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Hilly Trails & Hill Workouts in Connecticut
Connecticut has 108 trails with hills and elevation in this directory, across 68 cities and towns — Glastonbury, Meriden, Bristol, Cheshire and 64 more. Climbing and vert — hill repeats, and the strength flat running never builds.
Every one in Connecticut
Use the filters to narrow these by surface, loop, distance, shade, lighting, restrooms, water and parking.
East Rock Park
4.6 ★★★★★ 2,730 reviews
A 425-acre park offering scenic views of New Haven, wooded hiking trails, fields & picnic areas.
Bluff Point State Park
4.7 ★★★★★ 2,039 reviews
Peninsula offers over 800 acres of hiking & biking, plus fishing & wildlife on Long Island Sound.
Sleeping Giant State Park
4.8 ★★★★★ 1,988 reviews
State park with hiking trails up a ridge whose uneven profile is thought to evoke a sleeping giant.
Walnut Hill Park
4.7 ★★★★★ 1,537 reviews
Large park featuring a rose garden and tennis courts, plus a playground and baseball fields.
Talcott Mountain State Park
4.8 ★★★★★ 1,378 reviews
Vast park featuring miles of trails, varied wildlife & a 165-ft. tower offering panoramic views.
Southford Falls State Park
4.6 ★★★★★ 1,216 reviews
Park, with ponds and waterfalls plus trails, a watchtower and a covered bridge.
West Rock Ridge State Park
4.6 ★★★★★ 889 reviews
A 627-ft. ridge offers views of New Haven Harbor & Long Island Sound, with hiking, fishing & more.
Enders State Forest
4.7 ★★★★★ 868 reviews
Gravel trails for hiking, plus stairs to see a series of waterfalls.
Case Mountain
4.7 ★★★★★ 776 reviews
Forestland with panoramic summits, a fishing pond & rocky trails for hiking & mountain biking.
Lovers Leap State Park
4.6 ★★★★★ 715 reviews
Naturalistic park with walking trails leading past century-old industrial ruins.
Valley Falls Park
4.6 ★★★★★ 706 reviews
National historic landmark park featuring waterfall vistas, 8.5 miles of hiking trails & a beach.
Page Park
4.4 ★★★★☆ 726 reviews
Well-kept park with playgrounds, a pond and a pool, plus disc golf.
Kettletown State Park
4.5 ★★★★★ 588 reviews
Swimming & fishing in the Housatonic River, plus hiking & 63 camp sites in open or wooded settings.
Windsor Locks Canal State Park Trail
4.6 ★★★★★ 554 reviews
Picnicking, biking, and hiking are among the activities available at this spot with tables and wildlife.
Mianus River Park
4.7 ★★★★★ 537 reviews
389-acre forest with rugged mountain biking & hiking trails, fishing spots & lots of dog walkers.
Old Furnace State Park
4.7 ★★★★★ 493 reviews
Hiker-friendly state park with a lake and a trail leading to a cliff top.
Hidden Valley Preserve
4.8 ★★★★★ 480 reviews
Nature preserve with hiking trails over varied terrain, including a quartz mine and suspension bridge.
Topsmead State Forest
4.8 ★★★★★ 462 reviews
Quiet and relaxing hiking trails and picnic spots dot this state forest, estate and park with meadows.
Oyster Shell Park
4.5 ★★★★★ 490 reviews
Waterfront pedestrian paths with educational signs, harbor views & a disc-golf course.
Beachland Park
4.5 ★★★★★ 484 reviews
Public park featuring a pool, playground, basketball courts, and picnic tables, plus trout fishing.
West Hartford Reservoir
4.8 ★★★★★ 418 reviews
Recreation area offering forested walking trails around a working water reservoir.
Cotton Hollow Preserve
4.7 ★★★★★ 423 reviews
80-acre retreat providing forested hiking trails, wildlife & a creek for seasonal fishing.
Sessions Woods Wildlife Management
4.8 ★★★★★ 412 reviews
Large woodland featuring hiking trails, waterfalls, a beaver pond and interpretive exhibits.
Hamilton Park
4.2 ★★★★☆ 435 reviews
Leafy neighborhood memorial park with sports fields & a small theater.
Crescent Lake
4.5 ★★★★★ 406 reviews
Relaxed outdoor spot with trails for hiking, biking, fishing, kayaking, and boating, plus picnics.
Shenipsit State Forest-Soapstone Mountain
4.7 ★★★★★ 366 reviews
Woodsy area with a conservation museum & an observation tower, plus hiking, fishing & more.
Mine Hill Preserve
4.7 ★★★★★ 363 reviews
Preserved nature reserve featuring trails that loop through scenic terrain, as well as remnants of a working iron mine.
Center Memorial Park
4.4 ★★★★☆ 359 reviews
Green space for relaxation, concerts, art shows and other events.
