4.6
(9785)
19,908
riders
03:05
63.9km
770m
Road cycling
Cycle the moderate 39.7-mile Prettyboy Reservoir loop, a challenging road bike route near Reisterstown with scenic views and significant cli
Last updated: February 26, 2026
Waypoints
Start point
Parking
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5.73 km
Highlight • Religious Site
Tip by
24.4 km
Highlight • Monument
Tip by
63.9 km
End point
Parking
Way Types & Surfaces
Way Types
58.3 km
5.48 km
134 m
Surfaces
54.4 km
9.19 km
220 m
134 m
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Elevation
Highest point (240 m)
Lowest point (110 m)
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Weather
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Today
Sunday 24 May
19°C
9°C
89 %
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. You can expect a hilly ride with significant elevation gains, totaling around 773 meters (over 2,500 feet) over its 63.9-kilometer (nearly 40-mile) distance. While mostly well-paved, some routes in the area might include unpaved segments, so be prepared for varied conditions.
The Prettyboy Reservoir loop offers beautiful and expansive views of the 1,500-acre reservoir, which is a vital water source for Baltimore. You'll cycle through the 7,380-acre Prettyboy Reservoir Cooperative Wildlife Management Area, enjoying forested landscapes, tranquil water vistas, and several bridges offering captivating views. Wildlife sightings are common, and the autumn colors are particularly stunning.
Yes, the route passes by a couple of notable spots. You'll have the chance to see Saint John's in the Valley Church and the historic Prettyboy Dam, completed in 1932, which adds a unique point of interest to your ride.
While specific parking areas for this exact Komoot tour aren't detailed, cyclists often start their loops from towns like Reisterstown, which is close to the reservoir. Look for public parking options in Reisterstown or designated parking areas around the reservoir that allow access to the surrounding roads.
The Prettyboy Reservoir area is beautiful year-round, but many cyclists find spring and fall to be ideal. The autumn months are particularly magnificent due to the vibrant fall foliage. Summers can be warm, and winters may present colder conditions, so plan accordingly for weather and road conditions.
Yes, portions of this route utilize sections of other paths. You'll find yourself on parts of the Maryland trail (covering about 27% of the route), a small segment of the Gunpowder South Trail (white), and Foreston Road.
While the Prettyboy Reservoir Cooperative Wildlife Management Area generally allows leashed dogs, specific rules for cycling with dogs on the roads around the reservoir can vary. It's always best to check local regulations or signage regarding pets on public roads and in the wildlife management area before bringing your dog along for a ride.
The Prettyboy Reservoir Cooperative Wildlife Management Area is managed by the Maryland Department of Natural Resources. While there isn't typically an entrance fee for cycling on public roads around the reservoir, certain activities within the Wildlife Management Area might require permits. For the most up-to-date information on any specific permits or regulations, it's advisable to check the official Maryland Department of Natural Resources website or contact them directly.
The loop itself is primarily through natural and rural areas. For cafes, restaurants, or places to refuel, you'll likely need to venture into nearby towns such as Reisterstown, which serves as a common starting point for many cyclists exploring the reservoir area.
Given its moderate difficulty rating, significant distance (nearly 40 miles), and considerable elevation gain, this specific Prettyboy Reservoir loop is generally more suitable for experienced road cyclists rather than beginners or families with young children. There are likely easier, shorter routes in the broader Prettyboy Reservoir area if you're looking for a less challenging ride.