Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Hikes
South East England
Buckinghamshire
Aylesbury Vale

Winslow

The best family-friendly hikes and walks around Winslow

4.5

(138)

1,083

hikers

7

hikes

Family friendly hiking trails around Winslow offer access to the gentle, rolling landscapes of Buckinghamshire. The area is characterized by a mix of open countryside, historic villages, and quiet paths suitable for all ages. Hikers can expect well-maintained routes that traverse farmland, small woodlands, and connect local points of interest.

Best family friendly hiking trails around Winslow

  • The most popular family friendly hiking route is The Farm Deli, Winslow – Crumbs Winslow Café loop from Winslow, a 5.7 miles…

Last updated: July 1, 2026

3.8

(6)

20

hikers

#1.

The Farm Deli, Winslow – Crumbs Winslow Café loop from Winslow

9.26km

02:24

50m

50m

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

Navigate with device

Send to Phone

Save

Moderate

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

Moderate
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

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

Moderate

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
Sign up for free to see 3 more hikes around Winslow.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Winslow

Midshires Way — An epic hike through England's rural heart

Other adventures around Winslow

Midshires Way — An epic hike through England's rural heart

Hiking Collection by

Alex Foxfield

Tips from the Community

sminn
July 26, 2025, Crumbs Winslow Café

late was £4

0

0

Good place on Route 51 to stop for homemade cakes and a coffee. Close 5-30pm.

0

0

foxy44
February 26, 2022, James's Kitchen

Handy cycling Coffee Shop - If arriving my bike come in by the rear garden.

0

1

Swanbourne is a delightful, tranquil village in the Buckinghamshire countryside. There are a number of public footpaths and bridleways that splay out from the village. Its most significant building is St Swithun's Church, Grade II-listed and originating from the 13th-century. The Betsey Wynne is a classy gastro pub that serves food throughout the day. Accommodation can be found at Cherry Tree B&B.

0

0

The small market town of Winslow has retained its olde worlde charm. Half-timbered buildings, some dating back to the 16th and 17th centuries, stand proud in the town centre. Its 13th-century church is of particular note. It contains unusual paintings of St Christopher and an interesting portrayal of the murder of Thomas Beckett. Nearby is Claydon House, a National Trust managed estate set in beautifully unspoilt countryside.

0

0

The best sausage rolls around!

0

0

A good place to stop for refreshments.

1

0

Coffee shop welcoming cyclists. Brilliant GF (& vegan) chocolate cake

0

0

Frequently Asked Questions

How many family-friendly hiking trails are available around Winslow?

Winslow offers a fantastic selection of family-friendly hiking trails. Our guide features over 100 routes, with 75 of them being easy and suitable for families with children of all ages.

What kind of terrain can we expect on family hikes near Winslow?

The trails around Winslow generally feature gentle inclines and well-maintained paths, making them suitable for families. You'll often find yourself walking through picturesque countryside, past historic churches, and alongside charming local businesses. For example, the St Laurence Church, Winslow – Crumbs Winslow Café loop offers an easy walk through the town and its surroundings.

Are there any circular routes suitable for families in Winslow?

Yes, many of the family-friendly trails around Winslow are circular, offering convenient starting and ending points. A popular option is The Farm Deli, Winslow – Crumbs Winslow Café loop, which provides a lovely round trip experience.

What are some interesting landmarks or points of interest we can see on a family hike?

Winslow's trails often pass by charming local landmarks. You might encounter historic churches like St Laurence Church, or enjoy views of the countryside. For specific attractions, consider exploring areas near Waddesdon Manor Estate or the Mursley Water Tower and RAF Memorial, which are popular highlights in the wider region.

Are there any lakes or water features along the family-friendly trails?

While Winslow itself is not known for large natural lakes directly on its trails, the wider area offers several beautiful water features. You can find highlights like Furzton Lake and Foxcote Reservoir nearby, which are great for a visit after your hike.

What do other hikers enjoy most about family-friendly hiking in Winslow?

The komoot community highly rates the trails around Winslow, with an average score of 4.5 stars from over 120 reviews. Hikers often praise the accessibility of the routes, the pleasant countryside views, and the convenience of having local amenities like cafes nearby.

Are there options for shorter, easy walks suitable for toddlers or very young children?

Absolutely! Many of the 75 easy trails in our guide are perfect for families with toddlers or young children, offering shorter distances and minimal elevation gain. The St Laurence Church, Winslow – Crumbs Winslow Café loop is a great example of an easy route that can be enjoyed by little legs.

Can we find places to eat or get refreshments near the hiking trails?

Yes, Winslow has several local establishments where you can grab a bite or a drink. Some routes, like The Farm Deli, Winslow – Crumbs Winslow Café loop, even incorporate local cafes directly into their names, making it easy to plan a refreshment stop.

What is the best time of year to go hiking with family in Winslow?

Winslow's trails are enjoyable year-round. Spring and summer offer lush greenery and warmer weather, while autumn brings beautiful colours. Even in winter, many easy paths remain accessible for a refreshing family walk, though checking local conditions is always advisable.

Are there any trails that offer good viewpoints or scenic vistas?

While Winslow's landscape is generally gently rolling, many trails offer pleasant open views of the Buckinghamshire countryside. For a slightly more elevated perspective, the St Laurence Church, Winslow – Verney Road Climb loop includes a modest climb that can offer broader vistas of the surrounding area.

Most popular routes around Winslow

Road Cycling Routes around Winslow

Most popular attractions around Winslow

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Hikes in other regions.

WendoverIvinghoeHaltonAston ClintonFoxcote ReservoirSoulburyMarsworthWaddesdonGreat BrickhillPitstoneRadclive-Cum-ChackmoreSheephouse WoodAylesburyWeston TurvilleBrillBuckinghamStoweFinemere WoodOakleyBierton With BroughtonHaddenhamEdlesboroughQuaintonBucklandCheddingtonCuddingtonStone With Bishopstone And HartwellLillingstone Dayrell With Luffield AbbeyStoke HammondBerryfieldsBiddlesdenNorth MarstonBoarstallPadburyDinton-With-Ford And UptonGawcott With LenboroughChearsleyDrayton BeauchampSteeple ClaydonLong Crendon

Nearby adventure guides

Things to Do around Granborough

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy