a variety of craft beers and cocktails. Their food menu also serves breakfast, lunch and dinner – and includes some delicious looking burgers.
Where to Stay in Uppingham
Located in the heart of Uppingham, The Falcon Hotel is a stunning 16th-century coaching inn. It offers 25 luxurious rooms with modern amenities such as flat-screen TVs, free Wi-Fi, and tea/coffee-making facilities. You can also eat the hotel’s restaurant. Check out their website for full 360 tours of each room, so you can check it’s exactly what you’re looking for.
The Lake Isle Hotel & Restaurant is a charming Georgian hotel offering stylish and contemporary rooms. They’re decorated with cool, calm colours and luxurious fabrics. You can also enjoy a fine dining experience at the hotel’s restaurant, which has a modern menu and a great wine list.
Or for something more low-key, The Crown Inn is a traditional English pub with boutique accommodation. Rooms have all the essential amenities such as free Wi-Fi, flat-screen TVs, and en suite bathrooms.
How to get to Uppingham
By road: Driving is how most people arrive, giving you the flexibility to explore the local area as well. The town is located at the crossroads of the A47 (Leicester to Peterborough) and A6003 (Oakham to Corby) roads. So it’s relatively easy to reach from all directions.
If you’re travelling from London, you can take the M1 and A14, and you’ll arrive in Uppingham in just under two hours.
By train: The closest railway station is in Oakham, where there are regular train services from Leicester, Peterborough and beyond. From Oakham, you can take a taxi or a bus to reach Uppingham.
If you’re travelling on a budget, catching a bus is a viable option. There are regular bus services from Leicester, Peterborough, and other towns in the surrounding areas.
