4.3
(29)
1,834
runners
23
runs
Jogging around Uppingham offers diverse terrain across rolling hills, green fields, and woodlands. The region is characterized by its varied elevation and scenic landscapes, including views of the Welland Valley and Eyebrook Reservoir. These natural features provide a range of running experiences, from gentle paths to more challenging routes.
Last updated: April 28, 2026
3.0
(1)
18
runners
10.1km
01:10
130m
130m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
runners
12.9km
01:26
170m
170m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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10
runners
9.63km
01:02
110m
110m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
runners
7.86km
00:50
90m
90m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
8
runners
13.6km
01:30
190m
190m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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pretty dry...walking boots advised though. trainers will get ruined.
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Great views and ridable in all but the wettest weather
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The Exeter Arms is a lovely drinking pub (no sign of food!) and we were given a warm welcome by the Host, who was unaware of the Pubs lofty status as the highest in Rutland. We both enjoyed a very fine pint of “Inclined Plane” from the local Langton Brewery.
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Uppingham is a delightful little market town, filled with honey coloured stone buildings. Uppingham School has been providing education since 1584 and houses one of the largest private theatres in the country.
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Enjoy a pint of "Inclined Plane" at, by my reckoning, the highest pub in the whole of little Rutland. A very nice pub it is too, with a warm welcome and excellent beer.
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Uppingham is a delightful little market town, filled with honey coloured stone buildings. Uppingham School has been providing education since 1584 and houses one of the largest private theatres in the country.
2
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Nice steep climb reaching 10%+ in places and with a hair-pin to give you an alpine feel in Rutland.
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Uppingham is a delightful little market town, filled with honey coloured stone buildings. Uppingham School has been providing education since 1584 and houses one of the largest private theatres in the country.
1
0
There are over 20 running routes around Uppingham, offering a variety of experiences for joggers. The komoot community has explored these trails over 2000 times, with routes ranging from moderate to difficult.
Uppingham offers a diverse and appealing environment for runners, characterized by its picturesque landscapes, rolling hills, green fields, and woodlands. You'll find varied terrain and elevation, with scenic views of the Welland Valley and the Eyebrook Reservoir, providing dynamic running experiences.
The running routes in Uppingham are highly rated by the komoot community, with an average score of 4.3 stars from more than 20 reviews. Runners often praise the varied terrain and scenic views, especially those incorporating the Eyebrook Reservoir.
Yes, many of the running routes around Uppingham are designed as loops. For example, the Uppingham Market Town – View of Eyebrook Reservoir loop is a popular 6.3-mile circular trail offering picturesque views. Another option is the Uppingham Market Town – Uppingham School loop, an 8.1-mile path with moderate elevation gains.
Absolutely. Many routes offer stunning vistas, particularly those incorporating the Eyebrook Reservoir and the Welland Valley. The Uppingham Market Town – View of Eyebrook Reservoir loop is specifically highlighted for its picturesque views. The broader Rutland countryside also provides beautiful backdrops of gentle hills and open fields.
Yes, Uppingham offers several woodland trails. The Wardley Wood – Stoke Dry Wood loop is a 9.1-mile trail that takes you through woodlands, providing a mix of paved and accessible paths. The 'Wardley Woods Bluebell Forest – Uppingham Market Town loop' also takes runners through local woodlands.
For those seeking a longer challenge, the Uppingham area provides access to sections of 'The Rutland Round,' a roughly 65-mile circular route that winds through attractive local landscapes. While not a single komoot route, you can plan longer runs by combining existing loops or exploring parts of this extensive trail.
The running paths around Uppingham feature varied terrain. You'll find routes with paved surfaces, especially around the market town and Uppingham School. Other trails, like those through Wardley Wood, offer a mix of paved and accessible paths, venturing through woodlands and open fields, providing a multi-terrain experience.
Many of the outdoor trails around Uppingham are suitable for running with dogs, especially those in woodlands and open countryside. However, it's always recommended to keep dogs on a leash, particularly near livestock or in nature reserve areas like those around Eyebrook Reservoir, to protect wildlife and ensure safety for all users.
Yes, the area around Uppingham is rich with points of interest. While running, you might catch glimpses of the historic Welland Viaduct or the iconic Normanton Church, which appears to float on Rutland Water. The Eyebrook Reservoir itself is a significant natural feature with historical ties to the Dambuster raids, offering picturesque views.
While most routes are moderate, the Uppingham Arboretum offers a gentle, approximately 2-mile (3.24 km) running route, which is ideal for a leisurely jog or for focusing on technique amidst trees and playing fields. This could be a good starting point for beginners.
Yes, for those seeking a more challenging run, Uppingham offers routes with significant elevation gains and longer distances. For instance, the Wardley Wood – Stoke Dry Wood loop is a 9.1-mile trail with over 200 meters of elevation gain, categorized as moderate to difficult, providing a good workout.
Uppingham, being a market town, generally offers parking options. Many routes start directly from the town, where public car parks are available. For routes venturing further out, it's advisable to check specific starting points for local parking facilities. Always ensure you park responsibly and adhere to local regulations.


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