4.5
(595)
4,191
hikers
25
hikes
Dog friendly hiking trails around Uppingham traverse a landscape characterized by rolling hills, open farmland, and tranquil woodlands in Rutland, England. The area features prominent natural landmarks such as Eyebrook Reservoir and is close to Rutland Water. Hikers can also encounter impressive man-made structures like the Welland Viaduct. This diverse terrain provides varied scenery for walks with canine companions.
Last updated: May 3, 2026
4.7
(11)
35
hikers
8.33km
02:14
100m
100m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.9
(12)
35
hikers
12.1km
03:17
170m
170m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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5.0
(1)
7
hikers
18.8km
05:05
250m
250m
Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.
1
hikers
9.45km
02:34
130m
130m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
1
hikers
16.2km
04:21
200m
200m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Beautiful pub, open 7 days a week offering food and accommodation. stopped off for a quick refreshment in the beer garden.
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lovely quiet village with an important history and a view of the reservoir.
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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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Lovely garden and excellent staff good place to stop for tea, drinks and lunch
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There are 7 dog-friendly hiking trails around Uppingham listed in this guide, offering a variety of distances and difficulties for you and your canine companion.
Yes, while many routes are moderate, you can find options that are manageable for shorter outings. For example, the Stoke Dry Wood – View of Eyebrook Reservoir loop from Uppingham is a moderate 8.3 km trail that offers scenic views without being overly strenuous, perfect for a few hours out with your dog.
Absolutely. For a more challenging adventure, consider the 18.7 km Uppingham Market Town – Stoke Dry Wood loop from Uppingham. This route features more significant elevation changes and covers a greater distance, ideal for well-exercised dogs and their owners seeking a full day out.
Many of the dog-friendly trails around Uppingham are circular, allowing you to start and end in the same location. For instance, the Uppingham Market Town loop from Uppingham is a 9.2 km circular route that explores the local surroundings.
The Uppingham area boasts picturesque rolling hills, expansive farmland, and tranquil woodlands. Many trails offer views of significant natural features like Eyebrook Reservoir, providing varied scenery for you and your dog to enjoy.
Yes, several trails pass by or offer views of interesting landmarks. You might spot the impressive Welland Viaduct, the longest masonry viaduct in the UK, or catch glimpses of Rutland Water and the iconic Normanton Church, which appears to float on the water.
The komoot community highly rates the trails around Uppingham, with an average score of 4.5 out of 5 stars from 219 ratings. Reviewers often praise the diverse landscapes, well-maintained paths, and the peaceful atmosphere, making them ideal for walks with dogs.
Uppingham, as a market town, generally offers various parking options, including public car parks, which are suitable starting points for many of the local trails. It's advisable to check specific starting points for each route for the most convenient parking.
Uppingham is a welcoming market town, and many establishments are dog-friendly. While specific recommendations depend on individual businesses, you'll often find pubs and cafes in the town center that welcome well-behaved dogs, perfect for a post-walk refreshment.
Uppingham's trails are enjoyable year-round. Spring brings blooming wildflowers, summer offers long daylight hours, autumn showcases vibrant foliage, and winter provides crisp, quiet walks. Always be mindful of weather conditions and adjust your gear accordingly, especially for your dog.
Many routes, particularly those around Eyebrook Reservoir and Rutland Water, are excellent for wildlife spotting. These areas are known for their birdlife, and you might also encounter various small mammals in the woodlands and farmlands. Remember to keep your dog under control to avoid disturbing wildlife.
Routes like the Uppingham School – Uppingham Market Town loop from Uppingham, at 12.1 km, offer a moderate challenge that can be enjoyed by families with active dogs. The varied terrain and points of interest keep the walk engaging for all ages.


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