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Western Connecticut Planning Region
Danbury

Ives Trail Greenway Loop

Moderate

1

hikers

Ives Trail Greenway Loop

03:36

11.5km

440m

Hiking

Hike the moderate 7.2-mile Ives Trail Greenway Loop in Tarrywile Park, gaining 1427 feet with diverse terrain and views of Hearthstone Castl

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

4.92 km

Parks Pond and Picnic Site

Highlight • Lake

Nice pond surrounded by woodlands. You cannot swim in the pond, but there is a picnic area nearby that you can use to take a break and enjoy great views of the water.

Tip by

2

5.61 km

Hearthstone Castle

Highlight • Castle

Built between 1895 and 1899, Hearthstone Castle is listed on the National Register of Historic Places.

It was originally built for E. Starr Sanford. It then changed hands several times …

Tip by

B

11.5 km

End point

Parking

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Way Types & Surfaces

Way Types

10.8 km

632 m

< 100 m

< 100 m

Surfaces

10.4 km

489 m

472 m

158 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

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Today

Thursday 9 July

28°C

18°C

74 %

Additional weather tips

Max wind speed: 17.0 km/h

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Frequently Asked Questions

What is the terrain like on the Ives Trail Greenway Loop?

The terrain is quite varied, offering a diverse hiking experience. You'll encounter everything from easy stretches in meadows, like those in Tarrywile Park, to rugged and steep sections. The path includes packed earth, dirt, rock, ledge, grass, and even boardwalks. Be prepared for rocky and leaf-covered areas, especially in the western half, which is considered more challenging.

Are there any notable landmarks or viewpoints along the route?

Yes, the trail offers several points of interest. You can visit Parks Pond and Picnic Site, and explore the historic Hearthstone Castle. The Pine Mountain Lookout provides panoramic views, potentially extending to Long Island Sound. You'll also find impressive glacial erratics in the Pine Mountain section and various old ruins.

Is the Ives Trail Greenway Loop suitable for beginners?

While some sections are easy to moderate, the trail's overall difficulty is considered moderate, with certain parts being quite challenging. The western half, particularly between Bennett's Pond and Tarrywile Park, is relatively difficult due to rugged and steep terrain. Beginners should be aware of these sections and consider shorter, easier portions of the trail.

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

The trail offers different experiences throughout the year. Spring and fall are generally ideal for comfortable hiking temperatures and vibrant scenery, with fall foliage being particularly beautiful. Summer can be pleasant, but be mindful of heat and humidity. Winter hiking is possible, but conditions can be rocky and covered with leaves, and some sections may be icy or snowy, requiring appropriate gear.

Is the Ives Trail Greenway Loop dog-friendly?

Yes, dogs are generally allowed on the trail. However, it's always best to keep your dog on a leash and practice Leave No Trace principles by cleaning up after them. Be aware that some sections might be more challenging for pets due to varied terrain.

Do I need a permit or is there an entrance fee for the trail or Tarrywile Park?

Generally, there are no specific permits required to hike the Ives Trail Greenway Loop itself. The trail passes through several public parks and open spaces, including Tarrywile Park. While Tarrywile Park is publicly accessible, it's always a good idea to check their official website for any specific regulations, parking fees, or updated information regarding permits or entrance fees, especially for larger groups or specific activities.

Where are the main parking and trailhead access points for the Ives Trail Greenway Loop?

The trail connects multiple parks and open spaces, offering various access points. A common starting point is within Tarrywile Park in Danbury. Other access points can be found near Bennett's Pond State Park, Pine Mountain Reserve, and Wooster Mountain State Park. Specific parking availability can vary, so it's advisable to check local park websites for detailed trailhead directions and parking information before your visit.

What kind of wildlife or plants can I expect to see?

The trail boasts a rich and diverse landscape, providing good opportunities for wildlife viewing. You might spot various bird species, especially around Bennett's Pond and the Wiedel Meadows, making it excellent for birdwatching. The forested areas are home to typical New England woodland creatures, and you can also find significant vernal pools along the route, which are crucial habitats for amphibians.

Does the trail intersect other well-known paths?

Yes, the route primarily follows the Ives Trail Greenway for about 87% of its length. It also passes through sections of the Ives Spur and the Ives Trail Greenway Alternative.

Is there public transport access to the Ives Trail Greenway Loop?

While the trail connects several towns like Danbury and Ridgefield, direct public transport access to specific trailheads might be limited. It's recommended to research local bus routes or ride-sharing options to the nearest town centers and then plan for a short taxi or car ride to your chosen trailhead. Access is generally easier by private vehicle.

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