PLAN A ROUTE

Gateway to adventure

Pickering and the surrounding area has a wealth of routes to explore.

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Cawthorn Roman Camps

Cawthorn Roman Camps

A circular easy-access walk around Cawthorn Roman Camps in North Yorkshire, discovering the earthwork remains of Roman fortifications and spectacular views across the North York Moors. Entrance to the Roman Camps is free and dogs are welcome

A circular easy-access walk around Cawthorn Roman Camps in North Yorkshire, discovering the earthwork remains of Roman fortifications and spectacular views across the North York Moors. Entrance to the Roman Camps is free and dogs are welcome

A circular easy-access walk around Cawthorn Roman Camps in North Yorkshire, discovering the earthwork remains of Roman fortifications and spectacular views across the North York Moors. Entrance to the Roman Camps is free and dogs are welcome

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North York Moors Cycleway

North York Moors Cycleway

This beautiful figure-of-eight loop through one of Yorkshire’s three national parks is considered one of the best kept secrets in cycling. You’ll pedal along quiet roads, through rolling heather moorland and little-known valleys, and also visit deep, dense forests and experience stunning views across the spectacular North Sea. Call in at cycle-friendly cafes and pubs whilst soaking up a wealth of history by visiting castles, museums and ruined abbeys along the way.

This beautiful figure-of-eight loop through one of Yorkshire’s three national parks is considered one of the best kept secrets in cycling. You’ll pedal along quiet roads, through rolling heather moorland and little-known valleys, and also visit deep, dense forests and experience stunning views across…

This beautiful figure-of-eight loop through one of Yorkshire’s three national parks is considered one of the best kept secrets in cycling. You’ll pedal along quiet roads, through rolling heather moorland and little-known valleys, and also visit deep, dense forests and experience stunning views across the spectacular North Sea. Call in at cycle-friendly cafes and pubs whilst soaking up a wealth…

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Helmsley Discovery Trail

Helmsley Discovery Trail

An easy access circular trail around the market town of Helmsley in Ryedale. The route discovers several of the town's key attractions including the bustling Market Place, the pretty beck, the imposing castle, the magnificent walled gardens and a short stretch of the Cleveland Way.

An easy access circular trail around the market town of Helmsley in Ryedale. The route discovers several of the town's key attractions including the bustling Market Place, the pretty beck, the imposing castle, the magnificent walled gardens and a short stretch of the Cleveland…

An easy access circular trail around the market town of Helmsley in Ryedale. The route discovers several of the town's key attractions including the bustling Market Place, the pretty beck, the imposing castle, the magnificent walled gardens and a short stretch of the Cleveland Way.

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Kirkbymoorside Discovery Trail

Kirkbymoorside Discovery Trail

A circular walk (part of which is easy access) from the market town of Kirkbymoorside in Ryedale. The route discovers some of the highlights of this delightful town including the Shambles, Market Cross, Old Police Station and the large pond, the site of a former moated castle that now creates the perfect picnic spot with glorious views across the town.

A circular walk (part of which is easy access) from the market town of Kirkbymoorside in Ryedale. The route discovers some of the highlights of this delightful town including the Shambles, Market Cross, Old Police Station and the large pond, the site of a…

A circular walk (part of which is easy access) from the market town of Kirkbymoorside in Ryedale. The route discovers some of the highlights of this delightful town including the Shambles, Market Cross, Old Police Station and the large pond, the site of a former moated castle that now creates the perfect picnic spot with glorious views across the town.

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The Big Pickering Bike Loop

The Big Pickering Bike Loop

A great cycle route to discover the area around Pickering. It's a combination of other popular cycling routes starting and ending in Pickering.

A great cycle route to discover the area around Pickering. It's a combination of other popular cycling routes starting and ending in Pickering.

A great cycle route to discover the area around Pickering. It's a combination of other popular cycling routes starting and ending in Pickering.

