Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Hikes
United Kingdom
England
West Midlands Region

Oswestry

The best walks and hikes around Oswestry

4.5

(31)

263

hikers

47

hikes

Hiking around Oswestry explores a landscape where the Shropshire hills meet the Welsh border. The region features rolling hills, ancient earthworks, and tranquil canal towpaths. The terrain includes limestone formations and volcanic hills, offering a mix of gentle and more challenging routes through woodlands and open countryside.

Best hiking trails around Oswestry

  • The most popular hiking route is Oswestry Castle – Old Oswestry Hill Fort loop from Oswestry, a 5.1 miles (8.2 km) trail that connects the town's historic…

Last updated: April 28, 2026

4.4

(8)

31

hikers

#1.

River – Old Oswestry Hill Fort loop from Oswestry

20.6km

05:34

270m

270m

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

Navigate with device

Send to Phone

Save

Hard

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

Easy
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

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

Moderate

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

Moderate
Sign up for free to see 43 more hikes around Oswestry.

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 Oswestry

Road Cycling Routes around Oswestry

Cycling around Oswestry

Running Trails around Oswestry

MTB Trails around Oswestry

Tips from the Community

Helen
October 27, 2025, View from Oswestry Old Racecourse

Lovely walk with hills to challenge a little

0

0

Lovely atmosphere.

0

0

located in the old square it's a great place to stop for a brake, there's a great amount of outdoor seating either out in the sun or in the shade. With bike racks at hand and a lovely setting it's a good stop off.

0

0

Whittington Castle is a castle in northern Shropshire, England, owned and managed by the Whittington Castle Preservation Fund. The castle was originally a motte-and-bailey castle, but this was replaced in the 13th century by one with buildings around a courtyard whose exterior wall was the curtain wall of the inner bailey. As a castle of the Welsh Marches, it was built on the border of Wales and England very close to the historic fort of Old Oswestry.

4

0

Old Oswestry is one of Britain's best preserved hill forts, with its stunning display of earthworks. Constructed during the Iron Age, the first evidence of a settlement here dates back to around 1000 BC. After the fort fell into disuse, it was incorporated into Wat's Dyke, a linear earthwork not dissimilar to the nearby Offa's Dyke. Both defined the border between rival kingdoms.

0

0

Catherine
January 29, 2023, Whittington Castle

Free to enter, £2 parking (paid in the cafe). A great little place to look around. Free walking tours are available - check website for more details. There’s also a lovely little cafe on site too which is open from 10:00am-4:00pm daily.

0

0

The first community run castle in England. You can support the community and the schools programme by stopping in at the wonderful cafe. All proceeds go back to the castle.

2

0

Cambrian Heritage Railway, museum, cafe and brewery. Steam and vintage diesel trains. Seasonal opening/train running times - see website cambrianrailways.com

0

0

Frequently Asked Questions

Are there many hiking trails to choose from around Oswestry?

Yes, there is a wide variety of trails. You can find over 50 curated hiking routes around Oswestry, ranging from easy strolls to more challenging treks, ensuring there's a path for every fitness level.

What do other hikers think of the trails in the Oswestry area?

The trails around Oswestry are highly regarded by the komoot community, holding an average rating of 4.6 stars. Hikers frequently praise the mix of historic sites, like the ancient hillforts, and the peaceful canal-side paths.

Are there any good circular walks in the region?

Absolutely. The area is excellent for circular hikes. For a shorter, accessible loop, consider the Booka Bookshop & Café – Old Oswestry Hill Fort loop from Oswestry. It's a gentle 4.2-mile (6.8 km) walk that combines town and country scenery.

What are the best options for family-friendly walks?

For a family outing, the towpaths along the Montgomery Canal or Llangollen Canal offer flat, easy, and safe walking conditions. Another great option is Ifton Meadows, a peaceful nature reserve with a mix of woodland and open meadow paths perfect for a short, relaxing stroll with children.

Can I bring my dog on the trails around Oswestry?

Many trails around Oswestry are dog-friendly, but it's important to be mindful of the landscape. Routes crossing farmland with livestock, such as those around the Breidden Hills, will require dogs to be on a lead. Woodland paths and trails like those at Ifton Meadows are generally great for walking with dogs.

Are there any hikes that include a good pub stop?

Yes, combining a walk with a pub visit is a popular local pastime. Many trails, especially those along sections of the Offa's Dyke Path or near Llanymynech, pass through or near villages with traditional pubs. Planning a route that ends near a town or village centre is your best bet for finding a welcoming pub.

Where can I find walks with historical significance?

Oswestry is steeped in history. For a walk through the past, explore the trails at the Llanymynech Limeworks Heritage Area, where you can see remnants of the area's industrial past, including a restored Hoffman Kiln. The Offa's Dyke Path National Trail, which runs right past Oswestry, is another key historical route tracing the ancient border between England and Wales.

Is it possible to reach any trailheads using public transport?

Yes, some areas are accessible by bus. For example, local bus services from Oswestry can get you close to trailheads for walks around the Old Racecourse Common. However, for more remote areas like the Breidden Hills or Pistyll Rhaeadr, a car is often more practical. Always check the latest bus timetables before you travel.

