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Chesapeake Regional Airport – Chessie the Bear loop from Walgreens

Chesapeake Regional Airport – Chessie the Bear loop from Walgreens

Moderate

4.6

(2387)

5,550

riders

Chesapeake Regional Airport – Chessie the Bear loop from Walgreens

02:32

57.2km

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: March 1, 2026

Tips

Temporary access restrictions

Includes segments with temporary access restrictions.

After 19.1 km for 3.40 km

Open: • Public holidays & Monday-Sunday: sunrise-sunset (otherwise closed)

After 22.9 km for 3.40 km

Open: • Public holidays & Monday-Sunday: sunrise-sunset (otherwise closed)

Waypoints

Start point

Parking

Get Directions

9.28 km

Chesapeake Regional Airport

Highlight • Rest Area

Small regional airport. Both public and private. Serving the Chesapeake and Norfolk areas. Owned by the Chesapeake Airport Authority and used by light aircraft and smaller jets.

Tip by

22.4 km

Chessie the Bear

Highlight • Monument

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

Tip by

22.7 km

Bicycle Repair Station at Mile Post 4

Highlight • Rest Area

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

22.8 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

57.2 km

End point

Parking

Way Types & Surfaces

Way Types

38.1 km

14.7 km

3.45 km

926 m

Surfaces

36.1 km

20.5 km

499 m

Elevation

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

Weather

Today

Sunday 24 May

27°C

16°C

81 %

Additional weather tips

Max wind speed: 6.0 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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Chesapeake Regional Airport – Chessie the Bear loop from Walgreens

Chesapeake Regional Airport

Chessie the Bear

Bicycle Repair Station at Mile Post 4

Dismal Swamp Trail

Nearby routes

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