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North Yorkshire Moors Railway: Pickering to Whitby

North Yorkshire Moors Railway: Pickering to Whitby

Take the North Yorkshire Moors Railway from Pickering to Whitby. The heritage steam railway runs through the North York Moors National Park. Opened in 1836, the railway was planned in 1831 by George Stephenson to open inland trade routes from the then important seaport of Whitby. The section between Grosmont and Pickering was reopened in 1973 by the North York Moors Historical Railway Trust Ltd. The preserved line is now a major tourist attraction and has been awarded several industry accolades. As of 2020, it has been the UK's most…

Take the North Yorkshire Moors Railway from Pickering to Whitby. The heritage steam railway runs through the North York Moors National Park. Opened in 1836, the railway was planned in 1831 by George Stephenson to open inland trade routes from the then important seaport…

Take the North Yorkshire Moors Railway from Pickering to Whitby. The heritage steam railway runs through the North York Moors National Park. Opened in 1836, the railway was planned in 1831 by George Stephenson to open inland trade routes from the then important seaport of Whitby. The section between Grosmont and Pickering was reopened in 1973 by the North York…

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The Fox and Rabbit Inn to Pickering

The Fox and Rabbit Inn to Pickering

Walk from The Fox and Rabbit Inn at Lockton village to the market town of Pickering. Begin by catching the bus from Pickering to Lockton where you can enjoy lunch before beginning the walk back into town. Along the way you will enjoy the hillside pastures of Cross Dale, the haunting woodland of Haugh Wood and an idyllic stretch of the river, Pickering Beck.

Walk from The Fox and Rabbit Inn at Lockton village to the market town of Pickering. Begin by catching the bus from Pickering to Lockton where you can enjoy lunch before beginning the walk back into town. Along the way you will enjoy the…

Walk from The Fox and Rabbit Inn at Lockton village to the market town of Pickering. Begin by catching the bus from Pickering to Lockton where you can enjoy lunch before beginning the walk back into town. Along the way you will enjoy the hillside pastures of Cross Dale, the haunting woodland of Haugh Wood and an idyllic stretch of…

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North York Moors Cycleway – Malton Link

North York Moors Cycleway – Malton Link

An easy one hour cycle from Malton, taking in Coneysthorpe, Slingsby, South Holme, East Ness and finishing in Nunnington.

An easy one hour cycle from Malton, taking in Coneysthorpe, Slingsby, South Holme, East Ness and finishing in Nunnington.

An easy one hour cycle from Malton, taking in Coneysthorpe, Slingsby, South Holme, East Ness and finishing in Nunnington.

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North York Moors Cycleway – Guisborough Link

North York Moors Cycleway – Guisborough Link

An easy one hour cycle from Guisborough, passing Pinchinthorpe, Newton under Roseberry, Great Ayton, Easby, and finishing near Battersby.

An easy one hour cycle from Guisborough, passing Pinchinthorpe, Newton under Roseberry, Great Ayton, Easby, and finishing near Battersby.

An easy one hour cycle from Guisborough, passing Pinchinthorpe, Newton under Roseberry, Great Ayton, Easby, and finishing near Battersby.

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Norton and Auburn Hill

Norton and Auburn Hill

A circular walk from the market town of Norton on Derwent in Ryedale. The route performs a loop to the east, taking in long stretches of peaceful arable fields and the southern tracks and lanes which are home to many horse racing stables.

A circular walk from the market town of Norton on Derwent in Ryedale. The route performs a loop to the east, taking in long stretches of peaceful arable fields and the southern tracks and lanes which are home to many horse racing stables.

A circular walk from the market town of Norton on Derwent in Ryedale. The route performs a loop to the east, taking in long stretches of peaceful arable fields and the southern tracks and lanes which are home to many horse racing stables.

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Malton and Saint Mary’s Priory

Malton and Saint Mary’s Priory

An easy access circular walk from the market town of Malton in Ryedale. The route explores the town's market place, a beautiful stretch of the River Derwent and a number of historic sites including Saint Mary's Priory, Orchard Fields (the site of an old Roman fort) and the site of the old castle.

An easy access circular walk from the market town of Malton in Ryedale. The route explores the town's market place, a beautiful stretch of the River Derwent and a number of historic sites including Saint Mary's Priory, Orchard Fields (the site of an old…

An easy access circular walk from the market town of Malton in Ryedale. The route explores the town's market place, a beautiful stretch of the River Derwent and a number of historic sites including Saint Mary's Priory, Orchard Fields (the site of an old Roman fort) and the site of the old castle.

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Appleton le Street to Malton

Appleton le Street to Malton

A linear walk from the small village of Appleton le Street to the market town of Malton. Begin by catching the bus from Malton to Appleton le Street where you can enjoy a drink at the dog-friendly village pub before beginning the walk back into town. Along the way you will enjoy the beautiful scenery of the Howardian Hills, including long stretches of pretty woodland and good views across the Castle Howard estate.

