Thomaston, Connecticut
Top Spots in and near Thomaston
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Cold Spring, New York
Hike the Perkins/Fahnestock/Charcoal Burners Trail Loop
7.5 mi / 800 ft gainThis is one of my favorite hikes in the Clarence Fahnestock State Park. A real mixed bag but mostly very enjoyable. The trail starts at the Charcoal Burners Trailhead Route 301. There is only road side parking on a soft shoulder, both sides of the road. After a short walk into the forest, you re...Read more -
Holyoke, Massachusetts
Whiting Street Reservoir Loop
3.74 mi / 138 ft gainWhiting Street Reservoir Loop is a loop trail that takes you by a lake located near Holyoke, Massachusetts.Read more -
Beacon, New York
Hudson Highlands Overlook Trail
3.29 mi / 1017 ft gainHudson Highlands Overlook Trail is an out-and-back trail that takes you through a nice forest located near Beacon, New York.Read more -
Beacon, New York
Hike Fishkill Ridge
Fishkill Ridge is a strenuous but rewarding hike, and one of the less known areas in the Hudson Valley. The parking area is at the very end of Sunnyside Road in Beacon, along with the information board at the trailhead. The red trail leaves the lot and will take you up to the first peak on the ri...Read more -
Mansfield, Connecticut
Hike Nipmuck Trail
5.08.3 mi / 748 ft gainNipmuck Trail is a 8.3 mile out and back hike that takes you past wildlife located near Mansfield Center, Connecticut.Read more -
Beacon, New York
Hike the Scofield Ridge Loop
7.5 mi / 1850 ft gainThere are some great view points along this route. Start from the Mount Beacon Park trailhead parking area. This leads to the Casino Trail (red markers). The trail climbs steeply to some old ruins of a casino. Most of what remains is only the brick structure housing the mechanics for a trolle...Read more -
Beacon, New York
Malouf's Mountain Camp on Mt. Beacon
7.02 mi / 2087 ft gainStarting in the quaint town of Beacon there are a couple of options for hikes of varying difficulty. From the station the walk is about 1.5 miles to the trail heads, alternatively if you choose to stay the night at Malouf's Mountain Sunset Campground you can arrange for the host to meet you, take...Read more -
Beacon, New York
Mt. Beacon Fire Tower
4.83.83 mi / 1332 ft gainMount Beacon is a very popular trail along the Hudson River, and for good reason. It offers a good workout, fantastic views for both sunrise and sunset (and of course the time in between), a recently rebuilt fire tower, and all with incredibly easy access right on the edge of a lively town. The ...Read more -
Cold Spring, New York
Photograph Indian Brook Falls
2.8This is about as short a walk and as little effort as you can put in for a beautiful waterfall. You can barely call it a hike, but I'll list it as such since you do walk through the woods for 5 minutes. The trail is extremely well built, and is pretty easily accessible through the winter.The trai...Read more -
Franklin, Connecticut
Hike Baileys Ravine at Ayer's Gap Preserve
1.6 mi / 314 ft gainIt's steep and rocky in the beginning but it levels out after a while! When standing in the parking lot, the trailhead is hidden! Look to the right. The trail ends on Ayer's Road so you have to walk back a little ways on the road.Read more -
Beacon, New York
Explore Long Dock and Dennings Point Parks
4.0Long Dock and Dennings Point are two of the most popular parks in Beacon, that just so happen to be connected by a train track turned trail. Plenty of parking is available at Long Dock, and its a perfect spot to picnic, launch your kayak into the Hudson, or cast your line hoping to reel in the bi...Read more -
Stamford, Connecticut
Hike Cove Island Park Loop Trail
5.01.1 mi / 3 ft gainThis trail is accessible year round and features water views of the Long Island Sound with beach access. The trail is a popular spot for walking, biking, fishing, and even bird watching. But if you’re not quite in the mood to get your steps in, you can use the small beach to sit and chat with a f...Read more -
Cold Spring, New York
Kayak the Hudson River in Cold Spring
North of New York City by 90 minutes lies the town of Cold Spring in the Hudson Valley. Cold Spring has a hometown quality with a Main Street, a firehouse, and art galleries of local artists. Despite its proximity to NYC, locals maintain a slower pace and enjoy many outdoor activities. Just a sho...Read more -
Chaplin, Connecticut
Hike to Diana's Pool
4.01.3 mi / 45 ft gainThe drive to Diana's Pool is worth it in an of itself, taking you through the backroads of Eastern Connecticut. To begin the hike just simply enter the woodland path and follow the trail. In order to go under the bridge just simply take the first left in the path and there will be a stream that f...Read more -
Cold Spring, New York
Hike the Washburn/Nelsonville/Undercliff Loop
7.2 mi / 2000 ft gainThis is a difficult loop hike that has several different starting points. I chose to start at the Washburn Trail Head, which is the lowest starting point you can select. Nearly on the Hudson River, the trail ascends immediately along a well maintained road designated by white disc markers. Aft...Read more -
Cold Spring, New York
Hike the Cornish/Brook/Notch/Washburn/Undercliff Loop
8 mi / 1500 ft gainThis loop is a great option to avoid crowds on the west side of the Washburn trail. Start at the same trailhead for the Washburn Trail. The Cornish Trail is on the left and there is an obvious sign at the trail split a few feet from the parking area. The Cornish Trail is an old road from about...Read more