Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Road cycling routes
United States
Maryland
Talbot County
St. Michaels

Saint Michaels to Oxford loop

Easy

2.9

(10)

86

riders

Saint Michaels to Oxford loop

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

A

Start point

Get Directions

1

6.47 km

Miles River

Highlight • River

Miles River is a tidal river and tributary of the Eastern Bay. Part of the Chesapeake Bay watershed, it's one of the area's busiest waterways, enjoyed by many boaters. The river flows for 12.9 miles (20.8 km).

Tip by

2

32.3 km

Oxford

Highlight • Settlement

Oxford is one of Maryland's oldest towns, founded in 1683. It first appeared on maps in 1670. Located on the Tred Avon River, where it empties into the Choptank, the town has wonderful views over the water.

Tip by

B

46.9 km

End point

Loading

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

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

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

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Today

Thursday 7 May

18°C

12°C

60 %

Additional weather tips

Max wind speed: 19.0 km/h

to get more detailed weather forecasts along your route

This route was planned by komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Frequently Asked Questions

What is the estimated cycling time for the Saint Michaels to Oxford loop?

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.

Is this route suitable for beginners?

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.

Where can I park to access the Saint Michaels to Oxford loop?

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.

What is the terrain like on this cycling route?

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.

What are the main points of interest along the Saint Michaels to Oxford loop?

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.

When is the best time of year to cycle this route?

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.

Does this route connect with other local trails?

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.

Is the Saint Michaels to Oxford loop dog-friendly?

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.

Are there any permits or fees required to cycle this loop?

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.

Are there places to stop for refreshments or water along the way?

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.

What makes this cycling route particularly notable?

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.

Nearby routes

Moderate

5.0

42

IRONMAN Loop

03:08h

75.7km

20m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy