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Southport Swing Bridge – Boothbay Harbor loop from Schoolhouse Pond Preserve

Southport Swing Bridge – Boothbay Harbor loop from Schoolhouse Pond Preserve

Moderate

4.8

(3204)

17,301

riders

Southport Swing Bridge – Boothbay Harbor loop from Schoolhouse Pond Preserve

02:10

43.1km

460m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: July 12, 2026

Tips

Includes movable bridges

Check opening times.

After 3.64 km for 34 m

After 9.67 km for 54 m

After 27.0 km for 54 m

After 39.5 km for 34 m

Waypoints

Start point

Parking

Get Directions

7.45 km

Oak Point Farm

Highlight • Trail

Oak Point Farm sits along the coast of Hodgdon Cove, and is the last undeveloped saltwater farm in Boothbay Harbor. The farm is a year round destination with a .7 mile universally accessible trail available in the warmer months. During winter the trails are open for cross-country skiing and snowshoeing.

Tip by

16.3 km

Cape Harbor View

Highlight • Viewpoint

This view from the boat launch at Cape Harbor looks out at Hunting Island, Cape Island, and The Cuckolds Light far in the background.

Tip by

21.3 km

School Pond

Highlight • Lake

This is a small picturesque pond that is outside Southport Central School and it really is quite pretty. There is also a general store nearby and some benches if you feel like some time off the bike.

Tip by

21.9 km

Hendricks Head Preserve & Beach

Highlight • Beach

Hendricks Head Preserve is on the west side of Southport Island and this small promontory has a lot to offer. The preserve itself has a short hiking trail as well as access to Hendricks Head Beach. The small, but mighty, Hendricks Head Lighthouse makes for great photographs. Just be aware that the lighthouse and keepers quarters are privately owned.

Tip by

22.1 km

View of Hendricks Head Lighthouse from Hendricks Head Beach

Highlight • Viewpoint

Hendrick's Head Beach features a parking area and is sandwiched between Hendrick's Head Lighthouse and Hendrick's Head Preserve. You get a great view of the lighthouse and bay from here next to Kitten Island.

Tip by

26.7 km

Deckers Cove

Highlight • Beach

A nice pretty little tree lined cove with a few residential properties lining the shore. The road is good here so you can make up some time and just admire the scenery as you whizz by.

Tip by

27.0 km

Southport Swing Bridge

Highlight • Bridge

Swing bridge connecting Southport Island to Boothbay Harbor.

Tip by

30.2 km

Boothbay Harbor

Highlight • Settlement

Boothbay Harbor is a charming coastal town that can feel sleepy at times, and crowded during the summer. There's great cafes & restaurants, art galleries, and, if you have time, boat rides to the surrounding islands.

Tip by

43.1 km

End point

Parking

Way Types & Surfaces

Way Types

21.4 km

18.7 km

2.84 km

134 m

< 100 m

Surfaces

23.9 km

19.1 km

134 m

< 100 m

Elevation

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

Weather

Today

Sunday 12 July

29°C

13°C

0 %

Additional weather tips

Max wind speed: 14.0 km/h

to get more detailed weather forecasts along your route

Comments

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Southport Swing Bridge – Boothbay Harbor loop from Schoolhouse Pond Preserve

Oak Point Farm

Cape Harbor View

School Pond

Hendricks Head Preserve & Beach

View of Hendricks Head Lighthouse from Hendricks Head Beach

Deckers Cove

Southport Swing Bridge

Boothbay Harbor

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