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Best trails in Redding

1,465 Reviews
Looking for a great trail near Redding, Connecticut? AllTrails has 21 great hiking trails, trail running trails, walking trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Hudson Highlands State Park Preserve or Sleeping Giant State Park, we've got you covered. You'll also find some great local park options, like Palisades Interstate Park or Hubbard Park. Just looking to take a quick stroll? We've got 15 easy trails in Redding ranging from 0.6 to 10 miles and from 308 to 813 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Redding
Top trails (21)
#1 - Huntington State Park White, Blue and Green Loop Trail
Collis P. Huntington State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(444)
Length: 7.7 mi • Est. 3 h 36 m
#2 - Saugatuck Falls and Hardwood Trail Loop
Saugatuck Falls Natural Area
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(262)
Length: 3.4 mi • Est. 1 h 22 m
#3 - Saddle Back and Topledge Loop
Topstone Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(134)
Length: 2.4 mi • Est. 1 h 14 m
#4 - Falls Trail to Knapp Way Loop
Saugatuck Falls Natural Area
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(110)
Length: 1.6 mi • Est. 47 m
#5 - Blue White and Red Trail Loop
Collis P. Huntington State Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(95)
Length: 3.2 mi • Est. 1 h 27 m
3.1mile loop, about 2 miles of which are carriage road and 1 mile trails.Show more
#6 - Putnam Memorial State Park
Putnam Memorial State Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(76)
Length: 1.1 mi • Est. 25 m
This was the site of the Continental Army's 1779 winter encampment under the command of General Israel Putnam. The site consists of remains of the encampment, reconstructed log buildings, and a museum. Connecticut's oldest State Park! General Israel Putnam's division of the Continental Army encamped in Redding in the winter of 1778-1779. This division was comprised of General Poor's brigade of New Hampshire troops under Brig. General Enoch Poor, a Canadian Regiment led by Col. Moses Hazen, and two brigades of Connecticut troops: 2nd Brigade Connecticut Line regiments commanded by Brig. General Jedediah Huntington, and the 1st Brigade Connecticut Line regiments commanded by Brig. General Samuel H. Parsons. This division had been operating along the Hudson (Eastern New York) during the fall, and as winter approached it was decided that it should go into winter quarters at Redding, as from this position it could support the important fortress of West Point in case of attack, intimidate the Cowboys and Skinners of Westchester County, and cover lands adjacent to Long Island Sound. Another major reason was to protect the Danbury supply depot, which had been burned by the British the year before but resurrected to keep supplies going to Washington's army. When the army broke camp, in accordance with custom, the barracks were burned, the chimneys fell in different directions which is still distinguishable in most cases, and then with time became apparently only heaps of stone. (Report 1903: 8) *Recent research indicates the barracks were not burned, wood was valuable back then. The deserted camp ground was left to its former solitude, and in the course of a few years, became overgrown with trees and a thicket of underbrush; and it was not strange, that after the passing of a few generations, even the location, or the history of the camp ground, was almost unknown. (Report 1915: 8) The movement to preserve and memorialize the site of the winter quarters of 1778-1779 in Redding began in the late 19th century. Although the details of this movement are not recorded, it is likely that the initial efforts were made by local citizens of Redding, especially Charles B. Todd, the local historian, and Aaron Treadwell, the landowner who donated the first tract of land that would become the Israel Putnam Memorial Camp Ground.Show more
#7 - Saugatuc Blue Trail East
Centennial Watershed State Forest
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(62)
Length: 10 mi • Est. 4 h 57 m
Trail is part of the CT Blue Trail system. It connects to the Devil's Den Reserve, Redding, loops around the northern part of the reservoir and its east shores to Rte 58 close to the CT golf club. Show more
#8 - Joan's Trail and Munro Trail Loop
The Rock Lot / Scott Preserve
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(65)
Length: 3.5 mi • Est. 1 h 44 m
#9 - Firehouse and Hardwood Trails to Saugatuck Falls
Redding, Connecticut
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(16)
Length: 2.8 mi • Est. 1 h 19 m
#10 - Harp and Raccoon Loop
Stormfield
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(11)
Length: 1.5 mi • Est. 44 m
Showing results 1 - 10 of 21