Chiltern Hills loop from Oxford
Chiltern Hills loop from Oxford
4.0
(1)
3
riders
05:10
80.4km
700m
Cycling
This difficult 50.0-mile touring cycling loop from Oxford explores the Chilterns National Landscape, featuring challenging climbs and scenic
Last updated: February 26, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Waypoints
Start point
Bus stop
Get Directions
28.4 km
Highlight (Segment) • Viewpoint
Tip by
35.3 km
Highlight • Cafe
Tip by
41.1 km
Highlight • Religious Site
Tip by
53.1 km
Highlight • Viewpoint
Tip by
75.0 km
Highlight (Segment) • Trail
Tip by
80.4 km
End point
Bus stop
Way Types & Surfaces
Way Types
49.4 km
16.7 km
5.54 km
3.89 km
3.07 km
1.59 km
333 m
Surfaces
48.2 km
25.4 km
5.70 km
684 m
530 m
< 100 m
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Elevation
Highest point (240 m)
Lowest point (50 m)
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Weather
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Thursday 7 May
17°C
7°C
20 %
Additional weather tips
Max wind speed: 15.0 km/h
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This route was planned by komoot.
This cycling loop is rated as difficult. It covers a distance of approximately 80.4 km with a significant elevation gain of around 700 meters. You should have good to very good fitness to comfortably complete it, as it features numerous steep climbs and descents characteristic of the Chiltern Hills.
The terrain is distinctly undulating with a mix of surfaces. You can expect mostly paved roads, including asphalt and other paved surfaces, but also sections of cycleways and state roads. Some parts may include unpaved paths or compacted gravel, especially on routes within the Chilterns, which can be challenging.
The route offers spectacular scenery and several notable points of interest. You'll pass through green hills, ancient woodlands, and charming villages. Highlights include the expansive View from Watlington Kicker, the picturesque View of the Rolling Hills and Wildflower Fields in Chilterns National Landscape, and the historic All Saints' Church, Fawley. You'll also encounter sections of the beautiful Thames Path.
The Chiltern Hills are beautiful year-round, but spring and summer (April to September) generally offer the most pleasant cycling conditions with warmer weather and blooming wildflowers. Autumn provides stunning foliage. Chalk trails, common in the Chilterns, drain well in dry conditions but can become slippery when wet, so consider this during wetter seasons.
Yes, there are charming villages and spots where you can refuel. A popular stop is The Barn at Turville Heath Café, which is known for being cyclist-friendly and often has a free water tap for refilling bottles. You'll find other pubs and cafes in the villages you pass through.
As the loop starts and ends in Oxford, you can look for public parking facilities within or on the outskirts of the city. Consider parking at one of Oxford's Park & Ride sites and cycling into the city center to begin your route, which can be a convenient option for longer tours.
Yes, this route incorporates sections of several other well-known paths. Notably, it includes parts of the Chilterns Cycleway (12% of the route), Shakespeare's Way (12%), and NCN National Route 57 (10%). You'll also briefly join the Thames Path (8%) and The Chiltern Way (10%).
While the route primarily follows roads and established cycleways, which are generally fine for dogs in a trailer or basket, some sections might include unpaved paths or bridleways. If you plan to bring a dog, ensure they are comfortable with cycling alongside or in a carrier, and always keep them on a leash when off-road or near livestock.
No, there are no specific permits or entrance fees required to cycle through the Chilterns National Landscape (formerly an Area of Outstanding Natural Beauty). The area is open for public access, but please respect private land, follow the Countryside Code, and leave no trace.
This loop is estimated to take approximately 5 hours and 10 minutes of active cycling time. However, this duration can vary significantly based on your fitness level, the number and length of stops you make for refreshments or sightseeing, and weather conditions. Plan for a full day out to enjoy it thoroughly.
The Chiltern Hills are known for their 'punchy' and steep climbs. While specific named climbs like Chinnor Hill or Aston Hill Climb might be on other routes, you can expect numerous challenging ascents throughout this loop. Pacing yourself and being prepared for significant elevation changes is key to enjoying the ride.