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Best trails in Maidenhead

154 Reviews
Looking for a great trail near Maidenhead, Berkshire? AllTrails has 10 great hiking trails, walking trails, kid friendly trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Surrey Hills Area of Outstanding Natural Beauty or Chiltern Hills Area of Outstanding Natural Beauty, we've got you covered. You'll also find some great local park options, like Windsor Great Park or Happy Valley Park. Just looking to take a quick stroll? We've got 8 easy trails in Maidenhead ranging from 1.9 to 8.7 miles and from 95 to 396 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Maidenhead
Top trails (10)
#1 - Boulters Lock Riverside Walk
Maidenhead, Berkshire, England
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Length: 6.4 mi • Est. 2 h 34 m
Note: Users have reported that the section of this route that travels along M4 is currently closed until March 2021. A circular pub walk from Boulters Lock in Maidenhead on the Berkshire and Buckinghamshire border. Boulters Lock, close to the start of the walk, is a pub and restaurant sitting at an idyllic spot on the River Thames, making the perfect spot for refreshments before or after your walk. The walking trail takes in the beautiful areas of country park within the modern Taplow Riverside estate, with the longer trail following riverside paths alongside the Jubilee River and River Thames. This walk includes a stretch of riverside path which is open from 7am to dusk (but locked outside these times). The walk is relatively flat with only a few gentle slopes. There are no stiles or steps on route, you will only need to negotiate footbridges and some elongated accessible kissing gates (these have space for buggies to pass through). The shorter walk follows pavements plus surfaced paths through the country park areas, meaning it would be suitable for pushchairs or mobility buggies. The longer route has some stretches of unmade paths that can be muddy and has a couple of road crossings that need care. There is no livestock on route. Dogs are welcome throughout the walk and there are plenty of dog waste bins in the country park. Allow 3 hours. Show more
#2 - Cookham to Cock Marsh to Bourne Head Circular
Maidenhead, Berkshire, England
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Length: 4.9 mi • Est. 2 h 15 m
#3 - Cookham Dean Circular
Maidenhead, Berkshire, England
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Length: 12 mi • Est. 5 h 45 m
#4 - Strand Water via Green Way West and East Walking Circular Walk
Maidenhead, Berkshire, England
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Length: 2 mi • Est. 55 m
A short stroll from the picturesque and popular village of Cookham in Berkshire. Cookham is well known for its selection of independent village shops along with a wide range of pubs and restaurants and its Thames setting, and so provides a lovely place to explore. The village is said to be have been home to lots of famous people including rugby coach Sir Clive Woodward and presenter Ulrika Jonsson. The walk follows a short route south alongside Strand Water, a wide stream, before crossing the water and returning north through paddocks and fields. The walk is relatively flat and follows field and streamside paths which may be muddy after wet weather. There are no stiles, but several gates including one kissing gate. Approximate time 1 hour. Show more
#5 - Maidenhead Thicket to Ashley Hill Forest
Maidenhead Thicket
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Length: 6.8 mi
#6 - Bisham Woods Circular
Maidenhead, Berkshire, England
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Length: 2.5 mi • Est. 1 h 2 m
#7 - Maidenhead to Marlow Circular
Maidenhead, Berkshire, England
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Length: 8.5 mi • Est. 4 h 3 m
Circular Maidenhead to Marlow walk with return rail journey.Show more
#8 - Dell Bridge Circular
Braywick Park Nature Reserve
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Length: 1.9 mi • Est. 54 m
A circular walk around Braywick Park in Maidenhead, Berkshire. The route explores the park's many highlights including the pretty Dell Bridge, the waterside nature reserve (with a chance for some bird watching), the various sports grounds and playgrounds, the rough grassland and the formal gardens with beautiful specimen trees. The route is relatively flat for the most part, with just a couple of slopes to contend with. You will need to negotiate a couple of flights of steps but there are no stiles or kissing gates on route. Half of the route follows surfaced paths (tarmac and compacted stone) but the remainder of the route is on grass and can get very muddy in the winter. Dogs are welcome in the park and dog waste bins are provided at frequent intervals. Please follow the signs to keep your dogs on a lead within certain sections (particularly the sports grounds). Allow 1 hour. Show more
#9 - Hurley Riverside Walk
Maidenhead, Berkshire, England
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Length: 8.7 mi • Est. 4 h 4 m
#10 - Littlewick Green and Maidenhead Thicket
Maidenhead, Berkshire, England
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Length: 3.5 mi • Est. 1 h 38 m
A circular walk from the small village of Littlewick Green, near Maidenhead in Berkshire. The simple circular route explores the local arable fields, with expansive views, before entering Maidenhead Thicket and the Stubbings Estate. Walk in the footsteps of song writers, highwayman and Iron Age farmers as you explore this pretty corner of Berkshire. The route is almost entirely flat with just some gentle slopes. Many of the paths are firm and well-made, but the woodland paths can be very muddy in winter and after rain. The paths are all wide and there are no stiles or steps on route, just a couple of very generous kissing gates. All the fields are arable so you won't need to walk through any livestock. You will need to cross the A4 a couple of times and there are a couple of sections of walking along country lanes, so take care of traffic at these points. Approximate time 1.5 hours. Show more