Crandall Park
4.6 ★★★★★ 331 reviews
Wooded park featuring a playground, a swimming pond and tennis courts, plus baseball and basketball fields.
Day Pond State Park
4.5 ★★★★★ 325 reviews
Park featuring hiking trails and a beach for swimming and fishing in a forest setting.
Doctor Francis Giuffrida Park
4.7 ★★★★★ 308 reviews
Rocky, forested park featuring an open field, a reservoir, and hiking trails.
Birge Pond/Hoppers
4.3 ★★★★☆ 321 reviews
Park with a pond and a stream, suitable for fishing, hiking, and kayaking.
Ragged Mountain Trailhead
4.7 ★★★★★ 283 reviews
Family-friendly spot with rocky hikes leading to scenic overlooks and a reservoir.
Bolton Notch State Park
4.7 ★★★★★ 274 reviews
Relaxed, wooded park with trails for hiking, biking and trail running.
French Memorial Park
4.5 ★★★★★ 258 reviews
Veteran-focused space equipped with ball fields and playgrounds, plus tennis courts.
Mattatuck State Forest
4.5 ★★★★★ 235 reviews
Begun with a donation of land in 1925, this undeveloped state forest now spans some 4,500 acres.
Bear Mountain Reservation
4.6 ★★★★★ 229 reviews
A 140-acre green space with dog-friendly hiking trails, wooded areas & access to Candlewood Lake.
Pistol Creek
4.7 ★★★★★ 219 reviews
Paved walking and biking path in a former golf course with a dog park.
Cowles Park
4.6 ★★★★★ 215 reviews
Preserved parkland offering multiple trails for hikers & mountain bikers through forested surrounds.
Webb Mountain Park
4.7 ★★★★★ 209 reviews
Green space with camping in a former Christmas tree farm plus a sawmill, a pond & a scenic overlook.
Seven Falls Park
4.4 ★★★★☆ 205 reviews
Park featuring kid-friendly hiking trails with waterfalls, boulders, and glacial potholes.
River Highlands State Park
4.5 ★★★★★ 200 reviews
Forested park on the Connecticut River featuring trails, campsites & bluffs with scenic views.
Roaring Brook Park
4.6 ★★★★★ 184 reviews
Hiking trail featuring waterfalls, woods and a scenic vista.
Saugatuck Falls Natural Area
4.6 ★★★★★ 176 reviews
Forested park bisected by the Saugatuck River, offering 5+ miles of trails.
Lantern Hill Trail
4.7 ★★★★★ 172 reviews
Landscaped trail with steep sections, rocky spots and sweeping vistas.
McLean Game Refuge
4.8 ★★★★★ 162 reviews
Sprawling refuge with trails for all levels, plus ponds, streams and forests.
Dividend Pond And Ruins
4.6 ★★★★★ 166 reviews
Easy, peaceful wooded landscape featuring ruins, ponds, trails and a waterfall.
Blackledge Falls
4.5 ★★★★★ 166 reviews
Scenic 80-acre hike area and wooded park featuring waterfalls, plus streams and trails for hiking and waterfall tours.
Tyler Mill Preserve
4.5 ★★★★★ 164 reviews
Known as a popular mountain biking location, this wooded area offers multiuse trails & green space.
Black Pond State Wildlife Area
4.5 ★★★★★ 160 reviews
Lake, pond and hiking trail area for boaters and anglers with scenic views.
Quarry Park
4.5 ★★★★★ 155 reviews
Park featuring a few miles of trails leading to scenic vistas, old ruins and graffiti art.
Happy Landings Protected Open Space
4.7 ★★★★★ 144 reviews
Tranquil park with expansive open fields, a pet-friendly environment & sunset views.
Air Line Riverside Dr Thompson
4.6 ★★★★★ 140 reviews
Hiking, biking & horseback riding along a scenic, 50-mile linear trail that was once a railroad bed.
Larkin State Bridle Trail
4.4 ★★★★☆ 143 reviews
Picturesque 10.3-mile trail along a former railroad used for horse riding, cycling & hiking.
Bittner Park
4.7 ★★★★★ 127 reviews
Public park offering tennis courts, a playground, baseball fields, a disc golf course, and hiking trails.
Scantic River State Park - West
4.6 ★★★★★ 129 reviews
Linear state park featuring riverside trails, waterfalls and woods.
Nonnewaug Falls
4.4 ★★★★☆ 134 reviews
Kid-friendly hiking area featuring a waterfall and a babbling brook.
Talcottville Ravine Trail
4.7 ★★★★★ 106 reviews
Hiking area where people can see waterfalls, and explore bike trails and ruins.
Oak Grove Nature Center
4.6 ★★★★★ 107 reviews
Housed in a 52-acre nature preserve, this center has exhibits about the flora & fauna of the area.
Bluff Head Trailhead
4.8 ★★★★★ 97 reviews
Hiking area featuring a variety of trails, including some with cliffside views.
