4.5
(173)
8,705
riders
551
rides
Road cycling routes around Longwick-Cum-Ilmer are situated within the Chiltern Hills Area of Outstanding Natural Beauty, characterized by chalk ridges, rolling hills, and ancient beech woodlands. The region offers open downs and quiet vales, providing varied terrain for road cyclists. Most routes feature paved surfaces, suitable for road bikes. The landscape includes notable features such as Coombe Hill, the highest viewpoint in the Chilterns, offering panoramic views.
Last updated: May 16, 2026
4.8
(5)
56
riders
51.4km
03:11
430m
430m
Cycle the moderate 31.9-mile National Byway: Bernwood Forest Loop, exploring historic sites and rolling countryside.
4.0
(1)
74
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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49
riders
71.8km
02:55
390m
390m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
55
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
38
riders
51.9km
02:38
670m
670m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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The common in Great Milton is a great place to stop and refuel on your cycle. Just around the corner is a luxury hotel and restaurant, Le Manoir aux Quat'Saisons, if you fancy treating yourself.
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Amazing stop for pizza. Bike racks, outside and inside seating and good service
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This is a terrible section of the cycle network on B roads that are used by heavy haulage and on very low lying land resulting in dangerous fast roads with heavy goods vehicles that is often flooded, I would avoid this section when planning any tours, however there are precious little options for traversing this area, probably why there was little choice but to route the 57 on these roads.
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A lovely little church, didn't get a chance to go inside by was nice to take a stop at
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Campsite now open, friendly staff, great cake and bacon/sausage sandwich's. Large cycle groups should book to ensure a spot
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J. R . R. Tolkien often visited Brill when he lived in Oxford, and used it as his basis of Bree where beloved character Frodo Baggins meets Aragorn for the first time.
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The region is characterized by its dramatic chalk ridges, rolling hills, and ancient beech woodlands, all within the Chiltern Hills Area of Outstanding Natural Beauty. You'll encounter open downs and quiet vales, with most routes featuring paved surfaces suitable for road bikes.
Yes, the network offers options for various ability levels. While many routes are classified as moderate, such as the National Byway: Bernwood Forest Loop, there are also more challenging ascents within the Chiltern Hills for experienced cyclists. Overall, there are 170 easy, 366 moderate, and 22 difficult routes available.
You can enjoy several significant sights. Coombe Hill, the highest viewpoint in the Chilterns, offers panoramic views over the Aylesbury Vale. Other points of interest include the historic Coombe Hill Monument and the ancient Lower Icknield Way, which some routes follow. You might also pass by Hughenden Manor or the distinctive Whiteleaf Cross.
Absolutely. Cycling routes often lead to stunning vistas. Coombe Hill is a prime location, providing enchanting panoramic views over the Aylesbury Vale, extending as far as the Cotswolds on a clear day. The Bacombe Hill Local Nature Reserve also offers great views.
Yes, many of the road cycling routes around Longwick-Cum-Ilmer are designed as loops, allowing you to start and finish in the same location. For example, the Upper Icknield Way – Dinton Church and Manor House loop from Princes Risborough is a popular circular option.
The area is highly rated by the komoot community, with an average score of 4.5 stars from over 140 reviews. More than 7,000 road cyclists have explored the varied terrain, often praising the picturesque backdrop of chalk ridges, rolling hills, and ancient beech woodlands.
While many road cycling routes involve hills, the region also offers paths like The Phoenix Trail, which is an off-road cycle and bridle route connecting to Thame. This trail provides gentler sections that can be suitable for families, and the Longwick Playing Field offers open space and a children's playground.
The Chiltern Hills are beautiful year-round. Spring is particularly lovely when bluebells bloom in the woodlands, such as around Hughenden Manor. Clear days offer the best panoramic views from high points like Coombe Hill. Autumn also brings vibrant foliage to the ancient beech woodlands.
Many routes start from towns like Princes Risborough and Monks Risborough, which are likely accessible by public transport, making it convenient to reach the starting points of your rides. For instance, the Great Milton Common – Spire & Spoke loop from Monks Risborough begins from a well-connected location.
Yes, for those seeking a challenge, the region's rolling hills and chalk ridges offer demanding ascents. Routes like the Radnage Lane – Dolesden Lane loop from Princes Risborough feature significant elevation gain, providing a rewarding workout amidst the scenic Chilterns landscape.
Yes, the area is rich in history. The Upper Icknield Way – Dinton Church and Manor House loop from Princes Risborough follows parts of the ancient Icknield Way, possibly a pre-Roman route. You might also pass by historic churches like Holy Trinity Church in Bledlow, which can be part of loop trails.


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