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

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

Moderate

3.2

(30)

riders

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

02:01

33.0km

130m

Gravel riding

Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: September 24, 2026

Tips

Includes segments that go up or down a series of steps

You may need to carry your bike.

After 108 m for 5 m

After 32.9 km for 5 m

Waypoints

Start point

Train Station

Get Directions

7.98 km

Hawthorn Pond Conservation Area

Highlight • Lake

13.3 km

Salem Maritime National Historic Site

Highlight • Historical Site

Salem Maritime National Historic Site has been in existence since 1938, and it was the first national historic site in the United States. It covers over nine acres, and within …

Tip by

15.9 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

16.1 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

17.4 km

Restaurant Row & Brown's Flying Horses, Salem Willows Park

Highlight • Rest Area

Salem Willows Park is a poplar 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

17.4 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

22.5 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

23.4 km

Marblehead Rail Trail

Highlight (Segment) • Trail

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

The rail-trail was once …

Tip by

33.0 km

End point

Train Station

Way Types & Surfaces

Way Types

14.1 km

11.1 km

4.15 km

3.06 km

206 m

173 m

142 m

Surfaces

17.4 km

10.9 km

3.95 km

661 m

Elevation

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

Weather

Today

Thursday 8 October

23°C

13°C

31 %

Additional weather tips

Max wind speed: 26.0 km/h

to get more detailed weather forecasts along your route

Comments

August 12, 2024,commute to work

This AM felt slow. Apparently it was not. The street crossings on the trail at 9 am are scary and many people failed to stop at the lights. Very scary. I might try a different route tomorrow

September 12, 2024,commute to work 5

Felt great this am. The bike felt good too. When this bike is tuned well it feels great. I am now considering updating the brakes because this particular ride was THAT good. The bike just felt solid and tight and good. Trail was fast minus the dog walkers and kids. Bike felt fast too. My body feels good. These fincci …