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Cheltenham

The best walks and hikes around Cheltenham

4.5

(292)

3,616

hikers

401

hikes

Hiking around Cheltenham offers diverse landscapes on the edge of the Cotswolds Area of Outstanding Natural Beauty. The region features dramatic escarpments, rolling hills, ancient woodlands, and tranquil reservoirs. Prominent hills like Cleeve Hill and Leckhampton Hill provide varied terrain, from open moorland to steep woodland paths. This combination creates a rich environment for outdoor activities, catering to various hiking preferences.

Best hiking trails around Cheltenham

  • The most popular hiking route is Lineover Wood & Dowdeswell Reservoir loop — The…

Last updated: April 26, 2026

4.5

(31)

113

hikers

#1.

Lineover Wood & Dowdeswell Reservoir loop — The Cotswolds

6.14km

01:50

190m

190m

Embark on the Lineover Wood & Dowdeswell Reservoir loop, an easy 3.8-mile (6.1 km) hike through the Cotswolds. This route offers a delightful mix of serene waterside paths around Dowdeswell…

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Easy

Hike the Leckhampton Hill loop via Devil's Chimney, an easy 3.7-mile (6.0 km) route with 593 feet (181 metres) of elevation gain, taking about 1 hour and 47 minutes. You…

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

Hard

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

Easy

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

Easy

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

Easy

Hard hike. Very good fitness required. Mostly accessible paths. Sure-footedness required.

Hard

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
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Popular around Cheltenham

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Tips from the Community

Bettina
May 4, 2026, The Single Beech

Beech with bench. It is a very nice resting place with a view.

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Jockel
January 31, 2026, The Single Beech

Added to the collection: komoot.com/de-de/collection/3600632/-naturdenkmaeler-besondere-baeume-und-weitere-schaetze-der-natur

Translated by Google

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It’s a tree, on a hill, with a bit of a bench around it near a golf course.

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Amazing views and a great place to run with lots of trails to choose from

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For views of Cheltenham and also part of Cotswold Way can be busy in car park

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Congratulations, you've made it to the top of the mighty Leckhampton Hill peak. Take a well-deserved breather and admire the beautiful panoramic views in every direction. The toposcope will direct you to the best views, with some stretching all the way over to the Brecon Beacons in Wales!

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The Single Beech, also known as lone or lonely beech, is a single-standing windswept beech tree holding the title as the tallest tree in the Cotswolds, standing at 317m high. There is a magnificent 360 degree panoramic view here where you can really appreciate the scenes of the Cotswolds and surrounding area, including views across Cheltenham, Gloucester & over the Severn Vale to Wales.

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Take a seat and enjoy wonderful views over Cheltenham, the Vale of Evesham, the Malverns and as far as the Black Mountains in Wales.

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More Information

Grand vistas

Your walks in Cheltenham can be flat, hilly or a blend of the two without having to stray far at all. From the spa town’s heart, there are numerous footpaths and bridleways leading to the hilltops overlooking the bustling settlements. To the northeast, Cleeve Hill offers outstanding views in every direction; to the south, ascend Hartley Hill to Devil’s Chimney, a limestone rock formation. When you reach the top of any of the nearby hills, you’ll find even more paths and trails leading you along the ridges, making it easy to create loop walks as long or as short as you like. 

There are also plenty of car parks on the hilltops above the town, so you can begin your adventures at height and explore the gorgeous hills more easily. Immediately east lies Dowdeswell Reservoir, a particularly wonderful objective thanks to its verdant surroundings. 

Explore the Vale of Gloucester

The hills are lovely but some of the best hiking trails in Cheltenham take you along the valley floor to the west. A web of footpaths and bridleways criss-cross farmland, leading you to tiny villages time has forgotten, centuries-old churches and across more rivers and streams than you can count. Between the town and its neighbour, Gloucester, lies Churchdown Hill which rises from flat surroundings and has an Iron Age hillfort on its summit. 

See spa town history

Spa towns are an interesting part of Britain’s landscape and if you keep your hikes in Cheltenham’s town boundaries, you can find much of its 18th and 19th-century grandeur still very much in evidence. Stroll through Montpellier district to see its Grade I-listed buildings before heading through the centre to Pittville’s glorious park, where the Pump Room lies, the core of Cheltenham’s spa buildings. 

If you’re looking for one of the most iconic parts of the town, hike north through lovely residential streets to see Cheltenham Racecourse, which is encircled by a public footpath. If you hike into the hills to the west, you can enjoy fantastic views across the course to get a better idea of its scale.


