Exploring Hopkinton 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 Hopkinton. Perfect for short hikes, kid-friendly excursions, and family-friendly outings, these routes offer something for everyone.

Last updated: October 9, 2025

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1. Ashland Reservoir Dam – Ashland Reservoir loop from Ashland

7.09km

01:51

50m

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

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2. Dean Pond – Upton State Forest loop from Grafton

5.30km

01:26

70m

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

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3. Westboro Reservoir & Conservation Land loop from Brampton Circle

3.52km

00:56

40m

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

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4. Peppercorn Hill loop from Upton

5.06km

01:24

90m

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

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5. Sudbury River loop from Brampton Circle

6.34km

01:43

90m

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

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Easy hikes and walks around Hopkinton

1. Ashland Reservoir Dam – Ashland Reservoir loop from Ashland

2. Dean Pond – Upton State Forest loop from Grafton

3. Westboro Reservoir & Conservation Land loop from Brampton Circle

4. Peppercorn Hill loop from Upton

5. Sudbury River loop from Brampton Circle

Most popular routes around Hopkinton

Most popular attractions around Hopkinton

Get inspired with the komoot mobile app

Explore more

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