A linear walk from the small village of Appleton le Street to the market town of Malton. Begin by catching the bus from Malton to Appleton le Street where you can enjoy a drink at the dog-friendly village pub before beginning the walk back…

A linear walk from the small village of Appleton le Street to the market town of Malton. Begin by catching the bus from Malton to Appleton le Street where you can enjoy a drink at the dog-friendly village pub before beginning the walk back into town. Along the way you will enjoy the beautiful scenery of the Howardian Hills, including…

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Ryedale My Ride

Ryedale My Ride

A five and a half hour long cycle ride of medium difficulty which begins and ends in Pickering and takes in Great Barugh, Brawby, Barton le Street, Slingsby, the lake at Coneysthorpe, Nawton, Kirkbymoorside, Hutton-le-Hole, Lastingham and Cropton.

A five and a half hour long cycle ride of medium difficulty which begins and ends in Pickering and takes in Great Barugh, Brawby, Barton le Street, Slingsby, the lake at Coneysthorpe, Nawton, Kirkbymoorside, Hutton-le-Hole, Lastingham and Cropton.

A five and a half hour long cycle ride of medium difficulty which begins and ends in Pickering and takes in Great Barugh, Brawby, Barton le Street, Slingsby, the lake at Coneysthorpe, Nawton, Kirkbymoorside, Hutton-le-Hole, Lastingham and Cropton.

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Helmsley and River Rye

Helmsley and River Rye

A circular walk from the market town of Pickering which heads south west following the the idyllic Pickering Beck through meadows and pastures to reach the pretty stone Ings Bridge before returning via peaceful fields and pastures.

A circular walk from the market town of Pickering which heads south west following the the idyllic Pickering Beck through meadows and pastures to reach the pretty stone Ings Bridge before returning via peaceful fields and pastures.

A circular walk from the market town of Pickering which heads south west following the the idyllic Pickering Beck through meadows and pastures to reach the pretty stone Ings Bridge before returning via peaceful fields and pastures.

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Pickering and Ings Bridge

Pickering and Ings Bridge

A circular walk from the market town of Pickering which heads south west following the the idyllic Pickering Beck through meadows and pastures to reach the pretty stone Ings Bridge before returning via peaceful fields and pastures.

A circular walk from the market town of Pickering which heads south west following the the idyllic Pickering Beck through meadows and pastures to reach the pretty stone Ings Bridge before returning via peaceful fields and pastures.

A circular walk from the market town of Pickering which heads south west following the the idyllic Pickering Beck through meadows and pastures to reach the pretty stone Ings Bridge before returning via peaceful fields and pastures.

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Norton and Menethorpe

Norton and Menethorpe

A circular walk from Malton rail station in the market town of Norton-on-Derwent in Ryedale. The route heads south-west, through sheep pastures, horse paddocks and the golf course to reach the tiny hamlet of Menethorpe before returning through fields and cattle pastures alongside the River Derwent.

A circular walk from Malton rail station in the market town of Norton-on-Derwent in Ryedale. The route heads south-west, through sheep pastures, horse paddocks and the golf course to reach the tiny hamlet of Menethorpe before returning through fields and cattle pastures alongside the…

A circular walk from Malton rail station in the market town of Norton-on-Derwent in Ryedale. The route heads south-west, through sheep pastures, horse paddocks and the golf course to reach the tiny hamlet of Menethorpe before returning through fields and cattle pastures alongside the River Derwent.

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Norton and Langton

Norton and Langton

A circular walk near the market town of Norton on Derwent in Ryedale. The route performs a loop to the south to visit the picturesque village of Langton, taking in long stretches of peaceful tracks with stunning views plus chance to meet racehorses and pigs along the way.

A circular walk near the market town of Norton on Derwent in Ryedale. The route performs a loop to the south to visit the picturesque village of Langton, taking in long stretches of peaceful tracks with stunning views plus chance to meet racehorses and…

A circular walk near the market town of Norton on Derwent in Ryedale. The route performs a loop to the south to visit the picturesque village of Langton, taking in long stretches of peaceful tracks with stunning views plus chance to meet racehorses and pigs along the way.

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Norton and Whitewall Views

Norton and Whitewall Views

An easy access circular walk from the market town of Norton on Derwent in Ryedale. The route performs a simple loop through the pavements and southern lanes, home to many horse racing stables, including a stretch along Whitewall which gives lovely views back across Norton and Malton.