Frequently Asked Questions

How many hiking trails are there around Cheltenham?

Cheltenham offers a wide variety of hiking opportunities, with over 400 routes available on komoot. These range from easy strolls through parks to more challenging ascents in the Cotswold Hills.

Are there easy hiking trails suitable for beginners or families in Cheltenham?

Yes, Cheltenham has many easy trails. Over 270 routes are rated as easy, perfect for a relaxed outing. For a pleasant walk through woodlands and by water, consider the Lineover Wood & Dowdeswell Reservoir loop. Another accessible option is the Pittville Pond – Pittville Park Lake loop from Cheltenham, which explores one of the town's largest parks.

What kind of views can I expect on hikes around Cheltenham?

Hiking around Cheltenham offers spectacular views, especially from the Cotswold escarpment. From high points like Cleeve Hill and Leckhampton Hill, you can enjoy panoramic vistas across the Severn Vale, the Malvern Hills, and even as far as South Wales on clear days. The View from Leckhampton Hill loop is a great option for scenic overlooks.

Are there any circular hiking routes near Cheltenham?

Many of the trails around Cheltenham are circular, allowing you to start and end at the same point. For example, the Leckhampton Hill loop via Devil's Chimney is a popular circular route that showcases varied terrain and a famous rock formation. The Shaw Green Union Jack Tree – Cheltenham Racecourse loop also offers a pleasant circular walk.

What are some interesting natural landmarks or attractions to see while hiking?

Cheltenham's hiking trails often pass by notable natural features. You can explore the striking Devil's Chimney rock formation on Leckhampton Hill, or enjoy the tranquil waters of Dowdeswell Reservoir. Cox's Meadow is also a wildlife haven with an accessible walking loop.

Can I find hikes accessible by public transport in Cheltenham?

Cheltenham's urban green spaces and nearby hills offer several routes that can be accessed via public transport. Many trails starting directly from Cheltenham, such as those leading to Leckhampton Hill or through Pittville Park, are within easy reach of bus routes. The Honeybourne Line, a flat, traffic-free path, is also easily accessible within the town.

What do other hikers say about the trails in Cheltenham?

The hiking trails around Cheltenham are highly regarded by the komoot community, with an average rating of 4.5 stars from nearly 300 reviews. Hikers frequently praise the diverse landscapes, from the dramatic Cotswold escarpments to peaceful woodlands and reservoirs, and appreciate the well-maintained paths and stunning viewpoints.

Are there any challenging hikes for experienced hikers?

Yes, for experienced hikers seeking a challenge, Cheltenham offers more demanding routes with significant elevation gains. The Devil's Chimney & Shurdington Beacon loop from Cheltenham is a difficult 11.8-mile trail that takes you through varied terrain and offers rewarding views. Another challenging option is the The Single Beech – Leckhampton Hill Viewpoint loop, which covers a substantial distance and elevation.

When is the best time of year to go hiking in Cheltenham?

Cheltenham offers great hiking opportunities year-round. Spring brings wildflowers to areas like Cleeve Hill and Griffiths Avenue Nature Reserve, while autumn showcases vibrant foliage in woodlands. Summer is ideal for long-distance walks along the Cotswold Way, and even winter offers crisp, clear days for enjoying the views, though some trails may be muddy.

Are there any hikes that include a pub stop or are near amenities?

Many trails in the Cotswolds region, including those accessible from Cheltenham, pass through or near charming villages with traditional pubs. While specific routes aren't detailed here, exploring sections of the Cotswold Way or routes around villages like Shurdington can often lead to opportunities for refreshments. It's always a good idea to check local maps for pub locations along your chosen route.

What are the options for parking near popular trailheads?

Parking is generally available near popular hiking spots. For trails on Leckhampton Hill or Cleeve Hill, there are often designated car parks. For walks within Cheltenham's parks, street parking or public car parks are usually available. It's advisable to check specific trailhead information for the best parking options.

Are there any trails that are particularly good for spotting wildlife?

Cheltenham's diverse natural areas are excellent for wildlife spotting. Dowdeswell Woods, adjacent to Dowdeswell Reservoir, is a nature reserve rich in plant and animal species, including various birdlife. Griffiths Avenue Nature Reserve is known for its wildflower meadows and over 15 butterfly species, making it a great spot for nature enthusiasts.

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