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

St Michaels: Tilghman Island and Neavitt Landing

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

St Michaels: Tilghman Island and Neavitt Landing

Moderate

4.7

(7625)

7,626

riders

St Michaels: Tilghman Island and Neavitt Landing

02:56

77.3km

40m

Road cycling

Embark on a moderate road cycling adventure along the St Michaels: Tilghman Island and Neavitt Landing route, covering 48.0 miles (77.3 km) with a gentle elevation gain of 121 feet (37 metres). This ride, estimated to take 2 hours and 55 minutes, offers expansive views of the Chesapeake Bay and…

Last updated: April 23, 2026

Tips

Includes movable bridges

Check opening times.

After 20.8 km for 37 m

After 30.1 km for 37 m

Waypoints

A

Start point

Get Directions

1

344 m

1879 Hooper Strait Lighthouse

Highlight • Monument

Hooper Strait Light is quite a rare sight in Maryland. It's one of only four surviving screw-pile lighthouses on Chesapeake Bay. Lightships were first stationed here in 1827. However, in …

Tip by

2

25.5 km

On the southern tip of Tilghman Island, this wildlife area has fantastic views across the Chesapeake Bay. Look to the skies and you'll spot many birds, including perhaps ospreys and …

Tip by

B

77.3 km

End point

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Way Types & Surfaces

Way Types

63.3 km

9.78 km

4.28 km

Surfaces

73.0 km

4.28 km

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Elevation

Elevation

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Weather

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Today

Saturday 30 May

21°C

13°C

0 %

Additional weather tips

Max wind speed: 25.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the terrain like for cycling around St. Michaels, Tilghman Island, and Neavitt Landing?

The terrain in this area is predominantly flat, with mostly well-paved roads, making it suitable for cyclists of varying skill levels. However, be prepared for potential strong winds off the Chesapeake Bay, which can add a challenging element to the ride, especially on exposed sections.

What kind of scenery can I expect on this cycling route?

You can expect picturesque views of the Chesapeake Bay, tranquil waterways, and lush farmland. The route passes through charming historic towns and watermen's villages, offering a glimpse into local culture. Keep an eye out for wildlife such as eagles, ospreys, and great blue herons.

Are there any notable landmarks or points of interest along the way?

Yes, the route passes by several interesting spots. You'll cycle near the historic 1879 Hooper Strait Lighthouse and the scenic Black Walnut Point Natural Resource Management Area. The charming towns of St. Michaels and Tilghman Island themselves are also points of interest.

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

Spring and fall generally offer the most pleasant cycling conditions with milder temperatures and beautiful scenery. While summer is also popular, it can be hot and humid. Be mindful of potential strong winds off the bay, which can occur in any season.

Is this route suitable for beginners?

Yes, due to the predominantly flat terrain and well-maintained roads, this route is generally suitable for cyclists of varying skill levels, including beginners. The main challenge might be the wind, which can make some sections more demanding.

Where can I park to access the cycling routes in St. Michaels, Tilghman Island, or Neavitt Landing?

While specific trailhead parking isn't designated for this network of roads, you can typically find public parking in the towns of St. Michaels, Tilghman Island, or Neavitt Landing. Look for municipal lots or street parking that allows for longer durations, especially in St. Michaels.

Are dogs allowed on the cycling routes?

As this route primarily uses public roads and shoulders, dogs are generally permitted if they are safely secured in a bike trailer or basket. When stopping in towns or natural areas, always ensure dogs are on a leash and follow local regulations for pet-friendly establishments and parks.

Do I need a permit or is there an entrance fee to cycle these roads?

No, there are no specific permits or entrance fees required to cycle on the public roads and shoulders around St. Michaels, Tilghman Island, and Neavitt Landing. However, if you visit specific attractions or parks, they may have their own entry fees.

Does this route intersect with other well-known paths?

Yes, while primarily using public roads, the route also passes through very small sections of official trails such as Honeymoon Bridge and Cherry Street.

Are there any family-friendly cycling options in the St. Michaels area?

Yes, the flat terrain and generally wide shoulders on many roads, like Maryland Route 33 (St. Michaels Road), make the area suitable for families. Tilghman Island, in particular, offers a chance to meander with less vehicle traffic. Always prioritize safety and choose routes appropriate for your family's skill level.

What is the typical duration for cycling this route?

The full route, covering approximately 77 kilometers (48 miles), typically takes around 2 hours and 55 minutes of active cycling time. However, this can vary significantly based on your pace, wind conditions, and how often you stop to enjoy the scenery or visit towns.

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