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United Kingdom
England
South East England

Windsor and Maidenhead

The best city hikes and walks in Windsor and Maidenhead

4.6

(876)

10,573

hikers

31

hikes

Urban hiking trails in Windsor and Maidenhead traverse a landscape characterized by the River Thames, historic parklands, and ancient woodlands. The region offers a network of paths that integrate natural features with urban environments. Hikers can explore riverside routes, royal parklands, and areas with mixed woodlands and meadows. The terrain generally features gentle gradients, making many routes accessible for various fitness levels.

Best urban hiking trails in Windsor and Maidenhead

  • The most popular urban hiking route is View of Windsor…

Last updated: July 11, 2026

5.0

(1)

109

hikers

#1.

View of Windsor Castle – Windsor Bridge loop from Windsor

5.59km

01:27

40m

40m

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

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Easy

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

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

Easy

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

Easy

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

Easy
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Tips from the Community

Karsten
October 5, 2025, Queen Victoria Statue, Windsor Castle

The statue of Queen Victoria on Castle Hill was created by Sir Edgar Boehm in 1887 to commemorate the Queen's Golden Jubilee and was funded by the people of Windsor and the surrounding area.

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The 2013 memorial depicts Queen Elizabeth II wearing a headscarf, sitting on a small bench on a four-tiered brick pedestal, surrounded by her corgis.

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Long path but lovley in the summer

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Nice place to stop and take a break.

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The crown hangs here in the pedestrian zone. Nice photo opportunity😉👑

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A very beautiful historic train station with nice restaurants and shops.

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51m
November 18, 2024, Windsor Bridge

The old Windsor Bridge is an iron and granite, multi-span bridge over the Thames. It connects Windsor and Eton and the Thames Path long distance trail also crosses here. It's thought that there has been a bridge here since the 12th century, this bridge was opened in 1824.

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This bridge spans the River Thames and connects the towns of Windsor and Eton. From the bridge you can enjoy great views of the castle and surrounding areas. It's a Grade I listed structure and has an elegant design which is a mix of stone and iron.

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Frequently Asked Questions

How many urban hiking trails are available in Windsor and Maidenhead?

Windsor and Maidenhead offer a diverse selection of urban hiking trails. There are over 30 routes available, with the vast majority being easy to navigate, making them accessible for most hikers.

What do hikers enjoy most about urban trails in Windsor and Maidenhead?

The komoot community highly rates the urban trails in Windsor and Maidenhead, with an average score of 4.58 stars from over 800 reviews. Hikers often praise the scenic riverside paths along the Thames, the historical charm of towns like Windsor and Eton, and the accessibility of these routes for a quick escape into nature or history.

Are there easy urban walks suitable for families?

Yes, many urban walks in Windsor and Maidenhead are perfect for families. These trails often feature flat terrain and interesting sights. For example, the route "Windsor and Eton Bridge – Windsor Bridge loop from Eton College" is an easy option that allows you to explore both historic towns.

Can I bring my dog on urban hikes in the area?

Many urban trails in Windsor and Maidenhead are dog-friendly, especially those along the River Thames or through public parks. Always keep your dog on a lead, especially in built-up areas or near wildlife. Be mindful of local signage regarding dog access. A good option to consider is the "View of Windsor Castle – Windsor Bridge loop from Windsor" which offers open spaces and riverside paths.

Are there circular urban walks in Windsor and Maidenhead?

Yes, several urban trails in the region are circular, allowing you to start and end at the same point without retracing your steps. The "Two Brewers Pub – View of Windsor Castle loop from Windsor" is a popular circular route that combines historical sights with a pleasant walk.

What kind of landmarks or historical sites can I see on urban hikes?

Urban hikes in Windsor and Maidenhead are rich with historical landmarks. You can encounter iconic sites like Windsor Castle, the impressive The Copper Horse (King George III Monument), and the Hawker Hurricane Memorial. Many routes also pass through charming villages with historic churches like St Mary's Church, White Waltham.

Are there urban trails with views of Windsor Castle?

Absolutely! Many urban walks in Windsor offer stunning views of the iconic Windsor Castle. The "View of Windsor Castle – Windsor Bridge loop from Windsor" is specifically designed to showcase the castle from various perspectives, including along the River Thames.

What are the public transport options for reaching urban trails?

Windsor and Maidenhead are well-connected by public transport, making it easy to access many urban trails. Both towns have train stations with direct links to London and other major hubs. Local bus services also cover the wider area. For example, the "Windsor Guildhall – Windsor High Street loop from Windsor and Eton Riverside" starts conveniently near Windsor and Eton Riverside station.

Where can I find parking for urban walks in Windsor and Maidenhead?

Both Windsor and Maidenhead offer various public car parks, often located near town centers or riverside areas, providing convenient access to urban trails. Some routes, like the "Hawker Hurricane Memorial – Windsor High Street loop from Windsor", start in areas where parking is generally available, though it's always advisable to check local parking regulations and fees beforehand.

Are there urban walks that pass by pubs or cafes?

Yes, many urban trails in Windsor and Maidenhead are designed to pass through or near charming towns and villages, offering plenty of opportunities to stop for refreshments. You'll find numerous pubs and cafes along the River Thames path and within the historic centers of Windsor, Eton, and Maidenhead. The "Two Brewers Pub – View of Windsor Castle loop from Windsor" even highlights a specific pub along its route.

What are some shorter urban walks for a quick outing?

If you're looking for a quick urban stroll, there are several shorter options available. The "Hawker Hurricane Memorial – Windsor High Street loop from Windsor" is a great choice, covering just under 3 kilometers and offering historical interest without requiring a long time commitment.

Most popular routes in Windsor and Maidenhead

Hiking in Windsor and Maidenhead

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