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United Kingdom
England
South East England

Windsor and Maidenhead

The best walks and hikes in Windsor and Maidenhead

4.6

(802)

9,924

hikers

421

hikes

Hikes in Windsor and Maidenhead navigate a landscape shaped by the River Thames, royal parks, and ancient woodlands. The terrain is generally composed of gentle riverside paths, flat meadows, and modest hills like Winter Hill and Snow Hill. Routes often combine sections of the Thames Path national trail with trails through nature reserves and historic estates, offering a mix of open and wooded scenery.

Best hiking trails in Windsor and Maidenhead

  • The most popular hiking route is Cookham to Marlow…

Last updated: April 24, 2026

4.6

(35)

245

hikers

#1.

Marlow and Cookham Thames Path Circular

14.5km

03:47

90m

90m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Moderate

4.5

(21)

125

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

4.4

(14)

52

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

4.8

(12)

33

hikers

Moderate hike. Great for any fitness level. Mostly accessible paths. Sure-footedness required.

Moderate

4.6

(5)

25

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

3.3

(4)

13

hikers

Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.

Moderate

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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Popular around Windsor and Maidenhead

Hiking around Cookham

Hiking around Hurley

Hiking around Eton

Hiking around Bisham

Hiking around Sunningdale

Hiking around Old Windsor

Hiking around Shottesbrooke

Hiking around Waltham St Lawrence

Hiking around Wraysbury

Hiking around Datchet

Other adventures in Windsor and Maidenhead

Hiking the Orange Way — Southern England in the footsteps of a king

Hiking Collection by

Kit P

Tips from the Community

Paul Silver
March 29, 2026, The Copper Horse (King George III Monument)

The first 50% was a lovely walk but after we turned of the Royal Mile, it was spoiled by road noise all the way to the car park

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Nice view from the bridge

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Long path but lovley in the summer

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If you would like to compare this historic monument with a much more recent one for Queen Elizabeth II (1926 to 2022), just follow the link to the corresponding hiking highlight in the komoot system =>> https://www.komoot.com/de-de/highlight/3388562

Translated by Google

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This is must go over bridge

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It is not so common for a Christian place of worship – which encompasses the whole of heaven – to be dedicated to “ALL SAINTS”. Usually it is one (or occasionally two) named saints who hold the patronage of a church – and thus usually also of the parish or town in which it is located. But to find the origin of such a dedication, one has to go far back in history, because the model for this practice of dedication to ALL SAINTS can be seen as a pagan custom, according to which there were already central temples in pre-Christian times that were dedicated to all deities (PANTHEON). The probably most famous Pantheon, formerly a pagan temple and now a Christian place of worship, is located in the Italian capital.

Translated by Google

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Beautiful art still in great condition

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Lovely 2 mile walk between statue and castle and greenery either side

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Frequently Asked Questions

Are there many dog-friendly walking trails in Windsor and Maidenhead?

Yes, the area is very welcoming to dogs. Many trails, especially in open spaces like Windsor Great Park and along the River Thames, are perfect for walking with your canine companion. Parks such as Sutherland Grange are local favorites for dog walkers. Just be mindful of local signage, especially concerning nesting birds or livestock, for instance at Cock Marsh.

What are some good family-friendly walks in the area?

There are plenty of options for families. For a walk that combines history and scenery, the Eton & Windsor loop via Eton College is an easy and relatively flat option. For a day out, Windsor Great Park features an adventure playground near The Savill Garden, and the National Trust's Cliveden estate has a maze and family-friendly trails.

Can you recommend a good pub walk near Maidenhead?

Absolutely. The region is great for walks that include a pub stop. For a challenging walk with a rewarding pub visit, consider The Dew Drop Inn pub & Ashley Hill loop. This moderate route takes you through scenic woodlands before finishing near the pub.

Are there any challenging hikes with significant hills?

While the region is mostly gentle, you can find some more challenging terrain. For a route with more elevation, try the Winter Hill, Bisham Woods & Cookham Dean loop. It incorporates some of the area's notable hills and offers rewarding views over the Thames Valley.

What are the best options for long-distance walks?

For those looking to cover more ground, the Pinkeys Green, Bisham Woods, Cookham Dean & The Old Brick Works loop is a great choice, offering a 10-mile (16.5 km) journey through varied landscapes. The Thames Path National Trail also passes through the borough, allowing for extended point-to-point hikes.

How many hiking trails are available in Windsor and Maidenhead?

There are over 400 hiking routes to explore in Windsor and Maidenhead on komoot. They range from short, easy strolls like the Windsor Guildhall – View of Windsor Castle loop from Windsor to more demanding all-day hikes, ensuring there's a trail for every fitness level.

What do other hikers say about the trails in this region?

The trails in Windsor and Maidenhead are highly rated by the komoot community, with an average score of 4.6 stars. Hikers often praise the beautiful riverside scenery along the Thames, the well-maintained paths in Windsor Great Park, and the peaceful atmosphere of the ancient woodlands like Bisham Woods.

Are there any good circular walks that start and end in the same place?

Yes, many of the best walks in the area are loops. A great example is the Hurley, Hambledon Weir & River Thames loop. This moderate circular route offers a fantastic mix of riverside paths and quiet country lanes, starting and finishing in the charming village of Hurley.

Where can I find walks through woodlands?

The area has several beautiful woodland walks. Bisham Woods, a Site of Special Scientific Interest, is a highlight. The Bisham Woods loop from Bisham is a moderate hike that takes you through the heart of this ancient forest, which is especially stunning when the bluebells are in bloom in spring.

What are some popular places to visit while hiking in the area?

Many trails pass by notable local spots. The Long Walk is a famous, tree-lined avenue offering iconic views of Windsor Castle and is a very popular spot for a stroll. For riverside scenery, the Windsor Riverside Walk is a highly-regarded path. Nature lovers often enjoy exploring Cock Marsh, a large open area by the Thames with footpaths and ancient burial mounds.

Are there any easy-access or accessible trails?

Many of the riverside paths and trails within Windsor Great Park are flat and well-surfaced, making them suitable for a wider range of abilities. The Windsor Riverside Walk is a popular, gentle option. Always check the specific route details for surface and gradient information to ensure it meets your needs.

Most popular routes in Windsor and Maidenhead

Family-friendly hikes in Windsor and Maidenhead

Most popular attractions in Windsor and Maidenhead

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Check out more Hikes throughout Windsor and Maidenhead below and find the perfect route in your destination.

EtonCox GreenHortonDatchetShottesbrookeWhite WalthamWraysburyBishamWaltham St LawrenceSunningdaleSunninghill And AscotHurleyOld WindsorCookhamBray

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