Overlook Connector
- 0.3 mi
- round trip
- 139 ft
- climb
- Singletrack
- surface
- Out and back
- route
- Mar–Jun, Sep–Nov
- best months
Overlook Connector is a short, easy mountain biking route in Maryland, about 0.3 miles from the community of Rolling Knolls. It is an out-and-back ride of roughly 0.58 miles, with a total elevation gain of 139 feet and a high point of 86 feet. The climb is gentle, with the steepest stretch at about 0.13 miles in, and the route is rated easy. Spring and fall are the most comfortable times to ride. Typical averages from a nearby weather station in Annapolis show May highs around 77°F and October highs around 68°F, while July averages reach 89°F. Dogs are allowed on the route, provided they are leashed. The Overlook Trail, Housley Loop and Missing Link Connector all sit about 0.2 miles away, and the Woodland Loop hike is about 0.3 miles off.
Local outfitters
- Terrapin Adventures17 mi away
- Blackwater Adventures Chesapeake Bay46 mi away
Not on Roamze yet. Their page has how to reach them.
Best time to go · Mar–Jun, Sep–Nov
Best time to visit Overlook Connector
Best months: March–June and September–November. Best months have typical highs of 55–85 °F, lows of 30 °F or warmer (32 °F where the station doesn't record snow), at most one snowy day and no more than 12 wet days.
Jan
44° / 29°
Feb
48° / 31°
Mar
55° / 38°
Apr
68° / 48°
May
77° / 57°
Jun
85° / 67°
Jul
89° / 71°
Aug
86° / 70°
Sep
80° / 65°
Oct
68° / 52°
Nov
58° / 41°
Dec
48° / 34°
Typical high / low (°F) and days with rain or snow, 1991–2020. Measured at Annapolis Police Brks, MD, 2.9 mi away at 25 ft. This station doesn't record snowfall. Source: NOAA NCEI U.S. Climate Normals 1991–2020.
Keep exploring — more rides worth the drive
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Housley Loop
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Easy 1-mile singletrack loop perfect for beginners and quick rides through Maryland forest.
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Missing Link Connector
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Easy connector trail with mixed surfaces, perfect for beginners and warm-up rides.
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Missing Link Connector
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Short, easy singletrack connector perfect for beginners and warm-ups.
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Overlook Trail
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Short, easy singletrack perfect for beginners and skill building in Maryland.
RIDE
Housley Loop Access
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Easy connector trail offering smooth singletrack access for beginners and warm-ups.
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Overlook Trail
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Short, easy singletrack perfect for beginners and scenic warm-up rides.
RIDE
Woodland Loop
Next door
Easy flowing singletrack loop through Maryland woodland, perfect for beginners.
RIDE
Honeysuckle Through Trail
Next door
Short, beginner-friendly singletrack perfect for skill building and easy rides.
RIDE
Missing Link Connector
Next door
Easy connector trail with mixed surfaces, perfect for beginners and casual rides.
RIDE
Missing Link Connector
Next door
Easy green circle singletrack connector perfect for beginners and linking trail segments.
Map and trail data © OpenStreetMap contributors
