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United Kingdom
England
West Midlands Region

Whittington

The best walks and hikes around Whittington

4.4

(394)

3,701

hikers

160

hikes

Hiking around Whittington offers access to a rural landscape characterized by rolling hills, river valleys, and woodlands. The area features diverse terrain, from gentle paths along waterways to more challenging routes with notable elevation gains. Trails often pass through green spaces and connect to historical landmarks.

Best hiking trails around Whittington

  • The most popular hiking route is River – Old Oswestry Hill Fort loop from Oswestry, a 12.8 miles (20.7 km) trail that takes 5 hours 35 minutes to complete. This difficult route includes significant elevation gain and passes by the Old Oswestry Hill Fort.
  • Another top favourite among local hikers is Lower Frankton Locks – Whittington Castle loop from Whittington, a moderate 10.2 miles (16.4 km) path. This route features a mix of canal towpaths and rural sections, passing Whittington Castle.
  • Local hikers also love the Old Oswestry Hill Fort – Old Oswestry Hill Fort loop from Old Oswestry Iron Age Hill Fort, a 5.3 miles (8.5 km) trail leading through varied terrain around the historic hill fort, often completed in about 2 hours 13 minutes.
  • Hiking around Whittington is defined by rural landscapes, historic hill forts, and canal paths. The network offers options for different ability levels, from easy strolls to more challenging hikes.
  • The routes in Whittington are highly rated by the komoot community with an average score of 4.3 stars from over 300 reviews. More than 3000 hikers have used komoot to explore Whittington's varied terrain.

Last updated: November 10, 2026

4.4

(9)

33

hikers

#1.

River – Old Oswestry Hill Fort loop from Oswestry

20.6km

05:35

280m

280m

Hard hike. Very good fitness required. Easily walkable paths.

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Hard

Moderate hike. Good fitness required. Easily walkable paths.

Moderate
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Easy hike. Easily walkable paths.

Easy

Moderate hike. Good fitness required. Easily walkable paths.

Moderate
Easy
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Popular around Whittington

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Tips from the Community

Helen
October 27, 2025, View from Oswestry Old Racecourse

Lovely walk with hills to challenge a little

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Lovely atmosphere.

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Catherine
September 28, 2024, Lockgate Bridge

An extremely steep bridge that we drove over getting to the car park (it was like a ride from Alton Towers 🀣) and then walked over at the start and end of our route.

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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.

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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.

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Catherine
January 29, 2023, Whittington Castle

Free to enter, Β£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.

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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.

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

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Frequently Asked Questions

How many hiking trails are available around Whittington?

There are over 180 hiking trails around Whittington, offering a wide range of options for all skill levels. You'll find everything from easy strolls to more challenging routes with significant elevation gain.

What kind of terrain can I expect on hikes around Whittington?

The terrain around Whittington is diverse, characterized by rural landscapes, rolling hills, and river valleys. Many trails follow canal towpaths, offering gentle, flat walks, while others venture into woodlands and areas with more notable elevation changes, especially around historical hill forts.

Are there any family-friendly hiking options in Whittington?

Yes, Whittington offers numerous easy and moderate trails suitable for families. Many of the canal towpath routes are relatively flat and accessible. For example, the area has around 90 easy routes that are generally shorter and have minimal elevation, perfect for a family outing.

Can I bring my dog on the hiking trails around Whittington?

Many trails around Whittington are dog-friendly, especially those along canal towpaths and through open rural areas. However, it's always recommended to keep dogs on a leash, particularly when passing through farmland or nature reserves, and to check specific route details for any restrictions.

What are some interesting landmarks or attractions I can see while hiking?

Hiking around Whittington offers opportunities to explore various landmarks. You might encounter historical sites like Old Oswestry Hill Fort, or impressive structures such as Pontcysyllte Aqueduct and Chirk Aqueduct. Other highlights include Kynaston's Cave and Chirk Castle.

Are there any circular walks available in the Whittington area?

Yes, many of the hiking routes around Whittington are circular, allowing you to start and end at the same point. An example is the Old Oswestry Hill Fort – Old Oswestry Hill Fort loop from Old Oswestry Iron Age Hill Fort, which is a moderate 5.3-mile trail.

What do other hikers say about the trails in Whittington?

The hiking routes in Whittington are highly rated by the komoot community, with an average score of 4.3 stars from over 300 reviews. Hikers often praise the varied terrain, the historical points of interest, and the well-maintained paths that cater to different ability levels.

Are there options for longer, more challenging hikes?

For those seeking a more challenging experience, Whittington offers several difficult routes. An example is the River – Old Oswestry Hill Fort loop from Oswestry, a 12.8-mile trail with significant elevation gain that typically takes over 5 hours to complete.

Where can I find parking for hiking trails in Whittington?

Parking availability varies by trailhead. Many routes that start from villages or popular attractions like Whittington Castle or Old Oswestry Hill Fort often have designated parking areas nearby. It's advisable to check the specific route details on komoot for parking information before you go.

Are there any routes that combine canal paths with other scenery?

Absolutely. A popular route that combines canal towpaths with rural sections is the Lower Frankton Locks – Whittington Castle loop from Whittington. This moderate 10.2-mile path offers a pleasant mix of waterside walking and countryside views, passing by Whittington Castle.

What is the best time of year to go hiking in Whittington?

Whittington's rural landscape makes it suitable for hiking year-round. Spring and autumn offer pleasant temperatures and beautiful scenery with blooming wildflowers or vibrant foliage. Summer is ideal for longer days, while winter can provide crisp, quiet walks, though some paths may be muddy.

Are there any easy, shorter walks for beginners?

Yes, Whittington has many easy routes perfect for beginners or those looking for a shorter stroll. For instance, the Booka Bookshop & CafΓ© – Booka Bookshop loop from Oswestry is an easy 3.7-mile trail with minimal elevation, ideal for a relaxed walk.

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