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Helmsley

The Top 20 Attractions around Helmsley

There are plenty of places to see and visit around Helmsley. Whether you love hiking or cycling, Helmsley is a region where 20

hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.

Last updated: November 13, 2025

The Wainstones

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This distinctive and fierce-looking rocky outcrop is a popular spot for hikers.

The rocks are situated on a hill called 'Hasty Banks', and there are fantastic views across to Middlesbrough …

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Gormire Lake

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This is a tranquil and majestic lake that is surrounded by lush woodland. As there are no rivers or streams flowing into the lake, it is thought to be fed …

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Kilburn White Horse

Highlight • Historical Site

Kilburn White Horse is one of the most famous landmarks in North Yorkshire. The turf-cut figure, the most northerly of its kind in Britain, is 314 feet (96 m) long …

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Rievaulx Abbey

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Such beautiful and complete ruins of what was once one of the grandest Cistercian abbeys – until Henry VIII set the Dissolution in motion. In the 1200s there were more …

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This peaceful woodland nature reserve is complete with a fresh lake and dramatic cliffs rising from the treetops. From 1,001 feet (305 m) above sea level on the cliff top, …

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On the 5th May 1943, Halifax JD105 was returning to the airfield from Germany and flying through fog. The plane clipped the edge of Hood Hill and crash landed, resulting …

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Urra Moor is the highest of the North York Moors, with Round Hill marking the summit.

Other than fellow walkers, there's a chance you'll bump into archaeologists up on the …

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Sutton Bank Mountain Bike Trails

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A mix of gentle trail centre and bridleways track makes for a bit of a different riding experience out across parts of the Cleveland way. About halfway round is an …

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Helmsley Castle

Highlight • Historical Site

If you're in the picturesque market town of Helmsley, it's well worth a visit to this historic castle. Boasting more than 900 years of history, you can learn how the …

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Hutton-le-Hole village

Highlight • Historical Site

Hutton-le-Hole is often considered one of the prettiest villages in the whole of North York Moors National Park, with easy access to the moorlands. The village itself has a good …

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Ingleby Incline Drum House

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Ingleby Top is the location at the very top of Ingleby Incline from where the ironstone material was transported from the Rosedale Mines to industrial Teesside. The Drum House allowed …

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Other adventures around Helmsley

North York Moors National Park – A Walk in the Parks

Hiking Collection by

Jen Lowthrop

Most popular routes around Helmsley

Hiking around Helmsley

Most popular attractions around Helmsley

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Still not found the Highlight you’re looking for? See guides of the top attractions in other regions:

North York Moors National ParkHawnbyRievaulxOldsteadCold KirbyOld Byland And ScawtonByland With WassSproxtonNewtonBransdaleAmpleforthStapeCroptonLevishamEbberston And YedinghamNunningtonLocktonAllerstonAislabyPickeringHartoftMiddletonWreltonPockleyStonegraveCawtonFarndale WestNawtonHovinghamFadmoorRosedale East SideBeadlamGillamoorThornton-Le-DaleKirkbymoorsideHaromeFarndale EastWelburnCoultonOswaldkirkGilling EastWombletonBirdsallLastinghamSinningtonWiltonSand HuttonMarishesUpper HelmsleyRosedale West SideAppleton-Le-MoorsWillerbyGate HelmsleySettringtonMaltonWarthillLangtonBurythorpeSpauntonScrayinghamNorton-On-DerwentHeslertonLeaveningHowshamHuttons AmboScampstonScackletonGrimstoneSheriff HuttonWestowAcklamSaltonWharramTerringtonThixendaleFrytonHabtonBroughtonCrambeHowardian Hills AONBButtercrambe With BossallConeysthorpeFlaxtonThornton-Le-ClayBarton-Le-WillowsAmotherbySwintonWhitwell-On-The-HillHartonHenderskelfeLillings AmboAppleton-Le-Street With EasthorpeFostonBarton-Le-StreetHutton-Le-HoleSlingsbyKirby MispertonKirby GrindalytheWelburnBulmerBarugh (Great And Little)NormanbyMartonEdstoneSouth HolmeBrawbyRillingtonScagglethorpeWintringhamThorpe BassettClaxtonGantonSherburnLuttonsWeaverthorpeFoxholes

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