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Routes
Hiking trails & Routes
United States
New York
Orange County

Drakes, White Cloud, Orchard, and Sara's Way Loop

Routes
Hiking trails & Routes
United States
New York
Orange County

Drakes, White Cloud, Orchard, and Sara's Way Loop

Moderate

4.9

(5446)

14,765

hikers

Drakes, White Cloud, Orchard, and Sara's Way Loop

02:45

10.4km

100m

Hiking

Hike the Drakes, White Cloud, Orchard, and Sara's Way Loop, a moderate 6.4-mile trail in Stewart State Forest, taking around 2 hours 44 minu

Last updated: February 26, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

Stewart State Forest

Waypoints

A

Start point

Parking

Get Directions

1

752 m

Pond in Stewart State Forest

Highlight • Lake

Stewart State Forest, nestled in Orange County, New York, this expansive forest seamlessly blends wetlands, fields, and forest. With 22 miles of gravel roads and 18 miles of hiking trails, it's a haven for outdoor enthusiasts. Engage in hiking, biking, horseback riding, hunting, cross country skiing, snowmobiling, bird watching, and fishing. Encounter a diverse wildlife population, from white-tailed deer and coyotes to bobcats, wild turkeys, great blue herons, and majestic hawks.

Tip by

2

2.70 km

Whether you are looking for wide and smooth roads or tight singletrack trails, Stewart State Forest probably has it. This section of Drakes Trail is one of the most southern singletrack trails in the trail system. The paths cross over each other and over the service roads in the forest, so you can create an almost endless number of loops.

Tip by

B

10.4 km

End point

Parking

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Way Types & Surfaces

Way Types

8.48 km

1.69 km

Surfaces

8.48 km

1.69 km

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Elevation

Elevation

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Highest point (180 m)

Lowest point (120 m)

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Weather

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Today

Saturday 25 July

27°C

13°C

0 %

Additional weather tips

Max wind speed: 12.0 km/h

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Frequently Asked Questions

What is the difficulty level of the Drakes, White Cloud, Orchard, and Sara's Way Loop?

This loop is rated as moderate. While it's a good distance, the elevation gain is relatively gentle, making it accessible for hikers with some experience.

Where can I park to access this loop trail?

Specific parking details for this exact loop are not widely documented. However, as the trail is located within Stewart State Forest, you would typically look for designated parking areas near trailheads within the forest. It's advisable to check the Stewart State Forest official website or local trail maps for the most accurate parking information before your visit.

Are there any entrance fees or permits required for hiking in Stewart State Forest?

Generally, there are no entrance fees to access Stewart State Forest for day-use activities like hiking. However, specific regulations or permits might apply for certain activities or group sizes. It's always best to check the official New York State Parks, Recreation and Historic Preservation website for the latest information regarding Stewart State Forest regulations.

Is the Drakes, White Cloud, Orchard, and Sara's Way Loop dog-friendly?

Stewart State Forest is generally dog-friendly, but dogs must be kept on a leash at all times. Please remember to clean up after your pet to help maintain the trail's cleanliness for all users.

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

Given its location in Stewart State Forest, spring, summer, and fall are typically the best seasons for hiking. Spring offers wildflowers, summer provides lush greenery, and fall showcases vibrant foliage. Winter hiking is possible but may require appropriate gear for snow and ice, and trail conditions should be checked beforehand.

What can I see along the route?

The loop takes you through Stewart State Forest, offering natural scenery. Notable points include a Pond in Stewart State Forest and sections of Drakes Trail Singletrack.

Does the trail intersect other well-known paths?

Yes, the route incorporates sections of several official trails within Stewart State Forest, including Drakes Trail, White Cloud Trail, Orchard Trail, Sara's Way, NY Bike Route 17, Windsor Trail, Prime, Rock Wall Trail, Camp, V Notch Trail, Middle Earth, Bypass Trail, Lange Farm Trail, Shields, Beaver Pond Trail, Giant Steps Trail, and Causeway.

Is this loop suitable for beginners?

With a moderate difficulty rating and manageable elevation gain, this loop can be suitable for beginners who are accustomed to walking longer distances. The total distance is over 10 kilometers, so ensure you are prepared for the length of the hike.

What kind of terrain can I expect on the trail?

The terrain primarily consists of forest paths and singletrack trails typical of Stewart State Forest. Expect a mix of dirt paths, potentially some roots and rocks, and generally well-maintained surfaces suitable for hiking.

How long does it typically take to complete the Drakes, White Cloud, Orchard, and Sara's Way Loop?

On average, hikers can expect to complete this loop in approximately 2 hours and 45 minutes, depending on pace and stops.

Are there any facilities like restrooms or water sources along the trail?

Stewart State Forest is a natural area, and specific facilities like restrooms or designated water sources directly on the trail are generally limited. It's recommended to bring your own water and use facilities at the trailhead or nearby before starting your hike.

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