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Waikiki Beach (Winter Island) – Marblehead Rail Trail loop from Marblehead

Waikiki Beach (Winter Island) – Marblehead Rail Trail loop from Marblehead

Easy

3.5

(15)

riders

Waikiki Beach (Winter Island) – Marblehead Rail Trail loop from Marblehead

01:19

26.8km

140m

Road cycling

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: April 19, 2026

Waypoints

Start point

Bus stop

Get Directions

7.36 km

Waikiki Beach (Winter Island)

Highlight • Beach

Waikiki Beach is one of multiple beaches in Winter Island Maritime Park. The beach is sandy and offers one of the best viewpoints onto the water.

Tip by

7.65 km

Fort Pickering and Winter Island Lighthouse

Highlight • Monument

Fort Pickering Light is also known as Winter Island Light. It's a lighthouse that was built in 1871 and worked until 1969 when the coastguard deemed it unnecessary. The locals re-lit it and funded it from 1983.

Tip by

8.22 km

Smith Pool

Highlight • Lake

Smith Pool is a small reservoir near Cat Cove in Salem, Massachusetts. The reservoir is now a popular swimming spot that is managed by Salem State University.

Tip by

9.84 km

Salem Willows Park

Highlight • Rest Area

Salem Willows Park is a popular oceanfront park on one of the peninsulas of Salem, Massachusetts. The park is famous for having been a historical spot for eateries and diners. …

Tip by

15.9 km

Marblehead Rail Trail

Highlight (Segment) • Trail

The 4-mile (6.4 km) Marblehead Rail Trail leads through Marlbehead's coastal scenes. The trail is part of the East Coast Greenway which links Maine to Florida.

The rail-trail was once …

Tip by

19.6 km

Village Street Dock

Highlight • Rest Area

Village Street Dock is open to the public on the shores of Salem Harbor. This small dock is open to boaters and paddlers, with a boat ramp and nearby picnic tables.

Tip by

22.7 km

Grace Oliver Beach

Highlight • Beach

A small community beach, named after the woman who during the 19th century lived in a house on nearby Doliber Point. The sea is shallow and sheltered, so it's a good place to swim.

Tip by

26.8 km

End point

Bus stop

Way Types & Surfaces

Way Types

8.99 km

6.30 km

5.85 km

4.96 km

355 m

169 m

167 m

Surfaces

20.5 km

5.41 km

888 m

Elevation

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

Weather

Today

Friday 10 July

32°C

21°C

53 %

Additional weather tips

Max wind speed: 9.0 km/h

to get more detailed weather forecasts along your route

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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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Waikiki Beach (Winter Island) – Marblehead Rail Trail loop from Marblehead

Waikiki Beach (Winter Island)

Fort Pickering and Winter Island Lighthouse

Smith Pool

Salem Willows Park

Marblehead Rail Trail

Village Street Dock

Grace Oliver Beach

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