Cheltenham & the western Cotswolds loop from Gloucester
Cheltenham & the western Cotswolds loop from Gloucester
5.0
(1)
7
riders
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
Start point
Parking
Get Directions
949 m
Highlight • Religious Site
Tip by
7.40 km
Highlight (Segment) • Cycleway
Tip by
19.5 km
Highlight • Religious Site
Tip by
32.0 km
Highlight • Pub
Tip by
34.7 km
Highlight • Historical Site
Tip by
68.8 km
End point
Parking
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
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Weather
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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.