1. Uppingham School: A prestigious and historic institution, Uppingham School is renowned for its beautiful architecture and rich heritage. Founded in 1584, visitors can explore the school's stunning grounds and admire the impressive buildings, including the Old School Room, the Memorial Hall, and the school's picturesque chapel.

2. Uppingham Heritage Trail: This fascinating self-guided walk takes you through the charming market town of Uppingham, revealing its history and hidden gems along the way. The trail includes notable landmarks such as the Market Place, St. Peter and St. Paul Church, and the intriguing 'Don Paddy's Run'.

3. The Eyebrook Gallery: A local treasure, The Eyebrook Gallery showcases an exquisite collection of contemporary British art, ceramics, and sculpture. Housed in a beautifully restored Georgian building, the gallery offers visitors an opportunity to appreciate the diverse talents of local and regional artists.

4. Uppingham Antiques Centre: A haven for collectors and lovers of all things vintage, Uppingham Antiques Centre is home to an extensive range of antiques, collectables, and fine art. With over 40 dealers offering their unique wares, this centre is the perfect place to find that special piece or simply to browse and enjoy the charming atmosphere.

5. The Falcon Hotel: This historic coaching inn, dating back to the 16th century, is now a stylish and comfortable boutique hotel that retains much of its original character. With its oak-panelled rooms, open fires, and fine dining, The Falcon Hotel provides a delightful setting for a relaxing stay or a delicious meal in the heart of Uppingham.

1. High Street West: This picturesque and historic street offers a charming blend of period architecture and modern amenities. With a variety of independent shops, cafes and pubs, High Street West is perfect for those seeking a bustling yet quaint lifestyle.

2. Stockerston Road: Lined with beautiful, detached family homes, Stockerston Road is a highly sought-after residential area in Uppingham. Its proximity to local schools and parks makes it ideal for families.

3. Seaton Road: Offering a mix of characterful period properties and contemporary homes, Seaton Road is a popular choice for those seeking a balance of modern living in a historic setting.

4. North Street East: This tranquil residential street boasts an array of stunning period properties, many of which have been lovingly restored. With its peaceful atmosphere and convenient location, North Street East is a highly desirable area in Uppingham.

5. Branston Road: Located on the outskirts of Uppingham, Branston Road offers a more rural setting for those seeking a quieter lifestyle. Featuring a mixture of traditional cottages and modern family homes, this area provides a great balance of town and country living.

6. Orange Street: Situated in the heart of Uppingham, Orange Street features a delightful collection of Georgian and Victorian properties, perfect for those seeking a characterful home within easy reach of local amenities.

7. Leicester Road: This popular residential street offers a range of property styles, including charming cottages, terraced homes and detached family residences. Its close proximity to Uppingham School and the town centre makes Leicester Road an appealing choice for families and professionals alike.

8. Ayston Road: Ayston Road is a leafy street with a mix of detached and semi-detached homes. The area benefits from excellent transport links, making it a popular choice for those who commute or enjoy exploring the surrounding Rutland countryside.

9. Spring Back Way: This modern development is ideal for those seeking a contemporary lifestyle in a convenient location. With a range of stylish properties, Spring Back Way is perfect for young professionals and families.

10. Gainsborough Road: Offering a selection of spacious family homes, Gainsborough Road is a desirable location for those seeking a quiet residential area within easy reach of Uppingham's amenities and schools.

1. Charming Market Town Atmosphere: Uppingham is a quintessential English market town, complete with a beautiful market square, historic buildings, and a thriving local community. The town is filled with independent shops offering unique products and services, making shopping a delightful experience.

2. Outstanding Educational Institutions: Uppingham is renowned for its excellent schools, including Uppingham School, a prestigious independent boarding school that has stood for over 400 years. This exceptional institution attracts students from around the world and contributes to the town's vibrant atmosphere.

3. Picturesque Surroundings: Nestled in the heart of Rutland, Uppingham is surrounded by stunning countryside, offering an idyllic setting for walks, cycling, and other outdoor activities. The nearby Rutland Water, the largest man-made lake in Europe, provides a scenic backdrop for sailing, birdwatching, and fishing.

4. Rich Cultural Scene: Uppingham boasts a lively arts and culture scene, with galleries, theatres, and music venues offering a diverse range of performances and exhibitions. The annual Uppingham Feast Day is a highlight, featuring live music, food stalls, and family-friendly activities.

5. Easy Accessibility: Uppingham benefits from excellent transport links, with easy access to major cities such as Leicester, Nottingham, and Peterborough. The A47 and A6003 provide direct routes to nearby towns, while the proximity to the A1 ensures convenient connections to London and the North.

1. Limited Amenities: As a small market town, Uppingham may not offer the same range of amenities and facilities you would find in larger cities. This could mean fewer choices for shopping, dining, or leisure activities, and residents may need to travel to nearby towns for a wider variety of options.

2. Public Transport: Uppingham has limited public transport options, which might make it difficult for those without personal vehicles to commute or travel outside the town. While there are some local bus services, the nearest train stations are located in neighbouring towns, resulting in longer travel times.

3. Employment Opportunities: The local job market in Uppingham may be relatively limited, particularly for those seeking career advancement in specialised fields. Residents who work in larger cities like Leicester or Peterborough may face long commutes or need to consider relocating closer to their workplace.

4. Lack of Diversity: Uppingham is a predominantly rural area with a small population. This may lead to a lack of cultural diversity and fewer opportunities to engage with different communities and experiences, which some may find limiting.

5. Limited Nightlife: Due to its size, Uppingham has a limited nightlife scene. Those who enjoy a bustling social life or a wide range of evening entertainment options may find the town's offerings to be insufficient and may need to travel to nearby cities for more vibrant nightlife.