St Michaels is a region situated on Maryland's Eastern Shore, characterized by its location along the Miles River, a tributary of the Chesapeake Bay. The area features a diverse landscape that includes picturesque waterfronts, serene rural scenery, and historic charm, making it suitable for various outdoor pursuits. Its terrain encompasses flat roads, wooded marshlands, and tranquil lakes, providing varied settings for active exploration. This geography supports several sports like road cycling, touring cycling, hiking, jogging, and more.
86
Routes
4.5
(69)
Average rating
1680
People visited

4.3
(3)
155
riders
29.0km
01:24
140m
140m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

14
riders
67.1km
03:20
420m
420m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

9
riders
112km
05:10
940m
940m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

2
riders
104km
05:15
1,030m
1,030m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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4.7
(7)
94
hikers
6.84km
01:54
130m
130m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

4.7
(3)
40
hikers
3.44km
00:54
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

5.0
(1)
19
hikers
8.41km
02:10
40m
40m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

4.0
(1)
24
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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4.7
(9)
62
riders
31.5km
01:51
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

3.0
(1)
2
riders
58.7km
03:46
460m
460m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

1
riders
108km
06:45
980m
980m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.0
(2)
21
riders
95.0km
05:34
390m
390m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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2
riders
25.3km
01:44
360m
410m
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.

4.4
(5)
109
riders
12.9km
01:18
290m
290m
Hard mountain bike ride. Great for any fitness level. Advanced riding skills necessary. Some portions of the route may require you to push your bike.

4.0
(1)
18
riders
39.7km
02:55
500m
500m
Hard mountain bike ride. Good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.

9
riders
30.7km
02:48
580m
580m
Hard mountain bike ride. Good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.
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75
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
55
runners
10.7km
01:06
60m
60m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

17
runners
5.47km
00:34
30m
30m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

16
runners
8.31km
00:52
90m
90m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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St Michaels offers diverse outdoor activities including road cycling, touring cycling, hiking, jogging, and mountain biking. The region features more than 10 routes, with over 5,000 visitors contributing to an average rating of 4.44 out of 5 stars on komoot.
A prominent road cycling route is the 29.6-mile (47.6 km) Oxford-St. Michaels Loop, known for waterfront views and passage through historic towns. Maryland Route 33 also offers wide shoulders suitable for cyclists. More options are available in the Road Cycling Routes around St Michaels guide.
The St Michaels region is characterized by flat roads and scenic byways, particularly in the Bay Hundred Area. This terrain is conducive to cycling, offering a generally easy experience for road bikers. The area provides varied landscapes for exploration.
The St. Michaels Nature Trail is a popular choice for both walking and biking, including a 1.3-mile (2.1 km) path over San Domingo Tidal Creek via a covered bridge. The flat roads and scenic byways of the Bay Hundred Area are also suitable for family cycling.
The St. Michaels Nature Trail is a popular option for hiking. Public parks such as Muskrat Park, Hollis Park, and Clint S. Bradley Park also offer opportunities for walks. Further hiking inspiration can be found in the Hiking around St Michaels guide.
Yes, the St. Michaels Nature Trail offers a 1.3-mile (2.1 km) path suitable for easy walks. Additional easy options are detailed in the Easy hikes around St Michaels guide.
A popular jogging route includes a 5.5-mile (8.9 km) loop from St. Michaels itself, winding through neighborhoods and natural areas. Talbot County, where St. Michaels is located, offers diverse landscapes for jogging. The Running Trails around St Michaels guide provides more options.
St Michaels is situated along the Miles River, a tributary of the Chesapeake Bay, offering waterfront views. The region features diverse ecosystems, including wooded marshlands, tranquil lakes, and well-maintained wooded trails. Historic architecture blends with the coastal environment.
Yes, komoot offers several guides for St Michaels, including Road Cycling Routes around St Michaels, Cycling around St Michaels, and Hiking around St Michaels. Guides for easy hikes, running, and mountain biking are also available.
St Michaels is a popular destination on komoot, with more than 5,000 visitors having shared their experiences. The routes in the region have an average rating of 4.44 out of 5 stars, based on over 280 ratings.
For official tourism information, the St. Michaels Tourism website is available at stmichaelsmd.org. General inquiries for the Town of St. Michaels can be directed to (410) 745-9535.