An easy access circular walk from the market town of Norton on Derwent in Ryedale. The route performs a simple loop through the pavements and southern lanes, home to many horse racing stables, including a stretch along Whitewall which gives lovely views back across…

An easy access circular walk from the market town of Norton on Derwent in Ryedale. The route performs a simple loop through the pavements and southern lanes, home to many horse racing stables, including a stretch along Whitewall which gives lovely views back across Norton and Malton.

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Malton and Swinton

Malton and Swinton

A circular walk from the market town of Malton in Ryedale. The route heads north-west, leaving the town via the footbridge over the A64 to visit the two pretty villages of Broughton and Swinton, with chance for refreshments at the Smithy Arms in Swinton and plenty of tranquil paths to enjoy.

A circular walk from the market town of Malton in Ryedale. The route heads north-west, leaving the town via the footbridge over the A64 to visit the two pretty villages of Broughton and Swinton, with chance for refreshments at the Smithy Arms in Swinton…

A circular walk from the market town of Malton in Ryedale. The route heads north-west, leaving the town via the footbridge over the A64 to visit the two pretty villages of Broughton and Swinton, with chance for refreshments at the Smithy Arms in Swinton and plenty of tranquil paths to enjoy.

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Helmsley and Riccal Dale

Helmsley and Riccal Dale

A circular walk from the market town of Helmsley in Ryedale. The route heads out across sheep pastures and open fields to explore the woodland ravine of Riccal Dale, in the company of the beautiful River Riccal.

A circular walk from the market town of Helmsley in Ryedale. The route heads out across sheep pastures and open fields to explore the woodland ravine of Riccal Dale, in the company of the beautiful River Riccal.

A circular walk from the market town of Helmsley in Ryedale. The route heads out across sheep pastures and open fields to explore the woodland ravine of Riccal Dale, in the company of the beautiful River Riccal.

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Visiting James Cook

Visiting James Cook

A great motorbike tour starting from Pickering, heading to Whitby (where you can learn more about James Cook), then Scarborough, and back to Pickering.

A great motorbike tour starting from Pickering, heading to Whitby (where you can learn more about James Cook), then Scarborough, and back to Pickering.

A great motorbike tour starting from Pickering, heading to Whitby (where you can learn more about James Cook), then Scarborough, and back to Pickering.

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Kirkbymoorside and Gillamoor

Kirkbymoorside and Gillamoor

A circular walk from the market town of Kirkbymoorside in Ryedale. The route heads north through Manor Vale Woodland and open fields to reach nearby Gillamoor with its pretty church and surprise view, before returning through plantations alongside the River Dove.

A circular walk from the market town of Kirkbymoorside in Ryedale. The route heads north through Manor Vale Woodland and open fields to reach nearby Gillamoor with its pretty church and surprise view, before returning through plantations alongside the River Dove.

A circular walk from the market town of Kirkbymoorside in Ryedale. The route heads north through Manor Vale Woodland and open fields to reach nearby Gillamoor with its pretty church and surprise view, before returning through plantations alongside the River Dove.

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Malton and Broughton Lane

Malton and Broughton Lane

A circular walk (part of which is easy access) from the market town of Malton in Ryedale. The route heads west, leaving the town via the footbridge over the A64 to explore a pretty woodland belt and a beautiful stretch of the green track, Broughton Lane with lots of wild flowers to enjoy in the spring and summer.

A circular walk (part of which is easy access) from the market town of Malton in Ryedale. The route heads west, leaving the town via the footbridge over the A64 to explore a pretty woodland belt and a beautiful stretch of the green track,…

A circular walk (part of which is easy access) from the market town of Malton in Ryedale. The route heads west, leaving the town via the footbridge over the A64 to explore a pretty woodland belt and a beautiful stretch of the green track, Broughton Lane with lots of wild flowers to enjoy in the spring and summer.

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Pickering Castle and Newbridge

Pickering Castle and Newbridge

A circular walk from the market town of Pickering in Ryedale. The route heads north through quiet lanes and pastures to the railway crossing at Newbridge before climbing into woodland to visit Pickering Castle on the return leg.

A circular walk from the market town of Pickering in Ryedale. The route heads north through quiet lanes and pastures to the railway crossing at Newbridge before climbing into woodland to visit Pickering Castle on the return leg.

A circular walk from the market town of Pickering in Ryedale. The route heads north through quiet lanes and pastures to the railway crossing at Newbridge before climbing into woodland to visit Pickering Castle on the return leg.

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Pickering Gillamoor Loop

Pickering Gillamoor Loop

A medium difficulty 3 hour cycle route starting in Pickering, going via Cropton, Lastingham, Hutton-le-Hole, Gillamoor, Fadmoor, Welburn, Salton and Normanby, before returning to Pickering.

A medium difficulty 3 hour cycle route starting in Pickering, going via Cropton, Lastingham, Hutton-le-Hole, Gillamoor, Fadmoor, Welburn, Salton and Normanby, before returning to Pickering.

A medium difficulty 3 hour cycle route starting in Pickering, going via Cropton, Lastingham, Hutton-le-Hole, Gillamoor, Fadmoor, Welburn, Salton and Normanby, before returning to Pickering.

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Pickering Hutton-le-Hole Marton Loop

Pickering Hutton-le-Hole Marton Loop

A medium difficulty 2 hour cycle route starting in Pickering, going via Cropton, Lastingham, Hutton-le-Hole, Keldholme and Marton, before returning to Pickering.

A medium difficulty 2 hour cycle route starting in Pickering, going via Cropton, Lastingham, Hutton-le-Hole, Keldholme and Marton, before returning to Pickering.

A medium difficulty 2 hour cycle route starting in Pickering, going via Cropton, Lastingham, Hutton-le-Hole, Keldholme and Marton, before returning to Pickering.

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Helmsley and Rievaulx Abbey

Helmsley and Rievaulx Abbey

A walk from the market town of Helmsley in Ryedale. The route follows the Cleveland Way through open fields, beautiful woodland belts and along quiet lanes to visit the spectacular Rievaulx Abbey before returning along the same route.

A walk from the market town of Helmsley in Ryedale. The route follows the Cleveland Way through open fields, beautiful woodland belts and along quiet lanes to visit the spectacular Rievaulx Abbey before returning along the same route.

A walk from the market town of Helmsley in Ryedale. The route follows the Cleveland Way through open fields, beautiful woodland belts and along quiet lanes to visit the spectacular Rievaulx Abbey before returning along the same route.

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Helmsley and Beck Dale

Helmsley and Beck Dale

A circular walk from the market town of Helmsley and Beck Dale. The trail heads north through the beautiful woodland belt of Beck Dale, following an idyllic babbling brook, before crossing a few fields and returning via another woodland belt, Ash Dale.

A circular walk from the market town of Helmsley and Beck Dale. The trail heads north through the beautiful woodland belt of Beck Dale, following an idyllic babbling brook, before crossing a few fields and returning via another woodland belt, Ash Dale.

A circular walk from the market town of Helmsley and Beck Dale. The trail heads north through the beautiful woodland belt of Beck Dale, following an idyllic babbling brook, before crossing a few fields and returning via another woodland belt, Ash Dale.

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Kirkbymoorside and Ravenswick

Kirkbymoorside and Ravenswick

A circular walk from the market town of Kirkbymoorside in Ryedale. The route heads east and north, visiting the site of the former Ravenswick Hall, the beautiful Ravenswyke Woods and a long stretch of Manor Vale Woods. This walk is published through a collaboration with Ryedale District Council.

A circular walk from the market town of Kirkbymoorside in Ryedale. The route heads east and north, visiting the site of the former Ravenswick Hall, the beautiful Ravenswyke Woods and a long stretch of Manor Vale Woods. This walk is published through a collaboration…

A circular walk from the market town of Kirkbymoorside in Ryedale. The route heads east and north, visiting the site of the former Ravenswick Hall, the beautiful Ravenswyke Woods and a long stretch of Manor Vale Woods. This walk is published through a collaboration with Ryedale District Council.

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Captain Cook’s Monument and Roseberry Topping

Captain Cook’s Monument and Roseberry Topping

Try this 7.6-km circular trail near Middlesbrough, North Yorkshire. Generally considered a moderately challenging route, it takes an average of 2 h 34 min to complete. This trail is great for birding, hiking, and running.

Try this 7.6-km circular trail near Middlesbrough, North Yorkshire. Generally considered a moderately challenging route, it takes an average of 2 h 34 min to complete. This trail is great for birding, hiking, and running.

Try this 7.6-km circular trail near Middlesbrough, North Yorkshire. Generally considered a moderately challenging route, it takes an average of 2 h 34 min to complete. This trail is great for birding, hiking, and running.

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