View from Prospect Hill Road – Shaker Settlement Ruins loop from Bolton
View from Prospect Hill Road – Shaker Settlement Ruins loop from Bolton
3.2
(21)
94
riders
View from Prospect Hill Road – Shaker Settlement Ruins loop from Bolton
02:38
40.1km
460m
Cycling
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.
Last updated: May 15, 2026
Tips
Includes a segment in which cycling is not permitted
After 35.5 km for 82 m
Waypoints
Start point
Parking
Get Directions
10.5 km
Prospect Hill Road and the Fruitlands Museum
Highlight (Segment) • Viewpoint
Tip by
11.3 km
View from Prospect Hill Road
Highlight • Viewpoint
Tip by
17.4 km
Shaker Settlement Ruins
Highlight • Historical Site
21.1 km
Oak Hill
Nature Reserve
21.6 km
Lookout Rock
Highlight • Viewpoint
Tip by
35.5 km
Smith Conservation Land
Nature Reserve
40.1 km
End point
Parking
Way Types & Surfaces
Way Types
18.9 km
17.8 km
1.36 km
1.03 km
937 m
172 m
Surfaces
27.8 km
10.00 km
2.18 km
118 m
< 100 m
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Elevation
Highest point (170 m)
Lowest point (70 m)
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Weather
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Today
Tuesday 7 July
19°C
15°C
89 %
Additional weather tips
Max wind speed: 18.0 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 challenging and rewarding day out on two wheels, the View from Prospect Hill Road – Shaker Settlement Ruins loop from Bolton is a difficult touring cycling route that delivers. This 24.9-mile (40.1 km) journey, with 1503 feet (458 metres) of elevation gain, takes about 2 hours and 37 minutes to complete, making it a solid choice for experienced cyclists seeking a substantial ride through classic New England scenery. It's one of the more demanding Bolton MA touring cycling routes, perfect for pushing your limits and enjoying panoramic views.
What to expect on View from Prospect Hill Road – Shaker Settlement Ruins loop from Bolton
This route offers a delightful mix of well-paved roads and rolling hills, characteristic of Central Massachusetts. You'll experience the rewarding climb up Prospect Hill Road towards the Fruitlands Museum, a segment local cyclists cherish for its effort and the spectacular views it unveils. From the summit of Prospect Hill, you can gaze across the Nashua River Valley, the Oxbow National Wildlife Refuge, and even spot Mount Wachusett and Mount Monadnock on clear days. The journey also takes you past historic stone walls and expansive horse farms, immersing you in the region's rich past, including the Shaker Settlement Ruins. While mostly paved, be ready for moderate elevation changes, especially on the ascent, making this route best suited for cyclists with good fitness looking for a challenging yet scenic ride.
Planning your visit
This area is particularly stunning in the autumn when the leaves change colors, offering a vibrant backdrop for your ride. While specific parking details for a Bolton start aren't outlined, the region is well-traversed by cyclists, and you'll find general parking options in Bolton or near the Fruitlands Museum. Always check local regulations for parking and cycling access, especially around historical sites. Given the duration and elevation, ensure you carry enough water and snacks, especially on warmer days.
Trail details
- Distance: 24.9 miles (40.1 km)
- Elevation gain: 1503 feet (458 metres)
- Difficulty: difficult
- Estimated time: 2 hours and 37 minutes
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