Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Places to see
Castles
United Kingdom
England
Yorkshire And The Humber
North Yorkshire
Ryedale

Oldstead

Top 5 Castles around Oldstead

Best castles around Oldstead are found in the historic North Yorkshire region, an area known for its medieval settlements and monastic history. Oldstead itself was a medieval settlement, with monks from the area later establishing Byland Abbey nearby. The surrounding landscape features the Howardian Hills and offers a diverse range of historical sites. This area provides opportunities to explore significant fortifications and stately homes.

Best castles around Oldstead

  • The most popular castles is Duncombe Park Mansion, a man_made_monument that…

Last updated: May 2, 2026

Helmsley — Market Town

Highlight • Monument

The charming town of Helmsley is nestled in the heart of the picturesque North Yorkshire Moors.

Helmsley offers plenty to do and see. You could visit the imposing Helmsley Castle, …

Tip by

See hikes here

Send to Phone

Save

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 …

Tip by

Save

Sign up now to discover places like this

Get recommendations on the best single tracks, peaks, & plenty of other exciting outdoor places.

Sign up for free

Duncombe Park Mansion

Highlight • Monument

Duncombe Park is a 300-acre (120-hectare) country estate and one of Yorkshire’s finest historic homes. It is the current home of the Duncombe family, or Baron Feversham. The estate sits …

Tip by

Save

Crayke Village and Castle

Highlight • Pub

Crayke is a small village with a great vantage point over the Vale Of York. Climbing up here beings great views to the south and it a little taster of …

Tip by

Save

View of Gilling Castle from The Avenue

Highlight (Segment) • Historical Site

From The Avenue, you have a great view of Gilling Castle at its end, but I am afraid there is no access to the grounds: get as close as you …

Tip by

Save

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Oldstead

MTB Trails around Oldstead

Hiking around Oldstead

Running Trails around Oldstead

Gravel biking around Oldstead

Cycling around Oldstead

Road Cycling Routes around Oldstead

Tips from the Community

Spudman
February 22, 2026, Helmsley Market Town

The A170 is a busy road so if cycling try to minimise the distance you have to ride along it

0

0

Rob1867🦉
February 10, 2025, Helmsley Castle

Great history

0

0

Duncombe Park is a 300-acre (120-hectare) country estate and one of Yorkshire’s finest historic homes. It is the current home of the Duncombe family, or Baron Feversham. The estate sits in a beautiful setting above the meandering River Rye and is noted for its woodland walks and wildlife. It has been designated a National Nature Reserve due to the rare insects and fungi that thrive in the ancient woodlands. The trails in the park itself are open to the public seven days a week, and tickets can be bought from the Birds of Prey Centre for a nominal fee of £1 at the time of writing. The house itself, however, is closed to the public but does host public events such as weddings.

1

0

Mandi
September 5, 2024, Helmsley Castle

If you are an English Heritage member, admission is free!!

0

0

Helmsley is a market town and civil parish in North Yorkshire, England. Historically part of the North Riding of Yorkshire.

1

0

Helmsley Castle is a medieval castle situated in the market town of Helmsley, within the North York Moors National Park, North Yorkshire,

0

0

A quaint market town with interesting monuments and great shops and places to eat.

1

0

The charming town of Helmsley is nestled in the heart of the picturesque North Yorkshire Moors. Helmsley offers plenty to do and see. You could visit the imposing Helmsley Castle, a magnificent medieval fortress that offers a glimpse into the town's past, wander through the vibrant Helmsley Walled Garden, or take a leisurely stroll through the bustling streets.

3

0

Frequently Asked Questions

What historical sites, beyond castles, can I explore near Oldstead?

Beyond the castles, the Oldstead area is rich in history. You can visit the iconic ruins of Byland Abbey, established by monks who relocated from Oldstead. Another significant site is Rievaulx Abbey, recognized as the first Cistercian Abbey in the North of England, offering impressive ruins and tranquil woodlands. Both are managed by English Heritage.

Are there family-friendly castles or historical sites to visit around Oldstead?

Yes, several sites are suitable for families. Helmsley Castle, managed by English Heritage, offers a chance to explore medieval ruins. Duncombe Park Mansion, while the house itself is closed, features 300 acres of woodland walks and wildlife, designated as a National Nature Reserve, which can be enjoyable for families.

What outdoor activities can I do near the castles around Oldstead?

