8
hikers
Olivia's Overlook – Monks Pond loop from Tanglewood
01:02
3.55km
90m
Hiking
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is right next to a parking lot.
Last updated: January 15, 2026
Waypoints
Start point
Parking
Get Directions
1.59 km
Olivia's Overlook
Highlight • Viewpoint
It is also the location chosen as the summer residence of the Boston Symphony Orchestra.
The Olivia's Overlook offers a very beautiful view of this lake.
Tip by
3.00 km
Monks Pond
Highlight • Lake
Tip by
3.55 km
End point
Parking
Way Types & Surfaces
Way Types
2.36 km
1.18 km
Surfaces
1.79 km
1.71 km
< 100 m
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Elevation
Highest point (430 m)
Lowest point (350 m)
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Weather
Powered by Foreca
Today
Saturday 27 June
28°C
15°C
24 %
Additional weather tips
Max wind speed: 9.0 km/h
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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