Hubbard Park
4.7 ★★★★★ 99 reviews
Hiking area, playground and picnic location with a castle and waterfalls.
Hemlock Hills
4.6 ★★★★★ 101 reviews
Famous beauty spot popular with hikers & mountain bikers for its challenging trails & great views.
Blackledge Falls Trails
4.6 ★★★★★ 99 reviews
Park with marked hiking trails leading to a waterfall set within mossy rocks.
New Milford River Trail
4.6 ★★★★★ 95 reviews
Park offering kid-friendly hikes, as well as biking and walking trails.
Scantic River State Park East
4.5 ★★★★★ 94 reviews
Popular park offering miles of hiking trails through dense forest, as well as fishing.
Schoolhouse Brook Park
4.6 ★★★★★ 86 reviews
Pond with a beach area and playground, plus trails for walks and hikes.
Roaring Brook Falls
4.6 ★★★★★ 72 reviews
Hiking area popular for its waterfalls, including the second highest in Connecticut.
Wilton Town Forest
4.6 ★★★★★ 72 reviews
Wooded space offering a network of biking and hiking trails at varying levels of difficulty.
Horse Guard State Park Scenic Reserve
4.4 ★★★★☆ 75 reviews
Rocky, uncrowded park featuring an out-and-back trail (to a ridge) plus scenic views.
Turkey Hill
4.6 ★★★★★ 65 reviews
Hiking area featuring kid-friendly trails and ponds.
Metacomet Trail Trailhead
4.6 ★★★★★ 64 reviews
Hiking area with kid-friendly paths leading to scenic views.
Spiderweed Preserve
4.5 ★★★★★ 60 reviews
Trails, with views of the Connecticut River, lead to ruins of an old farmhouse.
Hansen Park
4.4 ★★★★☆ 59 reviews
Hiking area featuring 3 trails of varying difficulty, plus picnic tables.
Housatonic Overlook
4.7 ★★★★★ 55 reviews
Lookout point atop a steep palisade of the Housatonic River, with access to several hiking trails.
Seth Low Pierrepont State Park
4.6 ★★★★★ 54 reviews
Lush state park with hiking access from multiple parking lots, plus lake boating/fishing launches.
GLCT Westwoods Sam Hill Entrance
4.6 ★★★★★ 54 reviews
Sprawling park featuring a network of hiking trails, plus rock formations and scenic vistas.
Sheep Farm Park
4.9 ★★★★★ 48 reviews
Park with diverse habitats, glacial boulders, waterfalls, and trails that are good for kids.
Sweetcake Mountain Preserve
4.8 ★★★★★ 48 reviews
Kid-friendly area offering a short trail with scenic views of Candlewood Lake.
McLean Game Refuge - Barndoor Hills Entrance
4.8 ★★★★★ 41 reviews
Park with trails for hiking that are suitable for families with kids.
Overlook Park
4.1 ★★★★☆ 39 reviews
Picnic spot featuring trails through wooded hills as well as mountain biking.
Campbell's Peaceful Valley Conservation Area
4.8 ★★★★★ 33 reviews
Hiking trails through rocky ridges, woods and swampy terrain, plus views from lookout points.
Ives Trail
4.5 ★★★★★ 33 reviews
Walking trail named after a local composer & stretching 20 mi. through a heavily wooded area.
Fairfield Hills Campus Walking Trails
4.6 ★★★★★ 12 reviews
Bobcat Trailhead/Tunxis Junction
5 ★★★★★ 8 reviews
Mattatuck Trail
4.2 ★★★★☆ 6 reviews
No trails match those filters.
By city
Every running trail in the town, not just the ones with hills and elevation.
- Glastonbury
- Meriden
- Bristol
- Cheshire
- Granby
- Guilford
- Manchester
- Ridgefield
- Simsbury
- Southington
- Berlin
- Bethel
- Bloomfield
- Danbury
- East Granby
- Enfield
- Groton
- New Haven
- New Milford
- North Stonington
- Orange
- Rocky Hill
- Southbury
- Tolland
- Vernon
- West Hartford
- West Simsbury
- Avon
- Bethlehem
- Bolton
- Branford
- Brookfield
- Burlington
- Colchester
- Cromwell
- Danielson
- Farmington
- Hamden
- Higganum
- Ledyard
- Litchfield
- Lyme
- Middletown
- Monroe
- Naugatuck
- New Britain
- New Fairfield
- Newtown
- North Haven
- Norwalk
- Plymouth
- Redding
- Roxbury
- Seymour
- Somers
- South Glastonbury
- Stafford Springs
- Stamford
- Storrs
- Suffield
- Thomaston
- Thompson
- Wallingford
- Washington Depot
- Waterbury
- Watertown
- West Granby
- Wilton
See hilly trails & hill workouts across the whole country, or every running trail in Connecticut. You can also browse the other features or start from surface.