Madison, Connecticut
Top Spots in and near Madison
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Simsbury, Connecticut
Hike to the Heublein Tower on Talcott Mountain
4.32.54 mi / 404 ft gainThe Heublien Tower Trail, located just inside the Talcott Mountain State Park entrance off of Route 185 in Simsbury CT, is a short 1.25 miles. While the hike isn't long, the first 1/3 of a mile is a steep incline that will get your heart pumping. The trail itself it very well kept, and although ...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 -
North Stonington, Connecticut
Hike Wyassup Lake
5.02.4 mi / 278 ft gainWyassup Lake is a 2.4 mile out and back hike that takes you past great forest setting located near North Stonington, Connecticut.Read more -
Montauk, New York
Stroll along the Montauk Point Lighthouse Cliff Walk
4.51 miThe Montauk Point Lighthouse is one of the main attractions of "The End" of Long Island, but I've only ever walked around it on the cliff walk.When you get to the lighthouse, you can park in the parking lot (depending on when you go there may be a $8 fee). Right along the edge overlooking the wa...Read more -
Westerly, Rhode Island
Watch the Sunset over Misquamicut Beach
5.0Misquamicut is one of Rhode Island’s most popular beach locations during the day. As the evening approaches most beach goers pack up, tired from a day of playing in the waves and lounging on the beach’s beautiful sand. It’s during this time, when the crowds disperse and the day begins to turn to ...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 -
Kings Park, New York
Kayaking the Nissequogue River
5.0Starting on the banks of Nissequogue River State Park, this 6 mile journey makes you feel like you’re cruising down river in the south, when you’re really on Long Island. I really suggest going as high tide is rolling in as there can be some shallow sections along this trip. Head out into the ope...Read more -
Voluntown, Connecticut
Hike Pachaug State Forest Trails
5.03.6 mi / 200 ft gainLawden Brook Trail Loop is a 3.6 mile loop hike that takes you by a lake located near Voluntown, Connecticut.Read more -
Westerly, Rhode Island
Grills Preserve
4.04.27 mi / 351 ft gainGrills Preserve is a loop trail that takes you by a lake located near Bradford, Rhode Island.Read more -
Danbury, Connecticut
Hike Middle Mountain To Thomas Mountain Loop
3.7 mi / 856 ft gainMiddle Mountain to Thomas Mountain Loop is a 3.7 mile loop hike that takes you past great forest setting located near Danbury, Connecticut.Read more -
Patchogue, New York
Camp at Fire Island's Watch Hill
4.02 miIf departing from NYC, catch the early LIRR train from Penn Station (or Atlantic Terminal) towards Patchogue. You may have to transfer at both Jamaica & Babylon, but it's an easy hop across the platform. Trip will take approximately an hour and a half and cost around $15, Off Peak, each way. ...Read more -
Plainfield, Connecticut
Hike Sugar Brook Loop Trail
4.03.3 mi / 200 ft gainSugar Brook Loop Trail is a 3.3 mile loop hike that takes you by a river located near Plainfield, Connecticut.Read more -
Hopkinton, Rhode Island
Hike to Long Pond & Ell Pond
5.05.7 miLong & Ell Pond is a favorite hike at any time of the year, but it is not for the faint of heart (or small children)! The path immediately becomes more of a rock-scrambling adventure than a hike, but the views are so worth it. This GPS address will lead you down a dirt road but you should ea...Read more -
Washington, Connecticut
Hike the Mount Tom Tower Trail
1.3 mi / 337 ft gainStarting from the parking lot of Mt. Tom State Park, hop onto the Tower Trail (yellow trail) which leads more into the woods. During winter time, the trail may be slippery, please use your best judgement and always know your limits. Gaining about 300 feet in total elevation in approximately 1 mil...Read more -
Washington, Connecticut
Hike Meeker Trail
3.3 mi / 639 ft gainMeeker Trail is a 3.3 mile out and back hike that takes you by a lake located near New Preston, Connecticut.Read more -
Ridgefield, Connecticut
Hike the Hemlock Hills & Pine Mountain Loop
7.5 mi / 1174 ft gainThere are several trailheads for Hemlock Hills But the least crowded is at the intersection of Ned's Mountain road and Bogus Road. I took my 3 year old black lab. There are ton's of little ponds for your dog to jump in and do dog things. For the most part the hike is flat but at some parts it c...Read more