Wellesley Hills to Borderland State Park loop via Seekonk Street
Wellesley Hills to Borderland State Park loop via Seekonk Street
4.8
(1081)
17,258
riders
03:31
84.7km
600m
Road cycling
This moderate road cycling route from Wellesley Hills offers a substantial ride, covering 52.6 miles (84.7 km) with 1968 feet (600 metres) of elevation gain. You will experience a scenic transition from leafy suburban streets to more rural Massachusetts landscapes, passing through wooded sections and open fields. Keep an eye…
Last updated: April 23, 2026
Waypoints
Start point
Parking
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18.9 km
Highlight (Segment) • Cycleway
Tip by
49.6 km
Highlight • Forest
Tip by
68.1 km
Highlight • Lake
Tip by
84.7 km
End point
Parking
Way Types & Surfaces
Way Types
68.7 km
11.1 km
4.89 km
< 100 m
Surfaces
83.7 km
996 m
< 100 m
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Elevation
Highest point (110 m)
Lowest point (30 m)
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Weather
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Today
Sunday 31 May
19°C
3°C
45 %
Additional weather tips
Max wind speed: 19.0 km/h
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This route was planned by komoot.
This route is classified as moderate. It covers approximately 84.7 kilometers (52.6 miles) with an elevation gain of about 600 meters (1,968 feet). While mostly paved, be prepared for rolling hills and potentially some unpaved or less-than-perfect road segments, requiring a good level of fitness.
Given its moderate difficulty, distance, and elevation gain, this route is generally better suited for cyclists with some experience. Beginners might find the length and varied terrain challenging. Consider shorter, flatter routes to build endurance before tackling this loop.
The route primarily consists of well-paved roads, ideal for a racebike. However, be aware that some segments may be unpaved and difficult to ride, potentially including gravel sections. The elevation profile features noticeable ascents and descents throughout, indicating rolling hills rather than sustained steep climbs.
You'll experience a transition from suburban Wellesley Hills to more rural landscapes as you approach Borderland State Park. Key highlights include cycling along Seekonk Street, passing through Borderland State Park Forest, and views of Willett Pond. Borderland State Park itself offers natural beauty and historic buildings like the Ames mansion, though most trails within the park are not suitable for road bikes.
The best time to cycle this route is typically from late spring through early fall (May to October). During these months, the weather is generally mild, and road conditions are most favorable. Avoid winter months due to potential ice and snow, and be mindful of hot summer days.
As this is a loop starting from Wellesley Hills, you would typically find parking in or around Wellesley Hills. Specific parking details for the start of the loop are not provided, but public parking areas in Wellesley or near the route's initial segments would be suitable. Always check local parking regulations.
Cycling on public roads along the route does not require permits or fees. However, if you plan to stop and enter Borderland State Park, there may be parking fees or day-use fees, especially for vehicles. Check the official mass.gov website for Borderland State Park for current fee information and regulations.
While the cycling route itself is on public roads, Borderland State Park is generally dog-friendly, but specific rules apply. Dogs must be kept on a leash at all times and are not allowed in buildings or swimming areas. Always clean up after your pet. For detailed regulations, consult the Borderland State Park website.
This route is designed for a racebike. Given the potential for some unpaved or rough segments, ensure your tires are in good condition and consider slightly wider tires if you're concerned about mixed terrain. Always bring a helmet, water, snacks, a repair kit, and navigation tools. Layered clothing is recommended due to varying temperatures over the distance.
Yes, while primarily a road cycling route, it briefly intersects with or runs parallel to several other paths. You may encounter sections of the Bay Circuit Trail, Warner Trail, and the Massapoag Trail, among others, though these are typically hiking or mountain biking trails and not suitable for road bikes.
Wellesley Hills offers various cafes and restaurants at the start or end of your ride. As you venture towards Borderland State Park, options become more sparse, but you may find establishments in towns like Sharon or Easton, which are near the park. It's advisable to carry sufficient water and snacks, especially for the middle sections of the loop.