Pequot Avenue (brand new surface) – Southport Beach loop from Southport
Pequot Avenue (brand new surface) – Southport Beach loop from Southport
4.7
(7355)
16,583
riders
Pequot Avenue (brand new surface) – Southport Beach loop from Southport
03:21
56.2km
330m
Cycling
Moderate bike 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: May 26, 2026
Waypoints
Start point
Train Station
Get Directions
1.62 km
Pequot Avenue (brand new surface)
Highlight • Cycleway
Tip by
1.72 km
Southport Beach
Highlight • Beach
Tip by
12.0 km
The Minute Man
Highlight • Monument
Tip by
12.5 km
Ned Dimes Marina
Highlight • Structure
Tip by
14.0 km
Old Mill Beach
Highlight • Beach
Tip by
22.1 km
View of Southport Harbor
Highlight • Viewpoint
Tip by
23.0 km
View of Southport Harbor from Harbor Road
Highlight (Segment) • Viewpoint
Tip by
27.4 km
Penfield Beach
Highlight • Beach
Tip by
36.4 km
Windmill Open Space
Nature Reserve
50.4 km
H. Smith Richardson Wildlife Preserve
Nature Reserve
56.2 km
End point
Train Station
Way Types & Surfaces
Way Types
28.7 km
27.5 km
< 100 m
Surfaces
28.6 km
27.2 km
291 m
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Elevation
Highest point (80 m)
Lowest point (0 m)
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Weather
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Today
Tuesday 7 July
22°C
16°C
55 %
Additional weather tips
Max wind speed: 19.0 km/h
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Description
If you're looking for a touring cycling route that combines stunning coastal views with charming New England neighborhoods, the Pequot Avenue (brand new surface) – Southport Beach loop from Southport is definitely worth your time. This moderate 34.9-mile (56.2 km) ride features 1076 feet (328 metres) of elevation gain and takes about 3 hours and 20 minutes, offering a rewarding experience for cyclists who appreciate both smooth roads and picturesque scenery.
What to expect on Pequot Avenue (brand new surface) – Southport Beach loop from Southport
As you embark on this journey, you'll find yourself cruising along the newly surfaced Pequot Avenue, offering breathtaking views of the Long Island Sound and magnificent waterfront homes, part of what's known as "The Gold Coast of Westport". The route winds through charming coastal hamlets and past the Southport Marina, with opportunities to spot shorebirds near Sasco Creek and Southport Beach. While mostly well-paved, be prepared for rolling to hilly terrain, including a few steep climbs like those up Harbor Road and Sasco Hill Road, which will provide a good workout. This route is ideal for touring cyclists with good fitness who enjoy a varied landscape and scenic cycling views.
Planning your visit
The "brand new surface" on Pequot Avenue ensures a smooth and enjoyable ride, making this a great option for Southport CT road cycling conditions. You can access multiple beaches like Burying Hill Beach and Sasco Beach along the route, and a unique advantage is not needing beach stickers when arriving by bike. Consider visiting during pleasant weather to fully enjoy the coastal scenery and quiet neighborhoods.
Trail details
- Distance: 34.9 miles (56.2 km)
- Elevation gain: 1076 feet (328 metres)
- Difficulty: moderate
- Estimated time: 3 hours and 20 minutes
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