Winthrop Beach – Donovan's Beach loop from Winthrop
Winthrop Beach – Donovan's Beach loop from Winthrop
2.7
(9)
74
riders
Winthrop Beach – Donovan's Beach loop from Winthrop
00:48
17.3km
90m
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 right next to a parking lot.
Last updated: December 9, 2025
Waypoints
Start point
Parking
Get Directions
4.76 km
Winthrop Beach
Highlight • Beach
Tip by
8.23 km
Judge A. David Mezzone Memorial
Highlight • Monument
Tip by
8.71 km
Irish Famine Memorial on Deer Island
Highlight • Monument
Tip by
15.8 km
Donovan's Beach
Highlight • Beach
Tip by
17.3 km
End point
Parking
Way Types & Surfaces
Way Types
11.0 km
5.45 km
741 m
< 100 m
Surfaces
12.0 km
5.22 km
128 m
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Elevation
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Weather
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Today
Thursday 25 June
26°C
18°C
0 %
Additional weather tips
Max wind speed: 14.0 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 an easy, high-payoff road cycling route with continuous harbor views, the Winthrop Beach – Donovan's Beach loop from Winthrop is definitely worth your time. This easy 10.8-mile (17.3 km) ride, with just 284 feet (87 metres) of elevation gain, can be completed in about 47 minutes, making it perfect for a quick spin or a relaxed outing for any fitness level.
What to expect on Winthrop Beach – Donovan's Beach loop from Winthrop
As you pedal along, you'll enjoy continuous, picturesque views of Boston Harbor, a constant companion on this route. The terrain is mostly well-paved, making for a smooth ride as you pass by several of Winthrop's charming beaches, including the popular Winthrop Beach and the quieter Donovan's Beach. Keep an eye out for "the Five Sisters" breakwaters off Winthrop Beach, a distinct visual landmark. This route is genuinely easy, with minimal effort required, making it ideal for road cyclists of all fitness levels looking for a scenic, urban coastal experience.
Planning your visit
The route starts and ends in Winthrop, offering easy access to this coastal town just outside Boston. While specific parking details for the Winthrop Beach – Donovan's Beach loop cycling route aren't explicitly stated, you can generally find parking near Winthrop Beach. This loop is accessible year-round, but the best time to cycle Winthrop Beach is during pleasant weather to fully enjoy the coastal views.
Trail details
- Distance: 10.8 miles (17.3 km)
- Elevation gain: 284 feet (87 metres)
- Difficulty: easy
- Estimated time: 47 minutes
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