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Western Connecticut Planning Region

Weston

Western Connecticut Planning Region

Weston

Easy hikes and walks around Weston

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Exploring Weston on foot is a delightful way to connect with nature. To help you make the most of your adventures, we’ve compiled the top easy hikes and walks around Weston. Perfect for short hikes, kid-friendly excursions, and family-friendly outings, these routes offer something for everyone.

Last updated: October 21, 2025

1. Harbor Loop Trail — Riverside Park

4.08km

01:03

20m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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2. Godfrey Trail and Godfrey Pond – Pent Trail loop from Easton

5.66km

01:32

80m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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3. Trail at Popp Mountain loop from Easton

3.25km

00:56

80m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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4. Flirt Hill loop from Easton

5.97km

01:39

100m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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5. Upper Nod Pond – Whipstick Road Open Space loop from Lewisboro

6.61km

01:44

50m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy hikes and walks around Weston

1. Harbor Loop Trail — Riverside Park

2. Godfrey Trail and Godfrey Pond – Pent Trail loop from Easton

3. Trail at Popp Mountain loop from Easton

4. Flirt Hill loop from Easton

5. Upper Nod Pond – Whipstick Road Open Space loop from Lewisboro

Most popular routes around Weston

Most popular attractions around Weston

Get inspired with the komoot mobile app

Explore more

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