Hiking in New Haven, CT

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42 reviews

Displaying results 1 - 25 of 42 in total within 100 miles
  1. Difficulty
    3 of 5 diamonds
    From Downtown
    18.1 miles
    Duration
    2 Hours
  2. Cockaponset State Forest is a rather large expanse of woods that is broken into a half dozen separate non-contiguous areas from Clinton/Westbrook in the south to Middletown/Middlefield in the north.

    Difficulty
    3 of 5 diamonds
    From Downtown
    23.4 miles
    Duration
  3. The bottom four miles of the Blue Blazed Trail from North Haven to Cheshire.

    Difficulty
    4 of 5 diamonds
    From Downtown
    6.6 miles
    Duration
    I gave up and turned back after 45 minutes, but I've read an account by an experienced hiker who walked the eight mile round-trip in 3.5 hours.
  4. Over 100 acres of woodland, meadows, and adorable wooden bridges.

    Difficulty
    2 of 5 diamonds
    From Downtown
    5.6 miles
    Duration
  5. Walk to an island populated only by egrets, and maybe find Captain Kidd's buried treasure.

    Difficulty
    2 of 5 diamonds
    From Downtown
    10.7 miles
    Duration
    It's a mile from the parking lot to Charles Island, but you'll want to allow time for bird watching, shell gathering, and admiring the view. Want more? There's about a mile of boardwalk running west from Silver Sands to Walnut Beach.
  6. Difficulty
    1 of 5 diamonds
    From Downtown
    27.8 miles
    Duration
    1 -2 hours for both trails
  7. Devil’s Hopyard State Park is one of the more popular hiking destinations in the southeast region of Connecticut due to the beauty of the park, its variety of trails, and the overall accessibility for hikers of all experiences and capabilities.

    Difficulty
    3 of 5 diamonds
    From Downtown
    32.7 miles
    Duration
    Varies; trails range from 30 minutes to over 2 hours.
  8. The Shenipsit Trail is well-suited for all skill levels as it covers over 40 miles of trails and picnic spots from East Hampton to Somers, Connecticut.

    Difficulty
    3 of 5 diamonds
    From Downtown
    53.8 miles
    Duration
    1-5 hours depending on the route.
  9. According to legend, Sleeping Giant Mountain, which features the distinct anthropomorphic features of a “head” “chest” and “feet” along its ridges visible from across Connecticut, was formed when the spirit Hobbomock, diverted the Connecticut River from the Quinnipiac people.

    Difficulty
    4 of 5 diamonds
    From Downtown
    7.7 miles
    Duration
  10. East Rock is perfect for those looking to get in a workout or find a little fresh air before or after work, or even during lunchtime.

    Difficulty
    2 of 5 diamonds
    From Downtown
    1.6 miles
    Duration
    Half hour to as long as you want.
  11. Over 400 acres of forest owned by the Town of Stratford. It is home to Boy Scout and Girl Scout camps.

    Difficulty
    2 of 5 diamonds
    From Downtown
    11.2 miles
    Duration
    In two hours you can walk most of the trails and return to your starting point.
  12. A pitch pine sand barren with a beach, lake swimming, trout fishing, and picnic areas.

    Difficulty
    1 of 5 diamonds
    From Downtown
    9.2 miles
    Duration
    There's less than a mile of trails here, but you can easily spend all day fishing, swimming, or picnicking.
  13. Lantern Hill is a 491 foot summit in North Stonington, CT, best known for the fantastic views from the top.

    Difficulty
    3 of 5 diamonds
    From Downtown
    51.9 miles
    Duration
    1-3 hours
  14. Chauncey Peak is a moderate trail that rewards hikers with beautiful views.

    Difficulty
    2 of 5 diamonds
    From Downtown
    16.7 miles
    Duration
    30-60 minutes.
  15. Equal parts tranquil and educational.

    Difficulty
    2 of 5 diamonds
    From Downtown
    7.1 miles
    Duration
    Walking at a comfortable pace, you can cover all the trails and tour the nature center building in an hour and a half. Short on time? Skip the Mead School Trail.
  16. A town-owned park popular with families and dog lovers.

    Difficulty
    1 of 5 diamonds
    From Downtown
    7.8 miles
    Duration
    Walking at a casual pace, you can easily cover all the park's trails in about an hour. If you're short on time, or the kids are whining to get back to the playground, you can have a little 20 minute adventure in the woods.
  17. The Mattatuck trail is a part of the Connecticut Blue-Blazed Trail system and is an intermediate hike that crosses through Waterbury and Watertown Connecticut.

    Difficulty
    3 of 5 diamonds
    From Downtown
    4.0 miles
    Duration
    At a fast pace, more experienced hikers may complete this hike anywhere between an hour and an hour and a half. For those looking for a slower-paced hike with extended periods of exploration (especially by the caves), it could take up to 2 and a half hours.
  18. 47 forested acres, including the highest point in New Haven County east of the Quinnipiac River.

    Difficulty
    3 of 5 diamonds
    From Downtown
    3.1 miles
    Duration
    Trails are unmarked, but a half hour of wandering leaves you feeling like you've seen the park.
  19. A 62-acre state park managed by Quinnipiac University. Boat launch passes available by annual lottery.

    Difficulty
    1 of 5 diamonds
    From Downtown
    4.9 miles
    Duration
    There are many side trails on either side of the marsh, and the trail blazes are not as clear as one might like, so be prepared for a bit of backtracking. You can see all the trails in an hour, but if you're short on time, you can easily cut out a few side trails.
  20. Once Eli Whitney's estate, this urban park boasts a large greenhouse full of tropical plants.

    Difficulty
    1 of 5 diamonds
    From Downtown
    1.6 miles
    Duration
    This is the kind of park people come to to spend an afternoon playing with their kids and pets, but you can walk through and check out the greenhouses in about fifteen minutes.
  21. A beautiful forested area popular with mountain bikers.

    Difficulty
    3 of 5 diamonds
    From Downtown
    7.9 miles
    Duration
    In two hours you can walk from the southern edge of the reservoir to the Route 313 border of the park and back. There are shorter loops available if you know where to turn, but you should consult a map beforehand: there are four-way intersections at which the blazes in all directions are the same color.
  22. When deciding where to go hikers usually have to make a choice between tackling something challenging that will push you to your limits, or doing something relaxed that is just great to hike with friends or family. Indian Well State Park,blends the line between the two.

    Difficulty
    3 of 5 diamonds
    From Downtown
    10.5 miles
    Duration
    1 hour or less
  23. A geologically rich park with forest and meadow trails.

    Difficulty
    4 of 5 diamonds
    From Downtown
    9.2 miles
    Duration
    The Red loop alone takes over two hours - more if you take a wrong turn. Bringing a trail map along is highly recommended. The main Red loop exits the park in several places but the blaze color remains the same; when you come to a T-intersection at which all three roads are labeled Red there's no indication which Red is the Red you want. Also, the trail makes a tricky turn at Silver Hill Road, and without a map it's very easy to miss the turn and end up on a residential street. Adding the Yellow and/or Blue trails, the museum, and the side trails and you could easily spend half a day here.
  24. Difficulty
    3 of 5 diamonds
    From Downtown
    12.2 miles
    Duration
    20 minutes-3 hours
  25. Difficulty
    2 of 5 diamonds
    From Downtown
    17.0 miles
    Duration
    1+ hour
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