The best road cycling routes around Naval Academy
4.1
(20)
803
riders
65
rides
Last updated: November 11, 2025
1.0
(1)
27
riders
1. Annapolis to Baltimore loop via Baltimore & Annapolis Trail
93.6km
04:13
450m
450m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.8
(8)
275
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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5.0
(9)
137
riders
3. Severn River views – Baltimore & Annapolis Trail loop from Wardour Bluffs
36.8km
01:41
190m
190m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
34
riders
4. Maryland State House – Annapolis City Dock loop from Market Quay
25.8km
01:09
120m
120m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
22
riders
5. Annapolis City Dock – Maryland State House loop from Market Quay
21.4km
01:02
90m
90m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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