What about parking for the main hiking spots?

Many popular walking destinations have dedicated parking. For instance, Llanymynech Rocks Nature Reserve offers several small car parks. There is also a pay-and-display car park at the very popular Pistyll Rhaeadr waterfall. For walks starting in Oswestry town, it's best to use one of the public car parks and walk to the trailhead.

Are there any challenging, longer hikes for experienced walkers?

For those seeking a more demanding day out, the River – Old Oswestry Hill Fort loop from Oswestry offers a substantial 12.8-mile (20.7 km) trek through the surrounding countryside. Another option is to tackle a section of the Offa's Dyke Path or explore the volcanic Breidden Hills, which feature steeper climbs and rewarding views.

Can I see any waterfalls on a hike near Oswestry?

Yes, the most famous waterfall in the area is Pistyll Rhaeadr, one of the tallest in Wales. It's a major local attraction with a well-trodden footpath to its base and more strenuous routes that climb up alongside it for stunning views from the top. There is a car park and a small café at the site.

What should I pack for a day of hiking in this area?

Given the changeable border weather, it's wise to pack waterproofs regardless of the forecast. Sturdy walking shoes or boots are essential, as paths can be muddy or uneven. Also, bring water, snacks, a fully charged phone, and a map or the komoot app for navigation, especially on less-trafficked routes.

Most popular routes around Oswestry

Road Cycling Routes around Oswestry

Most popular attractions around Oswestry

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.

StaffordshireHerefordshireWorcestershireShropshireWarwickshireChurch StrettonGoodrichSolihullTelford and WrekinBirminghamWorthen With ShelveBridstowColwallCoventryWalfordRoss-On-WyeWeston Under PenyardWhitchurchLlanfair WaterdineMiddleton ScrivenWestburyLeighton And Eaton ConstantineAston EyreBrampton AbbottsSutton ColdfieldNewcastle On ClunMarstowMathonEastnorMuch WenlockActon RoundPontesburyCressageMoreMinsterleyWistanstowAbdon And HeathStottesdonEaton-Under-HeywoodTidbury GreenRomsleyOrcopEdgtonBurwartonAston BotterellPreesKenleyHarleyFownhopeHughleyDonningtonMelverleyShrewsburyWem RuralBerkswellClunburyWelsh NewtonBerringtonCulmingtonKingslandHolme LacySibdon CarwoodPixleyFarlowBarrowWithingtonMunsleyDudleyMainstoneLittle MarcleStoke-on-TrentClunClungunfordLedburyNew Frankley In BirminghamPimhillBrilleyBrockhamptonLudlowWoolhopeCusopSellackHopton WafersTarringtonStanton LacyAlberbury With CardestonHerefordCoreleyHope BagotCaynhamAtchamHordleyCraven ArmsStanford BishopWolverhamptonLongnorHope BowdlerQuatt MalvernSandwellWroxeter And UppingtonKings CapleRatlinghopeFinhamMonkhoptonLongdenBettws-Y-CrwynStoweWhitchurch UrbanHopton CangefordActon BeauchampUffingtonEytonTedstone DelamereDinedorLittle BirchLuctonChettonBridgnorthPettonMeridenOrletonKnillBolstoneLlanwarneTitleyDewsallEardingtonHarewoodPencoydUpton MagnaWoolstastonGreeteAymestreyLlandinaboHampton BishopLeebotwoodAllesleyGanarewWheathillWellington HeathBallinghamLower HarptonBreintonAston InghamHopesayChurch PulverbatchRuyton-Xi-TownsCradleyDiddleburyBurghillChirbury With BromptonKnockinEardisleyActon ScottWhittonLeinthall StarkesSidburyEltonAconburyKington RuralKembertonMoreton On LuggKinnerleyBillingsleyKingtonAlveleyStanton Upon Hine HeathChurch PreenLittle NessBlakemereWem UrbanWelshampton & And LynealWactonSheintonBaschurchWentnorCollingtonNashKilpeckLyonshallNeentonBurfordPreston On WyeHodnetEdwyn RalphBalsallDitton PriorsWeobleyBorastonIghtfieldMorvilleMilsonLudfordSt. DevereuxCoundAlmeleyWeston-Under-RedcastlePeterstowPipe And LydeHopton CastleStocktonTasleyWest FeltonClee St. MargaretLugwardineEdvin Loach And SaltmarsheTedstone WaferLintonCallowEllesmere RuralCardingtonShobdonMuch BirchBosburyCoddingtonCleobury NorthLlanyblodwelCastle FromeDowntonSt. WeonardsHatfield And NewhamptonLittle DewchurchWalsallAshford CarbonelKinletHuntingtonBuildwasMordifordSelattyn And GobowenLydhamOswestry RuralColebatchMuch DewchurchCockshuttWhitchurch RuralEye, Moreton And AshtonAshford BowdlerOniburyBitterleyMoccas

Nearby adventure guides

Things to Do around Oswestry Rural

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