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United Kingdom
England
South West England
Gloucestershire

Cheltenham & the western Cotswolds loop from Gloucester

Hard

5.0

(1)

7

riders

Cheltenham & the western Cotswolds loop from Gloucester

04:16

68.8km

500m

Cycling

Embark on a challenging touring bicycle adventure through the western Cotswolds, starting and ending in Gloucester. This difficult 42.8-mile (68.8 km) loop will test your endurance with 1654 feet (504 metres) of elevation gain, typically taking around 4 hours and 15 minutes to complete. You will pedal through classic English…

Last updated: April 23, 2026

Waypoints

A

Start point

Parking

Get Directions

1

949 m

Gloucester Cathedral

Highlight • Religious Site

Situated close to the River Severn, Gloucester Cathedral first appears in records in the 11th century. Built as an abbey church, it has a Norman nucleus as well as touches …

Tip by

2

7.40 km

Staverton Cycleway

Highlight (Segment) • Cycleway

A great way of bypassing the A40 which is basically a motorway at this point. Gets a little muddy after rain, but nothing too bad and remains solid.

Tip by

3

19.5 km

St John the Baptist Church, Tredington

Highlight • Religious Site

The church of St. John the Baptist is known for its wooden tower, a twelfth-century architectural plan, medieval stone benches.

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4

32.0 km

The Royal Oak, Gretton

Highlight • Pub

Beautiful pub with stunning views. Excellent food at reasonable prices and great quality real ales.

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5

34.7 km

Winchcombe

Highlight • Historical Site

Lovely town and great road to cycling.

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B

68.8 km

End point

Parking

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Way Types & Surfaces

Way Types

42.7 km

20.1 km

4.18 km

742 m

475 m

459 m

199 m

Surfaces

39.6 km

27.6 km

1.49 km

141 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

Powered by Foreca

Sunday 24 May

32°C

14°C

0 %

Additional weather tips

Max wind speed: 17.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the terrain like on the Cheltenham & western Cotswolds loop?

The route features an undulating landscape typical of the Cotswolds, meaning you should expect a mix of climbs and descents. While some sections, particularly within towns or along waterways, can be relatively flat, the overall ride is hilly. Be prepared for moderate to strenuous climbs, especially around areas like Cleeve Hill, which offers extensive views from its 330m peak. The route primarily uses well-paved surfaces, but some segments might include unpaved or gravel tracks.

How difficult is the Cheltenham & western Cotswolds loop from Gloucester?

This route is classified as difficult. With a significant elevation gain of over 500 meters across nearly 69 kilometers, it requires good fitness and stamina. The varied terrain, including numerous climbs and descents, makes it a challenging ride best suited for experienced touring cyclists.

What can I see along the route?

The loop offers a delightful ride through classic English countryside, passing through picturesque villages and historical sites. Highlights include the impressive Gloucester Cathedral, the dedicated Staverton Cycleway, and the charming St John the Baptist Church, Tredington. You'll also pass through the historic town of Winchcombe and can stop for refreshments at places like The Royal Oak, Gretton. Expect fine Cotswold scenery with golden-bricked cottages and ancient church towers.

Are there any notable viewpoints along the way?

Yes, the elevated positions in the Cotswolds provide stunning panoramic vistas. From higher points, particularly around Cleeve Hill, you can enjoy extensive views over the Severn Valley, the Malvern Hills, and even towards Wales. The route is designed to showcase the region's scenic beauty.

Does the route intersect other well-known paths?

Yes, the route incorporates sections of several other paths. You'll spend a significant portion on the National Byway (Oxon and Glos) and also encounter parts of the Gloucestershire Cycle Spine, Cotswold Way, Winchcombe Way (West), and Gloucestershire Way, among others.

Where can I park for the Cheltenham & western Cotswolds loop?

As the loop starts and ends in Gloucester, you can find parking options within the city. For specific parking information in Gloucester or Cheltenham, it's advisable to check local council websites or resources like visitcheltenham.com for details on parking facilities and potential charges.

Is the Cheltenham & western Cotswolds loop dog-friendly?

This route is designed for touring bicycles, which generally means dogs are not typically brought along unless they are in a specialized trailer. If you plan to cycle with a dog, ensure they are safely secured and comfortable for the entire duration of the ride. Always be mindful of local regulations, especially when passing through villages or near livestock.

What is the best time of year to cycle this route?

The best time to cycle this loop is typically from spring through early autumn (April to October). During these months, the weather is generally milder, and the Cotswold scenery is at its most vibrant. Spring brings blooming flowers, while autumn offers beautiful foliage. Always check the weather forecast before you go, as conditions can change rapidly in the Cotswolds.

Do I need a permit or pay an entrance fee to cycle in the Cotswolds Area of Outstanding Natural Beauty?

No, you do not need a specific permit or to pay an entrance fee to cycle this route within the Cotswolds Area of Outstanding Natural Beauty (AONB). The public rights of way and cycle paths are freely accessible. However, always respect private land, follow the Countryside Code, and be mindful of local regulations, especially regarding litter and noise.

Are there cafes, pubs, or accommodation options along the route?

Yes, the region is well-suited for touring, with numerous pubs, cafes, and places to stay. You'll pass through charming villages and towns like Winchcombe, offering opportunities for refreshments and breaks. The The Royal Oak, Gretton is one such pub highlighted on the route. Many establishments are cyclist-friendly, allowing you to refuel and enjoy local hospitality.

What should I pack for this touring bicycle route?

Given the route's difficulty and length, it's essential to pack appropriately. Bring plenty of water and snacks, as well as a repair kit for your bicycle. Layers of clothing are recommended due to the changeable weather, along with waterproofs. A helmet is crucial, and a fully charged phone with the Komoot app for navigation is highly advisable. Don't forget sun protection and a camera to capture the stunning Cotswold scenery.

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