The area around Oldstead offers various outdoor activities. You can find numerous hiking and cycling routes. For example, there are easy hikes like the 'Yorkshire Gliding Club – Kilburn White Horse loop' or the 'Byland Abbey Ruins – Abbey Bank Wood — Path to Wass loop'. Cyclists can explore routes such as the 'Byland Abbey Ruins – Byland Abbey loop'. You can find more details on these and other routes in the easy hikes around Oldstead guide or the cycling around Oldstead guide.

Can I visit Castle Howard, and what makes it unique?

Yes, Castle Howard is a magnificent stately home in the Howardian Hills, open to the public daily throughout spring and autumn. It has been the private residence of the Howard family for over 300 years and is notable for serving as a filming location for numerous iconic TV shows and movies.

Are there any castles near Oldstead that offer great viewpoints?

Yes, Crayke Village and Castle provides a great vantage point over the Vale of York. While the castle itself is privately owned, the village offers excellent views to the south and glimpses of the Howardian Hills to the north and east.

What are the options for parking when visiting castles near Oldstead?

For Helmsley Castle, ample parking is available nearby in the market town of Helmsley and at the castle itself. For other sites like Byland Abbey or Rievaulx Abbey, parking facilities are typically available on-site or in nearby villages, though it's always advisable to check specific venue websites for the most current information.

What is the best season to visit the castles and historical sites around Oldstead?

The spring and autumn months are generally ideal for visiting the castles and historical sites around Oldstead. During these seasons, sites like Castle Howard are fully open, and the weather is often pleasant for exploring ruins like Byland Abbey and Rievaulx Abbey, as well as enjoying the surrounding walking trails.

Are there any dog-friendly options for castle visits or walks near Oldstead?

Many outdoor areas and some historical sites around Oldstead are dog-friendly. While specific rules vary, dogs on leads are often permitted in the grounds of ruins like Byland Abbey and Rievaulx Abbey. For Helmsley Castle, English Heritage typically allows dogs on leads in the grounds. Always check the specific site's policy before your visit.

Can I see Gilling Castle, and is it accessible to the public?

You can get a great view of Gilling Castle from The Avenue. However, the castle itself is not accessible to the public as it now serves as a prep department for Ampleforth College. You can view it from a distance but cannot enter the grounds.

What do visitors enjoy most about the castles and historical sites in the Oldstead region?

Visitors frequently appreciate the rich history and picturesque settings of the sites. The opportunity to explore centuries-old ruins, wander through grand estates, and enjoy woodland walks are often highlighted. The area's blend of medieval fortresses, stately homes, and monastic ruins, set within the beautiful North Yorkshire landscape, receives high praise from the komoot community.

Are there cafes or pubs near the castles around Oldstead?

Yes, you'll find options for refreshments. The market town of Helmsley, home to Helmsley Castle, has a wide range of cafes and pubs. In Crayke Village, near Crayke Castle, you can find the historic Durham Ox pub. For other sites, nearby villages often offer local establishments.

How can I reach the castles and historical sites near Oldstead using public transport?

Public transport options to the specific sites near Oldstead can be limited. Helmsley, where Helmsley Castle is located, is served by local bus routes connecting to larger towns. For Byland Abbey and Rievaulx Abbey, bus services might be available to nearby villages, often requiring a walk to the sites. It's recommended to check local bus timetables for the most up-to-date information.

Most popular routes around Oldstead

MTB Trails around Oldstead

Most popular attractions around Oldstead

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

Looking for the best castles somewhere else? Discover other guides around Oldstead:

CoultonHovinghamCawtonNunningtonSand HuttonGrimstoneStonegraveScackletonNorth York Moors National ParkSaltonGilling EastKirkbymoorsideTerringtonSheriff HuttonEdstoneOswaldkirkAmpleforthSproxtonWarthillBarton-Le-StreetWombletonNawtonWelburnHowardian Hills AONBBrawbyBarugh (Great And Little)ConeysthorpeFrytonSlingsbyByland With WassHelmsleyHaromeBeadlamMaltonHabtonAmotherbyLillings AmboGate HelmsleyUpper HelmsleyBulmerThornton-Le-ClayHuttons AmboAppleton-Le-Street With EasthorpeWestowWelburnWhitwell-On-The-HillHenderskelfeFostonSouth HolmeHawnbyHowshamHartonFlaxtonBarton-Le-WillowsClaxtonScrayinghamCrambeButtercrambe With BossallSwintonBroughtonNorton-On-Derwent

Nearby adventure guides

Things to Do around Cold Kirby

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