Exploring Middlesex County 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 …

Last updated: September 20, 2025

4.7

(18)

hikers

1. Rock Circuit Trail loop — Middlesex Fells Reservation

6.84km

01:49

70m

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

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Easy

112

hikers

2. Walden Pond Path – Walden Pond State Reservation

2.97km

00:46

20m

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

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Easy

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102

hikers

3. Walden Pond Path loop — Walden Pond State Reservation

2.67km

00:41

10m

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

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Easy

5.0

(1)

hikers

4. Prospect Hill Park loop — Waltham

4.59km

01:20

120m

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

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Easy

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5. Beaver Brooks & Rock Meadow Reservation Loop

5.38km

01:24

40m

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

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Easy

hikers

6. Great Meadows National Wildlife Refuge loop via Dike Trail

2.90km

00:44

10m

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

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Easy

4.3

(3)

hikers

7. Healthy Heart Trail — Middlesex Fells Reservation

2.61km

00:57

20m

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

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Easy

hikers

8. Arlington's Great Meadows loop — Arlington, Massachusetts

3.63km

00:55

10m

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

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Easy

hikers

9. Whipple Hill Conservation Land loop — Lexington, Massachusetts

3.54km

00:59

60m

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

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Easy

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10. Mystic Lakes Trail — Medford

4.54km

01:10

10m

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

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Easy

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Check out more Hikes throughout Middlesex County below and find the perfect route in your destination.

Hopkinton State Park Great Meadows National Wildlife Refuge Cochituate Hanscom Afb J. Harry Rich State Forest Pinehurst Farnsworth Wildlife Refuge Callahan State Park Malden Cambridge Assabet National Wildlife Refuge Newton Lowell Dracut Tyngsborough State Forest Marlborough-Sudbury State Forest Governor Thomas Dudley State Park Willard Brook State Forest Reading Wakefield Ashland State Park Whitehall State Park Ayer Main Street Wildlife Refuge Warren H Manning State Park Everett English Wildlife Refuge East Pepperell Framingham Hopkinton Billerica State Forest West Concord Loker Conservation And Recreation Area Marlborough Belmont Melrose Lowell Heritage State Park Lexington Hudson Watertown Waltham Wilmington Winchester Woburn Arlington Lowell Townsend Stoneham Pepperell Burlington Carlisle State Forest Littleton Common Somerville Maynard Medford Groton Shirley Lost Lake Recreation Area Great Brook Farm State Park Weston Pond Recreation Area Cochituate State Park Townsend State Forest

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Browse the best Hikes in other regions.

Norfolk County Barnstable County Essex County Suffolk County Worcester County Berkshire County Plymouth County Hampden County Hampshire County Bristol County Dukes County Franklin County Nantucket County

Easy hikes and walks in Middlesex County

1. Rock Circuit Trail loop — Middlesex Fells Reservation

2. Walden Pond Path – Walden Pond State Reservation

3. Walden Pond Path loop — Walden Pond State Reservation

4. Prospect Hill Park loop — Waltham

5. Beaver Brooks & Rock Meadow Reservation Loop

6. Great Meadows National Wildlife Refuge loop via Dike Trail

7. Healthy Heart Trail — Middlesex Fells Reservation

8. Arlington's Great Meadows loop — Arlington, Massachusetts

9. Whipple Hill Conservation Land loop — Lexington, Massachusetts

10. Mystic Lakes Trail — Medford

Other adventures in Middlesex County

Most popular routes in Middlesex County

Most popular attractions in Middlesex County

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