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United States
Vermont
Windsor County

Windsor

Easy hikes and walks around Windsor

4.5

(7)

132

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13

hikes

Hiking around Windsor offers a variety of easy trails through diverse landscapes. The region features expansive parklands, such as Windsor Great Park, alongside scenic riverside paths along the River Thames. Ancient woodlands and beautifully maintained gardens also contribute to the varied terrain. The area is characterized by gentle elevations, making it suitable for accessible and family-friendly excursions.

Best easy hiking trails around Windsor

  • The most popular easy hiking route is Lake Runnemede Loop – Paradise Park Windsor, a 3.7…

Last updated: June 23, 2026

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hikers

#1.

Paradise Park Loop

4.46km

01:11

50m

50m

The Paradise Park Loop offers a delightful and accessible escape in Windsor, Vermont, perfect for a leisurely outing. This easy hiking route winds gently around the serene Lake Runnemede, providing…

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3

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1.67km

00:36

150m

0m

The Weathersfield Trail offers a delightful, accessible escape into the mixed hardwoods, spruce, and hemlock forests of Mount Ascutney. This easy 1.0-mile (1.7 km) hike, with its 501 feet (153…

Easy
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5.0

(1)

4

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The Ridge and Lakeside Loop offers a delightful and accessible outdoor experience, perfect for a leisurely afternoon. You'll enjoy continuous views of Lake Runnemede as the path winds through pleasant…

Easy

The Blow-Me-Down and Ravine Trails Loop offers a delightful journey through varied forest landscapes, perfect for a relaxed outing. You'll wander along the Blow-Me-Down Brook, discover a historic swimming hole,…

Easy

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

Easy
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Tips from the Community

mtm05005
February 26, 2024, Lake Runnemede

Lake Runnemede is a great place for a break during a long ride. The large body of water is home to many species of birds and fish. The water is visible from the road, so if you don't have time to stop, you can still get a great view as you ride by.

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Grace Mulligan
December 22, 2023, Lake Runnemede

This is a lovely run around the shores of Lake Runnemede along a relatively flat and grassy footpath that's right up on the water's edge, creating lovely scenes as you make your way around.

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This mill was used to as a gristmill to grind cereal grains into flour for the local community up until the 1920s. The restored building and waterfall is nestled alongside Blow-Me-Down pond and is a beautiful place to photograph and sit for a few moments.

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This is a fascinating park as it preserves the gardens, home and studios of Augustus Saint-Gaudens, a renowned American sculptor. Some of Augustus' sculptures remain in the park today. Wander around the buildings and immaculate gardens and feel inspired by this artist's life and work. There is a small fee to enter, prices and opening times can be found here https://www.recreation.gov/sitepass/2916

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Matthew
November 29, 2023, Little Cascade Falls

Little Cascade Falls are a small set of cascades off the side of the Weathersfield Trail. They are often paired with the larger Crystal Cascade Falls at the end of the path.

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Mareike
December 20, 2022, Lake Runnemede

The shoreline of Lake Runnemede is a nice area for a walk. You can see Mount Ascutney in the background.

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Trails from all directions lead to the summit of Mount Ascutney. There's a lookout tower that takes you above the trees for great views.

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Frequently Asked Questions

How many easy hiking trails are available in Windsor?

Windsor offers 7 easy hiking trails, perfect for a relaxed outdoor experience. These routes are designed for various fitness levels, focusing on accessible and enjoyable walks through the region's diverse landscapes.

What do other hikers enjoy most about the trails in Windsor?

The trails in Windsor are highly rated by the komoot community, with an average score of 4.6 stars from over 10 reviews. Hikers often praise the scenic views, well-maintained paths, and the opportunity to explore unique natural areas like the tallgrass prairies and oak savannas.

Are there any easy circular walks in Windsor?

Yes, many of Windsor's easy trails are circular, offering convenient loops to start and end at the same point. A popular option is the Lake Runnemede Loop – Paradise Park Windsor, which provides scenic views around the lake within a park setting.

Are the easy hiking trails in Windsor suitable for families?

Absolutely! Windsor's easy trails are generally flat and accessible, making them ideal for family outings. Many routes pass through parks and natural areas, offering a pleasant experience for all ages. The Saint-Gaudens National Historical Park & Blow-Me-Down Mill loop is a great example, exploring historical grounds in a gentle setting.

Can I bring my dog on the easy hiking trails in Windsor?

Many trails in Windsor are dog-friendly, though it's always best to check specific park regulations. The Ojibway Prairie Complex, which includes areas like Tallgrass Prairie Heritage Park, often welcomes dogs on leash, allowing you and your canine companion to enjoy the unique prairie and savanna landscapes.

What kind of natural landscapes can I expect to see on easy hikes in Windsor?

Windsor's easy hikes offer a surprising diversity of natural landscapes. You can explore rare tallgrass prairies and oak savannas at the Ojibway Prairie Complex, enjoy picturesque views along the Detroit River Waterfront, or wander through unique woodland environments like those found at Devonwood Conservation Area. The region is known for its commitment to preserving these valuable green spaces.

Are there any viewpoints or interesting landmarks along the easy trails?

Yes, several easy trails offer scenic viewpoints and access to landmarks. For instance, the Windsor Riverfront Trail provides stunning views of the Detroit skyline and features the Windsor Sculpture Park. You can also find natural highlights like Little Cascade Falls or enjoy panoramic vistas from West Peak Vista / Glider Area on Mt. Ascutney on some routes.

What is the best time of year to go hiking in Windsor?

Windsor, being Canada's southernmost region, enjoys an extended warm season, making spring, summer, and fall excellent times for hiking. Spring and fall are particularly popular for birdwatching, as the area is a significant migratory bird route. The diverse landscapes offer beauty in every season.

Are there any easy trails that feature water elements like lakes or rivers?

Yes, Windsor has several easy trails that incorporate water features. The Lake Runnemede Loop circles the beautiful Lake Runnemede. Additionally, the Windsor Riverfront Trail offers continuous views of the Detroit River, providing a refreshing waterside experience.

Where can I find parking for easy hikes in Windsor?

Most major parks and trailheads in Windsor offer designated parking areas. For example, trails within the Ojibway Prairie Complex, Malden Park, or the starting points for routes like the Little Cascade Falls – Crystal Cascade Falls loop from Weathersfield trailhead parking typically have accessible parking facilities. It's advisable to check specific park websites for detailed parking information.

Are there any easy trails that are paved or particularly accessible?

Yes, Windsor offers several paved and highly accessible trails. The Windsor Riverfront Trail is a prime example, being a 9.5-kilometer paved path perfect for walking, jogging, and cycling, offering flat terrain and stunning river views. The Herb Gray Parkway Trail is another unique 17-kilometer paved urban trail designed for easy access.

What kind of wildlife might I encounter on an easy hike in Windsor?

Windsor's natural areas are rich in biodiversity. The Ojibway Prairie Complex alone is home to over 4,000 species, including rare plants, insects, reptiles, birds, and mammals like the Grey Fox. Point Pelee National Park, a short drive away, is internationally recognized for its migratory birds. Keep an eye out for diverse bird species, butterflies, and small mammals.

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