Outbound Collective logo

The Best Hiking in Litchfield

Looking for the best hiking in Litchfield? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Litchfield. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top hiking spots in and near Litchfield

  • Litchfield, Connecticut

    Hike White Memorial Boardwalk

    1.7 mi / 0 ft gain
    White Memorial Boardwalk is a 1.7 mile loop hike where you may see beautiful wild flowers located near Litchfield, Connecticut.
    Read more
  • Litchfield, Connecticut

    Hike Mattatuck Trail: Webster Road To Bissell Road

    4.1 mi / 68 ft gain
    Mattatuck Trail: Webster Road to Bissell Road is a 4.1 mile out and back hike that takes you by a river located near Litchfield, Connecticut.
    Read more
  • Litchfield, Connecticut

    Hike Mallard Marsh And Little Pond Trail

    3.1 mi / 36 ft gain
    Mallard Marsh and Little Pond Trail [CLOSED] is a 3.1 mile loop hike that takes you by a lake located near Bantam, Connecticut.
    Read more
  • Litchfield, Connecticut

    Hike Nature Trails

    6 mi / 118 ft gain
    Nature Trails is a 6.0 mile loop hike that takes you by a lake located near Bantam, Connecticut.
    Read more
  • Litchfield, Connecticut

    Hike Ice House Ruins Loop

    1.1 mi / 52 ft gain
    Ice House Ruins Loop is a 1.1 mile loop hike that takes you by a lake located near Bantam, Connecticut.
    Read more
  • Litchfield, Connecticut

    Hike Herron Pond Loop

    1.7 mi / 144 ft gain
    Herron Pond Loop is a 1.7 mile loop hike that takes you past great forest setting located near Morris, Connecticut.
    Read more
  • Litchfield, Connecticut

    Hike Prospect Mountain Blue, White, And Yellow Blazes

    4.1 mi / 787 ft gain
    Prospect Mountain Blue, White, and Yellow Blazes is a 4.1 mile loop hike that takes you past great forest setting located near Litchfield, Connecticut.
    Read more
  • Litchfield, Connecticut

    Hike Granniss Trail To Mattatuck Trail To Yellow Trail Loop

    3.7 mi / 816 ft gain
    Granniss Trail to Mattatuck Trail to Yellow Trail Loop is a 3.7 mile loop hike that takes you past great forest setting located near Litchfield, Connecticut.
    Read more
  • Washington, Connecticut

    Hike Mount Tom Trail

    1.3 mi / 334 ft gain
    Mount Tom Trail is a 1.3 mile out and back hike that takes you past great forest setting located near New Preston, Connecticut.
    Read more
  • Washington, Connecticut

    Hike the Mount Tom Tower Trail

    1.3 mi / 337 ft gain
    Starting 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
  • Harwinton, Connecticut

    Hike Leadmine Brook Loop

    2.4 mi / 301 ft gain
    Leadmine Brook Loop is a 2.4 mile loop hike that takes you past wildlife located near Harwinton, Connecticut.
    Read more
  • Watertown, Connecticut

    Hike Black Rock Trail

    1.6 mi / 383 ft gain
    Black Rock Trail is a 1.6 mile loop hike that takes you by a lake located near Watertown, Connecticut.
    Read more
  • Cornwall, Connecticut

    Hike Mohawk Mountain Via Mohawk Trail

    5.9 mi / 875 ft gain
    Mohawk Mountain via Mohawk Trail is a 5.9 mile out and back hike that takes you past wildlife located near Cornwall, Connecticut.
    Read more
  • Watertown, Connecticut

    Hike Blue Trail To Red Trail Loop

    1.8 mi / 380 ft gain
    Blue Trail to Red Trail Loop is a 1.8 mile loop hike that takes you by a lake located near Watertown, Connecticut.
    Read more
  • Watertown, Connecticut

    Hike Leatherman Cave Trail

    2.1 mi / 610 ft gain
    Leatherman Cave Trail is a 2.1 mile out and back hike where you may see beautiful wild flowers located near Watertown, Connecticut.
    Read more
  • Washington, Connecticut

    Hike Meeker Trail

    3.3 mi / 639 ft gain
    Meeker Trail is a 3.3 mile out and back hike that takes you by a lake located near New Preston, Connecticut.
    Read more