4.4
(133)
1,070
hikers
130
hikes
Hiking around Winslow explores the rural landscape of Buckinghamshire. The region is characterized by gentle terrain within the Aylesbury Vale, featuring a patchwork of open fields, farmland, and meadows. Routes often follow meandering streams like the Claydon Brook and pass through small pockets of woodland.
Last updated: May 5, 2026
3.8
(6)
20
hikers
9.26km
02:24
50m
50m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
3.5
(2)
9
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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4.3
(4)
12
hikers
10.9km
02:49
60m
60m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(2)
8
hikers
8.03km
02:04
40m
40m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.5
(2)
10
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Open every day of the week except Monday, popular with locals and cyclists alike. Great coffee, lovely selection of cakes, bacon sandwiches, plus many other options. Inside and outside seating.
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There is a water tap in the courtyard to fill bidons.
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Lovely National Trust House, with memorabilia of Florence Nightingale, a Gamelan Orchestra and exquisite carving and mouldings.
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When I called approx 2mths ago the pub and cafe were closed with board posted. It is possible some one else may be found to to reopen it....
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From Ledburn to Marsh Gibbon and back (50 miles) with this cafe just over half away around. A welcome stop just before the two long hills into Whitchurch and Cubblington. A great place to stop and refuel! Good coffee, good food, friendly staff, pretty village and just as important, friendly locals!
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A nice spot to rest the legs or dodge a shower. As well as admiring the restored thatch and ancient tree. Walk a few yards for some expansive countryside views
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The hiking around Winslow is characterized by the gentle, rolling landscape of the Aylesbury Vale in Buckinghamshire. You can expect routes that cross a patchwork of open fields, farmland, and meadows, often following meandering streams like the Claydon Brook and passing through small pockets of woodland.
No, the region is best known for its accessible trails. Out of more than 140 routes, the vast majority are rated as easy or moderate, making it an ideal destination for relaxed walks and family outings. There are no designated difficult or expert-level hikes.
Yes, Winslow is very family-friendly. The gentle terrain and abundance of easy routes make it a great choice for hikers of all ages. For a shorter, manageable walk, consider the Addington Parish Church loop from Addington, which is just over 5 km and explores the quiet countryside.
Most countryside paths and public footpaths around Winslow are suitable for dogs. However, you will likely cross fields with livestock, so it's essential to keep your dog on a lead in these areas. Always follow the Countryside Code and respect local signage.
The trails are highly regarded by the komoot community, with reviewers often praising the peaceful rural scenery and quiet country paths. The area has an average rating of over 4 stars, based on more than 120 reviews from fellow hikers.
Yes, many of the best routes are circular. A great option that starts near the town is the St Laurence Church, Winslow loop from Winslow. This trail allows you to explore the surrounding fields and return to your starting point without needing to retrace your steps.
For a day hike, you should wear sturdy walking shoes or boots, as paths can be muddy, especially after rain. It's wise to bring waterproof clothing, even on a clear day. Also pack water, snacks, and a fully charged phone with the komoot app for navigation.
Winslow has a railway station with connections to nearby towns, making it possible to access some trails without a car. Several routes start directly from the town or nearby villages which may be served by local bus routes. Check local bus and train schedules to plan your journey.
Absolutely. The area has nearly 100 easy-rated trails. A popular choice for a straightforward and pleasant walk is the Hiking loop from Swanbourne. At around 6 km, it's a great way to experience the local landscape without committing to a long day of hiking.
Hiking is possible year-round, but spring and summer are particularly beautiful when the fields are green and the weather is mild. Autumn offers lovely colours in the woodlands. Winter walks can be rewarding on crisp, clear days, but be prepared for muddy and wet conditions underfoot.
Yes, while the area is dominated by open farmland, some routes feature pleasant woodland sections. For a trail that combines woods and fields, try the Runt's Wood – Romer Wood loop from East Claydon, which takes you through two local woods.
For those seeking a longer day out, The Pilgrim Pub, North Marston – North Marston Village loop from Granborough is a great choice. This moderate route is nearly 17 km and takes you across open fields and along quiet country paths, offering a more substantial challenge.


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