Help keep our trails and parks open during COVID-19 by committing to social distancing. Some trails or park services may be closed this weekend so check with local authorities before heading out.
Learn more

Deep Woods Trail is a 3.4 mile moderately trafficked loop trail located near Killingworth, Connecticut that features a lake and is good for all skill levels. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.

Distance: 3.4 miles Elevation Gain: 265 feet Route Type: Loop

dogs on leash

wheelchair friendly

kid friendly

stroller friendly

fishing

hiking

mountain biking

nature trips

road biking

walking

bird watching

running

beach

forest

lake

river

views

wild flowers

wildlife

recorded Deep Woods Trail

hiking
3 months ago

Great trail! Brought my 6 year old lab with me and she was pushed to her limits, there were areas with bouldering which was good for us but the dog couldn’t do them. Any older dogs would probably not have an easy time with this trail! Recommended!

hiking
3 months ago

I would not categorize this as easy where you are climbing ledge in a part of it. The rest is easy.

4 months ago

Great walk today - we took the boardwalk to the Deep Woods (orange) trail and then decided to take the blue back toward the lake. We ended up doing a little scramble on the blue trail which was unexpected and fun. It was a very steep descent. We'll definitely be back to Chatfield Hollow to check out other trails.

hiking
5 months ago

What an awesome trail this was to find yesterday. The weather was amazing for a January day. We followed the main road through the park to the beach and then followed the trail for covered bridges. This led us up through the rocks and amazing scenery. We found the covered bridge and then the Water wheel. We then veered off again through the woods to the old pond trail. Wow what a find this was, little bit more challenging as you go round the base of a rock face then come up the side and then venture along the top. Finished off along the boardwalk through the swamp. My husband and I thoroughly enjoyed this hike and will definitely be going back to do again.

hiking
9 months ago

Moderat trail with lots of rocks. And a few unexpected surprises. Will enjoy again real soon

hiking
10 months ago

Great family hike. Beautifully maintained trails. Nice ledges, bridges and a water wheel!

hiking
10 months ago

Hikes here with my 5-years old, who loved every second of it. This is a fun trail in the woods, and you can stop at the lake to take a swim

hiking
muddy
Wed Apr 17 2019

Chatfield Hollow remains one of my favorite places to hike with young children and or inexperienced hikers. This particular trail makes hiking interesting. It is an easy and at times moderate hike that takes you from a trail in the woods to picking your way over rocky terrain. It runs along the river and then along ledges. The trails are well marked. Picnic tables are scattered in various places in the park making it it convenient and comfortable to grab a quick lunch during the hike. Today, many fishermen lined the river and swimming area as fishing season had recently opened. It is a great place to introduce people to the pleasure of the trail.

hiking
Sat Mar 16 2019

Only did a little of the trail, side trails are nice. Waterfall and pond are nice. All dogs were on leaches. A+

Wed Aug 22 2018

Some trails shut down :/. Maybe due to storms we’ll have to make a trip back;)

Sun Apr 16 2017

Nice but was a little difficult to find the trail at first. Wear repellent!

hiking
Sun Jun 19 2016

Very woody. Not much in terms of elevation or views, but a nice tour of the forested area around the park. Would recommend long sleeves and pants. No water along the trail either, so bring plenty.

hiking
Sat Jun 11 2016

great cardio trail and perfect for solitude. Passed only two other people and a dog. Combined with the Covered Bridge Trail and you clock about 5 miles. Chatfield Hollow State Park, Killingsworth, CT

hiking
Sat May 28 2016

This review is for the Chatfield Trail only. Deep Woods Trail was reviewed previously. The Trail Head for this hike is across from the Chatfield Hollow State Park Entrance. There is limited parking outside of the entrance so no parking fee is required. This moderate trail is well marked at times and at other times, not so much. We took numerous wrong turns as other unmarked trails blended with the one we were following. Thank goodness for the All TrailsGPS so we could get back on track. The trail wound between boulders and ledges and sometimes up and over them. We crawled through a tight rocky opening and squeezed through other boulders. Some places, the trail opened up into a wide path as it wound its way through the woods. This is a dog friendly trail with very few steep climbs although the boulders section of the trail was a challenge for my Golden Retriever. We had our sights set on getting to the bottom of the trail at Chatfield Hollow Brook, but the heat and humidity started getting to us and we cut the hike a little short. It will give us the opportunity to do it again and see something different. It was a good day on the trail.

hiking
Sat May 21 2016

First off, let me say that this is just one of 11 different trails in Chatfield Hollow State Park. It was one of three trails my grandson and I used to complete our 4.5 mile loop hike today. We started our hike near the lake on Ridge Trail (Red) and followed it until it ended at a small pond at the Northern end of the Park. From that point, we picked up the (Blue) West Crest Trail and followed it until it met up with the (orange) Deep Woods Trail .We followed this back to the area where we parked. All the trails were dog friendly, family friendly, fairly easy, well marked and maintained. The southern end of the Deep Woods Trail had some areas where there were steep drop offs. Hikers with children should be aware of this. The drop off were steep enough that rock climbers were conducting a class at the bottom of the rock face. At the center of the Park where many of the trails begin, are restrooms, the lake, dressing rooms, and many picnic tables. Several fishermen were taking advantage of this gorgeous area before the crowds come for summer. As recommended in other posts, download the pdf map from DEEP http://www.ct.gov/deep/lib/deep/stateparks/maps/chatfieldhollow.pdf This will give you a complete map of the park and all the trails available. Today we completed the western half of the park. I am anxious to return and do the eastern half.

running
Tue Apr 26 2016

Steep and rocky on some trails and flat and rocky on others. Good variety to select. Trails are not very well marked.

Sat Aug 02 2014

Love this. Place. And the fact that it's 3 mins awAy from my house

hiking
Sun Apr 28 2013

This place is great I come here with my family every time were our this way. There is so much to do here and it's beautiful. Defiantly a great place for a day trip.

walking
Mon Jul 16 2012

great place to go and do a BBQ and swim

hiking
Sat Jan 21 2012

Just a great place to go, any time of the year. It is usually very quiet any season except summer. There is a beautiful lake that you can hike around. The trails range from very easy to moderately difficult. You can usually see some kind of interesting birds, deer, other forest creatures there. There is also a beach that is open in the summer where you can go swimming, etc.. Though it gets pretty packed during the warmer months. Great place to live near!

hiking
6 days ago

hiking
10 days ago

hiking
12 days ago

hiking
20 days ago

hiking
24 days ago

hiking
29 days ago

hiking
1 month ago

hiking
1 month ago

hiking
1 month ago

Showing results 1 - 30 of 103