Harbor Road - quiet and pretty neighborhood – Pequot Avenue (brand new surface) loop from Fairfield-Black Rock

Bike touring routes & trails

United States

Connecticut

Western Connecticut Planning Region

Harbor Road - quiet and pretty neighborhood – Pequot Avenue (brand new surface) loop from Fairfield-Black Rock

Easy

4.7

(5654)

9,006

riders

Harbor Road - quiet and pretty neighborhood – Pequot Avenue (brand new surface) loop from Fairfield-Black Rock

01:43

27.9km

140m

Cycling

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: September 26, 2026

Tips

Includes a segment in which cycling is not permitted

After 23.0 km for 165 m

Waypoints

Start point

Train Station

Get Directions

7.30 km

View of Southport Harbor from Harbor Road

Highlight (Segment) • Viewpoint

Harbor Road passes over the water with superb views of Southport Harbor. It's a favorite local beauty spot that looks stunning whatever the season.

Tip by

7.53 km

Harbor Road - quiet and pretty neighborhood

Highlight • Settlement

neat houses and lawns.

Tip by

9.86 km

Pequot Avenue (brand new surface)

Highlight • Cycleway

..with a good view.

Tip by

9.96 km

Southport Beach

Highlight • Beach

This quiet little beach has lifeguards on duty during the summer. It's free for public use, but during summer parking is restricted to residents with a beach parking sticker.

Tip by

10.8 km

H. Smith Richardson Wildlife Preserve

Nature Reserve

14.0 km

Beachside Avenue - Great stretch to ride

Highlight • Cycleway

amazing road. perfect tarmac.

Tip by

16.3 km

View of Southport Harbor

Highlight • Viewpoint

One of many beautiful views from Harbor Road, you can see across Perry's Green to the estuary beyond. Picture perfect.

Tip by

22.5 km

Penfield Beach

Highlight • Beach

If you're looking for a relaxing time and maybe a dip in the water, Penfield Beach is one of the five town beaches in Fairfield. Next to the beach, you can also find a snack bar and restrooms.

Tip by

23.1 km

This is a nice, wide strip of sand with plenty of parking nearby, but it tends to draw a lot of locals — perhaps because the visitor rates for parking are much higher than for locals with a parking pass.

Tip by

27.9 km

End point

Train Station

Way Types & Surfaces

Way Types