Exploring Middleton on foot is a delightful way to connect with nature. To help you make the most of your adventures, we’ve compiled the top easy hikes and walks around …

Last updated: September 14, 2025

4.4

(5)

hikers

1. Woodland Path – Wooden Steps on Forest Trail loop from Pickering

3.37km

00:53

30m

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

Navigate

Send to Phone

Save

Easy

hikers

2. Hiking loop from Sinnington

3.64km

00:58

40m

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

Navigate

Send to Phone

Save

Easy

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 in England and beyond.

hikers

3. Pickering Castle – Woodland Path loop from Pickering

4.28km

01:08

40m

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

Navigate

Send to Phone

Save

Easy

hikers

4. Cawthorn Roman Camps loop from Cropton

1.53km

00:25

20m

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

Navigate

Send to Phone

Save

Easy

4.0

(1)

hikers

5. Woodland Path – Pickering Castle loop from Pickering

4.66km

01:15

50m

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

Navigate

Send to Phone

Save

Easy

Get access to more routes and recommendations from other explorers.

Already have an account?

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

Most popular routes around Middleton

Hiking around Middleton

Road Cycling Routes around Middleton

MTB Trails around Middleton

Running Trails around Middleton

Cycling around Middleton

Gravel biking around Middleton

Most popular attractions around Middleton

Places to see

Get inspired with the komoot mobile app

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

Join komoot Now

Explore more

Browse the best Hikes in other regions.

North York Moors National Park Allerston Thornton-Le-Dale Howardian Hills AONB Ebberston And Yedingham Byland With Wass Nawton Cawton Farndale West South Holme Nunnington Brawby Thornton-Le-Clay Rievaulx Lockton Harome Bransdale Acklam Sproxton Birdsall Hawnby Whitwell-On-The-Hill Gillamoor Flaxton Amotherby Stape Foston Leavening Sheriff Hutton Heslerton Fadmoor Fryton Stonegrave Gilling East Levisham Salton Hovingham Pickering Buttercrambe With Bossall Henderskelfe Spaunton Burythorpe Scackleton Wilton Oswaldkirk Thorpe Bassett Terrington Marishes Oldstead Rillington Rosedale West Side Warthill Gate Helmsley Coulton Wombleton Wharram Pockley Lastingham Ampleforth Norton-On-Derwent Scampston Scagglethorpe Settrington Beadlam Bulmer Edstone Langton Malton Scrayingham Harton Welburn Old Byland And Scawton Habton Thixendale Upper Helmsley Sand Hutton Welburn Kirby Grindalythe Marton Westow Rosedale East Side Slingsby Wrelton Farndale East Barton-Le-Street Helmsley Coneysthorpe Hartoft Aislaby Kirby Misperton Huttons Ambo Grimstone Cold Kirby Appleton-Le-Street With Easthorpe Crambe Barton-Le-Willows Sinnington Wintringham Claxton Howsham Lillings Ambo Normanby Barugh (Great And Little)Appleton-Le-Moors Newton Willerby Swinton Ganton Sherburn Cropton Luttons Broughton Hutton-Le-Hole Kirkbymoorside Foxholes Weaverthorpe

Easy hikes and walks around Middleton

1. Woodland Path – Wooden Steps on Forest Trail loop from Pickering

2. Hiking loop from Sinnington

3. Pickering Castle – Woodland Path loop from Pickering

4. Cawthorn Roman Camps loop from Cropton

5. Woodland Path – Pickering Castle loop from Pickering

Most popular routes around Middleton

Most popular attractions around Middleton

Get inspired with the komoot mobile app

Explore more

Get ready to conquer new peaks

We value your privacy ⛰️

We value your privacy ⛰️