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South East England
Buckinghamshire
Chiltern

Philipshill Wood

The best family-friendly hikes and walks around Philipshill Wood

4.6

(1555)

9,154

hikers

566

hikes

Family friendly hiking trails around Philipshill Wood traverse an ancient woodland characterized by mature beech and oak trees, set within the Chilterns Area of Outstanding Natural Beauty. The terrain features gentle rolling hills and well-established paths, making it accessible for various fitness levels. Hikers can experience diverse landscapes, including seasonal bluebell displays and views of the River Chess valley.

Best family friendly hiking trails around Philipshill Wood

  • The most popular family friendly hiking route is No Dragon Wood loop from…

Last updated: June 29, 2026

7

hikers

#1.

Philipshill Wood – No Dragon Wood loop from Chorleywood

7.91km

02:06

80m

80m

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

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Moderate

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

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

Moderate

4.5

(4)

11

hikers

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

Easy
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Tips from the Community

SusanLugton
April 18, 2025, No Dragon Wood

Beautiful bluebell wood in spring

0

0

Michael
December 28, 2024, No Dragon Wood

No dragon incidents since 1415 Lots of interesting fungi

0

0

Good surface for anybody to ride but a deceptive false flat when cycling North away from the M25 before it becomes a proper low percent gradient climb nearer Hill Farm and Stag Lane... or if heading towards the M25, nice low effort fun non technical Bridleway for gravel riding.

1

0

gravel surface, OK in summer or winter;

1

0

Hillas Wood and Carpenter's Wood are a very easy place to walk - wide forest tracks here (you will cross to the other side of the Metropolitan tube line using a tunnel under it). There are horse paddocks on the way and plenty of trees to keep your soul nourished.

1

0

So many dog walkers that you can't enjoy the river or riverside as dogs have muddied all the riverside banks

1

0

Perfect spot to take a break in the sunshine and have a little picnic. Oh yes, and a lovely panoramic viewpoint too!

2

0

A perfect rural river setting with a wooden bridge and a lovely mix of grasses and trees, all coloured with nature's palette. Catching the flow at its highest makes for an even more stunning setting!

3

0

Frequently Asked Questions

How many family-friendly hiking trails are available around Philipshill Wood?

Philipshill Wood and its surroundings offer a wide variety of hiking options. You'll find over 500 routes in total, with more than 300 specifically rated as easy, making them ideal for family outings.

What kind of terrain can we expect on family hikes in Philipshill Wood?

The terrain in Philipshill Wood is generally gentle, featuring rolling hills and well-established ancient woodland paths. This makes it accessible for families with varying fitness levels, allowing for a comfortable and enjoyable walk through the ancient woodland.

Are there any easy circular routes suitable for families?

Yes, there are several easy circular routes perfect for families. For example, the Bench in Philipps Wood – Philipshill Wood loop from Chorleywood is an easy 7.3 km trail, or consider the No Dragon Wood loop from Chorleywood, which is an easy 4.9 km option.

What is the best time of year to visit Philipshill Wood with family?

Philipshill Wood is beautiful year-round, but a spectacular time to visit with family is from late April to mid-May when the woodland floor is carpeted with bluebells. The diverse flora and wildlife also make spring and summer particularly vibrant.

Can we bring our dog on the family-friendly trails?

Yes, Philipshill Wood is managed by the Woodland Trust and is very dog-friendly. Dogs are welcome on the trails, making it an inclusive destination for the whole family, including your furry friends.

Are there any interesting historical features to look out for during our hike?

Absolutely! Philipshill Wood is rich in history. Keep an eye out for archaeological features like old earthworks, saw pits, and chalk pits. The eastern boundary is marked by Old Shire Lane, believed to be part of the ancient border between Anglo-Saxon kingdoms, and some hedgerows are estimated to be around 900 years old.

What kind of wildlife might we spot on a family hike?

The wood is home to a variety of wildlife. Families might spot tawny owls, great spotted woodpeckers, badgers, grey squirrels, and muntjac deer. It's a great opportunity for children to connect with nature.

What do other hikers say about the family-friendly trails in Philipshill Wood?

The komoot community highly rates the trails around Philipshill Wood, with an average score of 4.6 stars from over 1300 ratings. Reviewers often praise the quiet woodlands, well-maintained paths, and the natural beauty, especially during bluebell season.

Are there longer family-friendly routes available for older children or more active families?

For families looking for a longer adventure, the Philipshill Wood – No Dragon Wood loop from Chorleywood is a moderate 7.9 km trail. Another option is the Bridleway to Chorleywood – The Tea Shack loop from Chorleywood, which is 8.1 km and also rated moderate.

Are there any scenic viewpoints or natural features to enjoy?

Beyond the ancient trees and seasonal bluebells, certain trails offer scenic views of the River Chess valley, combining the tranquility of the woodland with open fields. The diverse flora, including unique species like white helleborine and bird's-nest orchids, also adds to the natural beauty.

Is Philipshill Wood easily accessible from London?

Yes, Philipshill Wood offers a convenient escape into nature, located less than an hour's travel from central London, making it an ideal day trip destination for families.

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