4.6
(95)
3,536
riders
112
rides
Road cycling routes around Siddown Hill traverse the scenic Hampshire Downs within the North Wessex Downs Area of Outstanding Natural Beauty. This region is characterized by rolling chalk downland and extensive woodlands, offering varied terrain for cyclists. Siddown Hill itself, at 255 meters, is part of a wider network of challenging hills and quiet country lanes that define the area's cycling landscape. The location on the watershed of the Hampshire Basin contributes to the diverse topography.
Last updated: July 1, 2026
7
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
36.2km
01:46
460m
460m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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11
riders
59.8km
02:41
480m
480m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
9
riders
42.1km
01:56
500m
500m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
8
riders
32.8km
01:42
250m
250m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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IT’S NOW A FLOWER SHOP - don’t do this route if you are expecting a bakery.
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Lovely little cafe I happened upon. Good coffee and selection of cake (the do butties as well). Only open Tue-Sat
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This beautiful arched viaduct carries the train line over the main road. It's a nice sight to look up at as you cycle by.
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This bridge offers breathtaking views up and down the Kennett and Avon Canal in Hungerford. The nearby Tutti Pole is a wonderful place to stop and eat.
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A really good local bakery. Just on the left into church road. Great selection of cakes and pies
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This is a great place to stop - but worth checking the opening times. It’s a National Trust site so easy to do.
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Hurstbourne Tarrant is a pretty little village located in the Bourne Valley in North Hampshire. The village is bursting at the seams with gorgeous thatched-roof chocolate box cottages and rural charm. Check out the local cafe, The Tea Cosy, or the local pub, George & Dragon Inn.
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There are over 110 road cycling routes available around Siddown Hill on komoot, catering to various skill levels. You'll find a wide selection, from easier rides to more challenging ascents through the Hampshire Downs.
The terrain around Siddown Hill is characterized by rolling chalk downland and extensive woodlands, offering a varied and scenic environment. You'll encounter sweeping country lanes, quiet roads, and challenging hills, typical of the North Wessex Downs Area of Outstanding Natural Beauty.
Yes, the region offers challenging climbs to test keen riders. Routes like the St Barnabas Church, Faccombe – Top of Faccombe Climb loop from Burghclere feature notable ascents. The broader Hampshire area is known for events like the 'Hampshire Hilly Hundred' sportive, indicating the presence of demanding terrain.
While cycling, you can enjoy panoramic views of the surrounding landscape. From higher points, you might catch glimpses of landmarks such as Beacon Hill and Highclere Castle. The area also features historical points like Heaven's Gate, a mid-18th century Grade II listed building at the summit of Sidown Hill.
The North Wessex Downs, encompassing Siddown Hill, is generally suitable for road cycling throughout much of the year. Spring and autumn offer pleasant temperatures and beautiful scenery. Summer provides longer daylight hours, while winter can be challenging due to colder weather and potentially wet conditions on some roads.
Yes, there are routes suitable for families, particularly those looking for less strenuous rides. For example, the Avery Pightle – Quiet Lane to Penwood loop from Highclere is an easy-rated route that offers a gentler experience through quiet lanes.
Parking options are typically available in the villages and towns surrounding Siddown Hill, such as Burghclere or Highclere, which serve as common starting points for many routes. Always check local signage for specific parking regulations and availability.
The area is highly rated by the komoot community, with an average score of 4.6 stars from over 80 reviews. Cyclists often praise the varied terrain, from rolling chalk downland to extensive woodlands, and the network of sweeping country lanes that offer both scenic beauty and challenging sections.
While direct public transport to the immediate vicinity of Siddown Hill for cycling might be limited, you can plan your journey to nearby towns or villages that have better public transport links. From there, you can cycle to the starting points of various routes. It's advisable to check local bus or train schedules in advance.
Many road cycling routes in the region pass through or near charming villages where you can find cafes and traditional pubs. For instance, the Honesty Café at Crown & Carter – Sandham Memorial Chapel loop from Burghclere specifically mentions a cafe, indicating opportunities for refreshments along the way.
Yes, there are routes suitable for beginners or those looking for a more relaxed ride. The Avery Pightle – Quiet Lane to Penwood loop from Highclere is rated as easy and offers a good starting point for less experienced cyclists to enjoy the scenic countryside.
The majority of road cycling routes around Siddown Hill are rated as moderate, with 64 out of 116 routes falling into this category. There are also 50 easy routes and 2 difficult routes, providing options for all skill levels.


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