Sightseeing in Oxford loop via the Chiltern Hills
Sightseeing in Oxford loop via the Chiltern Hills
26
riders
03:59
92.5km
660m
Road cycling
This moderate 57.5-mile road cycling loop from Oxford explores the challenging Chiltern Hills, offering historic sights and scenic landscape
Last updated: February 26, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
New Marston Meadows
Waypoints
Start point
Bus stop
Get Directions
13.5 km
Highlight (Segment) • Forest
Tip by
38.0 km
Highlight • Settlement
Tip by
47.4 km
Highlight • Restaurant
Tip by
48.3 km
Highlight • Historical Site
Translated by Google •
Tip by
74.4 km
Highlight (Segment) • Cycleway
Tip by
92.5 km
End point
Bus stop
Way Types & Surfaces
Way Types
50.1 km
26.3 km
9.04 km
7.00 km
< 100 m
< 100 m
Surfaces
81.7 km
10.7 km
< 100 m
< 100 m
< 100 m
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Elevation
Highest point (250 m)
Lowest point (60 m)
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Weather
Powered by Foreca
Thursday 7 May
17°C
6°C
12 %
Additional weather tips
Max wind speed: 11.0 km/h
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This route was planned by komoot.
This loop is rated as moderate, requiring good fitness. The terrain in the Chiltern Hills is notably hilly and undulating, featuring steep climbs and descents. While primarily on paved roads, be aware that some segments may be unpaved and challenging for road bikes with skinny tires, potentially requiring you to push your bike or find an alternative.
Since this is a loop starting and ending in Oxford, you'll want to find parking within or on the outskirts of the city. Consider public car parks in Oxford, or look for options that allow for longer stays suitable for a full day's ride. Specific parking details can vary, so it's best to check local Oxford parking information before your trip.
The Chiltern Hills offer beautiful scenery year-round, but spring and autumn are generally ideal for cycling. In spring, you'll see wildflowers and lush greenery, while autumn brings stunning foliage. Summer can be pleasant, but be prepared for warmer temperatures. Winter cycling is possible, but check weather conditions for ice or heavy rain, which can make the hilly terrain more challenging.
No, there are no specific permits or entrance fees required to cycle through the Chilterns National Landscape (formerly AONB). It's a protected landscape, but access for activities like cycling on public rights of way and designated routes is generally free. Always respect local signage and private land.
This route combines the natural beauty of the Chilterns with historic Oxford. You'll pass through picturesque villages and enjoy rolling hills. Key highlights include the challenging Chinnor Hill, the charming Stanton St John Village, and the iconic Radcliffe Camera in Oxford. You'll also encounter the Aston Hill Climb, known to cyclists.
This route is designed for racebikes and covers a significant distance on public roads and cycleways. While dogs are generally welcome in the Chilterns National Landscape, bringing a dog on a racebike loop of this nature is not typically recommended due to the speed, distance, and road conditions. If you wish to bring a dog, consider shorter, dedicated walking or family-friendly cycling trails where they can be safely accommodated.
Yes, this loop incorporates sections of several other routes. Notably, it uses parts of the NCN National Route 57 and the Chilterns Cycleway. You may also briefly intersect with paths like the Barton-Menmarsh and Garsington-GreatMilton routes.
Yes, the route passes through various villages and towns, offering opportunities for refreshments. In Oxford, you'll find numerous options, including The Handle Bar. As you cycle through the Chilterns, you'll encounter charming villages that often have pubs or cafes where you can refuel.
Given the route's classification as 'racebike' and its distance and elevation, a road bike is generally the most suitable. However, be aware that some sections may be unpaved or rutted, which can be challenging for very skinny tires. A road bike with slightly wider tires or a gravel bike might offer more comfort and versatility on these varied surfaces.
The estimated duration for this 92.5 km loop is approximately 4 hours. This is a moving time estimate and does not include stops for sightseeing, food, or rest. Your actual completion time will depend on your fitness level, speed, and how often you choose to pause and enjoy the scenery.
For this moderate, nearly 100km racebike loop, essential items include a well-maintained road bike, helmet, appropriate cycling attire (including layers for changing weather), water bottles, snacks, a basic repair kit (spare tube, pump, tire levers), and a phone for navigation and emergencies. Don't forget sun protection and a small first-aid kit.