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Routes
Road cycling routes
United States
Virginia
Chesapeake
Chesapeake

Dismal Swamp Trail – Chessie the Bear loop from Navy Exchange

Routes
Road cycling routes
United States
Virginia
Chesapeake
Chesapeake

Dismal Swamp Trail – Chessie the Bear loop from Navy Exchange

Moderate

3.2

(18)

93

riders

Dismal Swamp Trail – Chessie the Bear loop from Navy Exchange

02:29

58.0km

30m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: May 11, 2026

Tips

Includes a segment in which cycling is not permitted

After 29.0 km for 84 m

Waypoints

A

Start point

Parking

Get Directions

1

22.2 km

Dismal Swamp Trail

Highlight (Segment) • Trail

Paved bicycle and walking trail along the canal. Plenty of facilities along the way, such as bathrooms and bicycle repair stands. Awesome colors on the trees in the fall.

Tip by

2

24.5 km

Rest stop at Mile Post 4'. Parking area and public restrooms. You will also find a bicycle repair station here where you can hang your bike up, have access to some tools and a pump.

Tip by

3

33.8 km

Chessie the Bear

Highlight • Monument

Chessie the Bear, an endearing wooden sculpture of a bear, and a photo opportunity!

Tip by

B

58.0 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

30.8 km

26.8 km

161 m

< 100 m

Surfaces

36.8 km

20.9 km

114 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

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Today

Wednesday 20 May

33°C

20°C

0 %

Additional weather tips

Max wind speed: 19.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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