Saint Michaels to Oxford loop
Saint Michaels to Oxford loop
2.9
(10)
86
riders
01:47
46.9km
30m
Road cycling
Embark on an easy racebike journey along the Saint Michaels to Oxford loop, a picturesque route that winds through Talbot County's scenic countryside. You will cover 29.1 miles (46.9 km) with a minimal elevation gain of just 101 feet (31 metres), making it a relaxed ride suitable for most cyclists.…
Last updated: April 23, 2026
Tips
Includes an off-grid segment
Navigation instructions may be limited.
After 33.3 km for 1.16 km
Waypoints
Start point
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6.47 km
Highlight • River
Tip by
32.3 km
Highlight • Settlement
Tip by
46.9 km
End point
Way Types & Surfaces
Way Types
22.3 km
22.3 km
1.17 km
1.08 km
< 100 m
Surfaces
45.0 km
1.19 km
711 m
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Elevation
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Weather
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Today
Thursday 7 May
18°C
12°C
60 %
Additional weather tips
Max wind speed: 19.0 km/h
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This route was planned by komoot.
The estimated cycling time for this 46.9 km (29.1 miles) loop is approximately 1 hour and 47 minutes. This is based on an easy pace, making it accessible for most cyclists.
Yes, the Saint Michaels to Oxford loop is widely considered an easy road ride, suitable for any fitness level. Its predominantly flat profile and minimal elevation gain make it a relaxing and enjoyable experience for beginners.
Parking is generally available in the historic towns along the route, such as St. Michaels and Oxford. Look for public parking areas within these towns to begin your ride.
The terrain is predominantly flat, with mostly well-paved surfaces, making up about 98% of the trail. While much of the ride is on quiet country roads, some segments, particularly along MD 33 and MD 333, can be busy but often feature wide shoulders. Be cautious on Royal Oak Road between Bellevue and MD 33, as it is narrower with deep ditches.
The loop offers a picturesque journey through Talbot County. Highlights include the charming historic towns of St. Michaels, Oxford, and Royal Oak. A significant feature is the Oxford-Bellevue Ferry, one of the nation's oldest privately operated ferry routes, which crosses the Tred Avon River. You'll also enjoy scenic views of the Miles River and the broader Chesapeake Bay watershed.
The route is enjoyable for much of the year. Spring and fall offer pleasant temperatures and beautiful scenery, with fewer crowds than peak summer. Summer can be warm, but the waterfront views are still stunning. Always check local weather conditions before heading out.
Yes, the route briefly intersects with several local paths. You may encounter sections of the Saint Michaels Nature Trail, Easton Village Trail, Cherry Street, Honeymoon Bridge, and Easton Rail Trail along the way.
While the cycling route itself is on public roads and paths, specific policies for dogs may vary in the towns and on the Oxford-Bellevue Ferry. It's best to check with individual establishments or the ferry service directly regarding their pet policies if you plan to bring a dog.
No, there are no specific permits or fees required to cycle the Saint Michaels to Oxford loop itself. However, there is a fee for the Oxford-Bellevue Ferry crossing, which is a notable part of the route.
Yes, the route passes through several historic towns like St. Michaels and Oxford, which offer various shops, cafes, and restaurants where you can stop for refreshments, meals, or to refill your water bottles.
This loop is celebrated for its scenic beauty, historic charm, and the unique experience of crossing the Tred Avon River on the historic Oxford-Bellevue Ferry. It's recognized as one of the premier bike trails in the Mid-Atlantic region and has even been listed among the "Top 25 Cycling Routes in the USA" for its accessibility and picturesque journey through Talbot County.