The best walks and hikes around Westbrook
4.5
(14)
588
hikers
64
hikes
Last updated: September 20, 2025
14
hikers
1. Cherry Hills Trail – Cherry Hills Farm, Gorham
4.19km
01:05
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
3
hikers
2. Jewell Falls and Thompsons Point – Portland
9.12km
02:20
40m
Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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5.0
(1)
2
hikers
3. Jewell Falls to Thompsons Point — Portland, Maine
10.7km
02:44
40m
Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4
hikers
4. Evergreen Woods Hiking Trails loop — Portland, Maine
6.08km
01:35
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5. Stroudwater Trail loop — Portland, Maine
13.6km
03:32
80m
Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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