4.0
(3)
60
riders
10
rides
Road cycling around Hampstead offers a diverse landscape within North London, characterized by its significant green spaces and undulating terrain. The area features a mix of urban roads and routes that navigate around expansive parks like Hampstead Heath, providing varied cycling experiences. Its hilly topography presents opportunities for endurance-stimulating rides with notable elevation gains. This blend of natural beauty and challenging gradients makes Hampstead a distinctive destination for road cyclists.
Last updated: October 2, 2026
20
riders
28.1km
01:20
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(3)
15
riders
42.4km
01:57
460m
460m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

4
riders
70.8km
03:24
740m
740m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
4
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
52.3km
02:29
580m
580m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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I noticed the hours are from dawn to dusk. No hiking today, but I have enjoyed a good hike here. I couldn't find a water fountain on my route though?
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Railroad bike path with smooth inclines and fine gravel
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The plaque, located at this bridge, marks the 40.39 mile on the Northern Central Railroad, now used by the NCR Trail. Simultaneously crossing over the South Branch Codorus Creek and Pleasant Valley Road, offering a unique perspective from this vantage point.
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Originally named “Freedom” after the Free family, the town adopted its current moniker “New Freedom” in 1873 to avoid confusion with another existing town. The borough's heritage is evident in the remnants of its once-bustling railroad industry. Rolling hills and fertile farmland surround the borough, while charming homes and friendly residents create a welcoming atmosphere.
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At 1,500 acres, Prettyboy Reservoir is a huge lake in Maryland. The WMA it's a part of totals 7,380 acres and is home to tons of species of fish, birds, and plants. There are a number of bridges that you can bike across and get views of the water.
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The trailhead here leads to a couple of different easy blazed trails with great views of the reservoir from the end. If you drive a little further east along the road you also get great views of the water via iconic Dunning Bridge. The trail system is closed during hunting season. You can find more information here: https://dnr.maryland.gov/wildlife/Pages/publiclands/central/prettyboy.aspx.
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Prettyboy Dam is damming up 19 billion gallons at Prettyboy Reservoir. The reservoir provides more than 60% of Baltimore's drinking water and is owned by the city of Baltimore, even though it's in the county.
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Hampstead offers a distinctive and varied landscape for road cyclists. The area is characterized by its undulating terrain and significant green spaces, particularly around Hampstead Heath. You can expect a mix of urban roads and routes that navigate around expansive parks, often featuring challenging gradients and notable elevation gains, making for an endurance-stimulating ride.
Yes, Hampstead's hilly topography provides excellent opportunities for challenging road cycling. For instance, the New Freedom Rail Trail – Prettyboy Dam loop from Whitehouse is a difficult 57.9-mile route with over 3,000 feet of climbing, often completed in about 4 hours 17 minutes. This route leads through diverse landscapes and is ideal for experienced cyclists seeking a significant workout.
While road cycling, you'll experience Hampstead's rich natural beauty. Routes often skirt the vast Hampstead Heath, a wild urban park with woodlands and meadows. You might also catch glimpses of the iconic ponds, such as the Mixed Pond, Ladies' Pond, and Men's Pond, or enjoy the meticulously landscaped Golders Hill Park and the beautiful Hampstead Pergola and Hill Garden.
Beyond the natural landscapes, road cycling routes in Hampstead can bring you close to several cultural attractions. You might pass by Kenwood House, a former stately home with stunning gardens, or cycle through the charming village streets of Hampstead itself, known for its independent shops, cafes, and pubs.
Many routes in Hampstead offer panoramic viewpoints due to the area's elevated terrain. Parliament Hill, located within Hampstead Heath, is particularly renowned for its breathtaking views of the London skyline, making it a popular spot to pause and take in the scenery.
There are over 8 road cycling routes available in Hampstead, catering to various ability levels. These routes are highly rated by the komoot community, with an average score of 4.5 stars from over 2 reviews, and more than 50 road cyclists have used komoot to explore the area.
The komoot community highly rates road cycling in Hampstead, with an average score of 4.5 stars. Reviewers often praise the area's extensive green spaces, rolling hills, and panoramic viewpoints, highlighting the blend of natural beauty and challenging gradients that make for a distinctive cycling experience within North London.
Yes, Hampstead offers several moderate-difficulty road cycling routes. A popular choice is the Dover Hill loop from Fowblesburg, a 17.9-mile trail with over 1,200 feet of elevation gain, typically completed in about 1 hour 24 minutes. Another option is the Dover Hill loop from Mount Zion Church, a 26.3-mile path with over 1,500 feet of climbing.
For those looking for longer rides, Hampstead has options that extend further. The New Freedom – New Freedom Rail Trail loop from Whitehouse is a moderate 44.3-mile route with over 2,400 feet of elevation gain, taking approximately 3 hours 27 minutes to complete. This route offers a substantial distance for endurance cyclists.
Yes, you can find road cycling routes that explore the Prettyboy Reservoir area. The Prettyboy Reservoir – Prettyboy Dam loop from Mount Zion Church is a moderate 30.3-mile route with over 2,300 feet of climbing, offering scenic views around the reservoir and dam.
While Hampstead's road cycling routes often feature significant elevation gains and are generally rated moderate to difficult, making them more suitable for experienced riders, some sections around the Heath Extension and quieter streets might be manageable for families with older children who are comfortable with hills. However, the primary road cycling routes are designed for more challenging rides.
Yes, the charming village of Hampstead, with its historic streets, is well-known for its independent shops, cafes, and pubs. Many road cycling routes navigate around or through the area, providing convenient opportunities for a coffee stop or a post-ride refreshment in a traditional pub.


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