Routes

Planner

Features

Updates

App

Get the App

Windsor County

Windsor County

Easy hikes and walks in Windsor County

4.8

(36)

662

hikers

hikes

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

Last updated: October 15, 2025

5.0

(1)

hikers

1. Mount Tom loop via the Faulkner Trail — Woodstock, Vermont

6.44km

01:54

180m

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

Navigate

Send to Phone

Save

Easy

hikers

2. Quechee Gorge Trail – Quechee State Park

4.32km

01:10

60m

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

Navigate

Send to Phone

Save

Easy

Let us show you the way with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures in England and beyond.

hikers

3. Quechee Gorge Trail — Quechee State Park

4.34km

01:11

60m

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

Navigate

Send to Phone

Save

Easy

5.0

(2)

hikers

4. The Pogue loop via The Carriage Road — Marsh-Billings-Rockefeller National Historical Park

6.31km

01:49

150m

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

Navigate

Send to Phone

Save

Easy

5.0

(1)

hikers

5. Slack Hill Trail – Coolidge State Park

5.23km

01:33

160m

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

Navigate

Send to Phone

Save

Easy

5.0

(1)

hikers

6. The Pogue loop from Prosper Road — Marsh-Billings-Rockefeller National Historical Park

3.78km

01:05

90m

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

Navigate

Send to Phone

Save

Easy

5.0

(1)

hikers

7. Lake Runnemede Loop – Paradise Park Windsor

5.96km

01:34

50m

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

Navigate

Send to Phone

Save

Easy

hikers

8. Aqueduct Trails to Vondell Reservoir loop — Woodstock, Vermont

4.81km

01:18

70m

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

Navigate

Send to Phone

Save

Easy

9. Mount Peg — Woodstock, Vermont

2.00km

00:37

80m

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

Navigate

Send to Phone

Save

Easy

5.0

(1)

hikers

10. Hiking loop from Woodstock

5.11km

01:30

140m

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

Navigate

Send to Phone

Save

Easy

Get access to more routes and recommendations from other explorers.

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Other adventures in Windsor County

The Appalachian Trail — America’s most iconic long-distance hike

Hiking Collection by

Jamie S.

Most popular routes in Windsor County

Hiking in Windsor County

Running Trails in Windsor County

Road Cycling Routes in Windsor County

Cycling in Windsor County

Gravel biking in Windsor County

Waterfall hikes in Windsor County

MTB Trails in Windsor County

Most popular attractions in Windsor County

Places to see

Lakes

Mountain Peaks

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures around London and beyond.

Join komoot Now

Didn’t find what you were looking for?

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

White River Junction South Woodstock Wilder Hartford Village Quechee Hurricane Forest Wildlife Refuge North Hartland Dam Recreation Area Ascutney Hartland Windsor Norwich West Woodstock Woodstock Village North Hartland

Explore more

Browse the best Hikes in other regions.

Lamoille County Green Mountain And Finger Lakes National Forests Chittenden County Addison County Washington County Orange County Bennington County Windham County Lake Champlain Rutland County Franklin County Grand Isle County Orleans County Caledonia County Essex County

Easy hikes and walks in Windsor County

1. Mount Tom loop via the Faulkner Trail — Woodstock, Vermont

2. Quechee Gorge Trail – Quechee State Park

3. Quechee Gorge Trail — Quechee State Park

4. The Pogue loop via The Carriage Road — Marsh-Billings-Rockefeller National Historical Park

5. Slack Hill Trail – Coolidge State Park

6. The Pogue loop from Prosper Road — Marsh-Billings-Rockefeller National Historical Park

7. Lake Runnemede Loop – Paradise Park Windsor

8. Aqueduct Trails to Vondell Reservoir loop — Woodstock, Vermont

9. Mount Peg — Woodstock, Vermont

10. Hiking loop from Woodstock

Other adventures in Windsor County

Most popular routes in Windsor County

Most popular attractions in Windsor County

Get inspired with the komoot mobile app

Didn’t find what you were looking for?

Explore more

Get ready to conquer new peaks

We value your privacy ⛰️

We value your privacy ⛰️