Wellesley Hills to Moose Hill Reservation loop via Gregg Conservation Land
Wellesley Hills to Moose Hill Reservation loop via Gregg Conservation Land
5.0
(5583)
16,134
riders
04:25
73.7km
510m
Cycling
This difficult 45.8-mile touring cycling loop from Wellesley Hills to Moose Hill Reservation offers diverse terrain and scenic views.
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
7.26 km
Highlight • Forest
Tip by
27.0 km
Highlight (Segment) • Trail
Tip by
53.4 km
Highlight • River
Tip by
73.7 km
End point
Parking
Way Types & Surfaces
Way Types
58.3 km
7.81 km
6.28 km
1.34 km
< 100 m
Surfaces
69.8 km
2.36 km
1.34 km
246 m
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Elevation
Highest point (110 m)
Lowest point (30 m)
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Weather
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Today
Saturday 30 May
15°C
6°C
91 %
Additional weather tips
Max wind speed: 33.0 km/h
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This route was planned by komoot.
This extensive touring cycling loop, stretching approximately 73.7 kilometers (45.8 miles), typically requires about 4 hours and 25 minutes to complete. This duration is for cyclists with very good fitness due to the route's challenging nature.
This route is categorized as 'difficult' and a 'Hard bike ride'. It is best suited for cyclists with 'very good fitness' due to its length, elevation gain, and some potentially unpaved segments.
The route primarily features mostly paved surfaces, offering a smooth ride. However, be aware that some segments may be unpaved and difficult to ride, contributing to its 'hard' rating. You'll encounter undulating roads with steady, smooth climbs and descents that include 'fun chicanes' (sharp turns).
You can expect diverse and picturesque scenery, including woodlands, open fields, and wetlands. Notable areas include Gregg Conservation Land, Moose Hill Farm Road, and the Charles Valley Natural River Storage Area. Moose Hill Reservation is a significant wildlife sanctuary and part of a Mass Audubon Society Wildlife Sanctuary.
Yes, Moose Hill Reservation features 20 miles of trails with breathtaking views, especially during fall foliage. You'll pass through mixed forests, old farm fields, and red maple swamps, offering many scenic opportunities.
Given that Moose Hill Reservation is a wildlife reserve and a Mass Audubon Society Wildlife Sanctuary, you have opportunities to observe local wildlife and natural landscapes. The diverse habitats along the route support various species.
While specific parking lots for the entire loop are not detailed, you can look for parking options near Wellesley Hills to begin the loop, or near Gregg Conservation Land in Walpole or Moose Hill Reservation in Sharon, MA, to access different sections of the route.
No, this loop is generally categorized as a 'Hard bike ride' requiring 'very good fitness' due to its length, elevation, and some unpaved sections. It is not recommended for beginners or young families looking for an easy ride.
While specific regulations for the entire loop are not available, individual conservation lands and sanctuaries often have their own rules. Moose Hill Reservation, as a Mass Audubon sanctuary, typically allows dogs on leash on its trails, but it's best to check specific rules for Gregg Conservation Land and other sections you plan to traverse.
The fall season is particularly recommended for cycling this route, as Moose Hill Reservation offers breathtaking views, especially during fall foliage. Spring and early summer can also be pleasant, but always check weather conditions.
Generally, no specific permits or entrance fees are required for cycling on public roads and most conservation lands along this route. However, if you plan to access specific facilities or areas within the Mass Audubon Moose Hill Wildlife Sanctuary, it's advisable to check their website for any visitor fees or specific regulations.
Yes, both Wellesley Hills and the areas around Moose Hill Reservation (Sharon, MA) and Gregg Conservation Land (Walpole, MA) offer various options for cafes, pubs, and accommodation. You'll find amenities in the towns along or near the loop.