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Hiking trails & Routes
United States
Connecticut
Western Connecticut Planning Region

Saddleback and Topledge Loop

Moderate

2.7

(13)

52

hikers

Saddleback and Topledge Loop

02:03

7.35km

150m

Hiking

Embark on the Saddleback and Topledge Loop, a moderate hiking route that guides you through remote, Maine-like forests. You will experience varied terrain, including single-track sections that offer a true wilderness feel. As you hike, you can look forward to expansive views from Topstone Mountain, where you'll see the park's 25-acre pond to the east and, on clear days, a distant glimpse of Long Island Sound. This loop covers 4.6 miles (7.3 km) with an elevation gain of 508 feet (155 metres), typically taking about 2 hours and 2 minutes to complete.

To plan your visit, head to Topstone Park in Redding, Connecticut, where the Saddleback and Topledge Loop begins. The park is easily accessible, making it a convenient choice for a day out. If you plan to bring your dog, they are welcome on the Saddleback Trail, but please ensure they remain on a leash throughout your hike to maintain a pleasant experience for all park visitors. Check the park's official website for any specific operating hours or seasonal advisories before you go.

This trail stands out for its unique blend of accessible wilderness and scenic overlooks within Topstone Park. The diverse landscape, from dense woodlands to open vistas, provides a refreshing escape. It's a great option if you're seeking a moderate challenge with rewarding views, offering a taste of a more rugged environment without venturing too far from civilization.

Last updated: April 23, 2026

Waypoints

A

Start point

Parking

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6.25 km

Topstone Park

Nature Reserve

B

7.35 km

Topstone Mountain

Highlight • Summit

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Way Types & Surfaces

Way Types

7.35 km

Surfaces

7.12 km

220 m

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Elevation

Elevation

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Weather

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Today

Monday 25 May

22°C

12°C

96 %

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Max wind speed: 14.0 km/h

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Frequently Asked Questions

How long does it typically take to hike the Saddleback and Topledge Loop?

The estimated duration for completing this loop is approximately 2 hours and 3 minutes, based on an average hiking pace.

What is the difficulty level of this hike?

The Saddleback and Topledge Loop is rated as moderate. While the Saddleback Trail itself has an easy grade with gradual ascents, the overall loop involves some elevation gain and can include single-track sections, making it suitable for those looking for moderate activity.

Where can I park for the Saddleback and Topledge Loop?

The trail is located within Topstone Park in Redding, Connecticut. You can find trailhead parking available at the park entrance.

Is the Saddleback and Topledge Loop dog-friendly?

Yes, dogs are permitted on the Saddleback Trail and generally within Topstone Park. However, they should always be kept on a leash.

Are there any entrance fees or permits required for Topstone Park?

Topstone Park is Redding's only municipal park. The provided information does not indicate any specific entrance fees or permits required for access.

What kind of terrain can I expect on this loop?

The terrain includes single-track sections that offer a feeling of being immersed in remote woods. You'll encounter gradual ascents and descents, with the Saddleback Trail having approximately 237 feet of elevation gain. The trails wind through a Maine-like forest.

What kind of views or natural features can I expect along the route?

The park's principal feature is a 25-acre pond, and sections of the loop offer frequent views of the water. From Topstone Mountain, you can enjoy views of the pond to the east and a "very long view" of Long Island Sound in all seasons. The trails also traverse remote, forested areas.

What is the best time of year to hike this loop?

The trail offers scenic views of Long Island Sound in all seasons, suggesting it can be enjoyed year-round. However, for the most comfortable hiking experience and vibrant foliage, spring and fall are often ideal. Winter hiking is possible, but conditions may vary.

Are there any notable landmarks or viewpoints along the route?

Yes, the loop may traverse Topstone Mountain, which offers exceptional scenic overlooks, including distant views of Long Island Sound. The "Stuart Chase Long View Trail," often incorporated into loops here, is known for these views. The 25-acre pond is also a prominent feature with frequent views.

Does this loop intersect with other trails in Topstone Park?

Yes, the Saddleback and Topledge Loop is part of a larger network within Topstone Park. The route officially includes sections of the Pond Trail, Base Trail, Saddleback Trail, Topledge, and Long View Trail. It can also be combined with trails like Boulder Top to create various customized loop hikes.

Is this trail suitable for families with children?

Given its moderate difficulty and the presence of a 25-acre pond and scenic views, the loop can be suitable for families. The Saddleback Trail itself has an easy grade. Hikers can customize their experience by connecting various trails within the park to adjust the distance and challenge.

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