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Trails near Bridgeport, CT

728 trails within 30 miles of Bridgeport, for hiking, biking, horseback riding and off-road riding. Tap a trail for its map, trailhead and directions.

Hiking trails (715) Walking trails (702) Bike trails (129) Mountain bike trails (94) Paved trails (67) Horse trails (52) Dog-friendly trails (34) Snowmobile trails (4) Cross-country ski trails (9) Wheelchair-accessible trails (8) Rail trails (6) Greenways (16)

Quick picks

All nearby trails

Pequonnock River Trail

0.2 mi away

14 mi long · Easy · Trumbull

Hiking Biking Paved

Housatonic Avenue Bikeway

1.2 mi away

1.1 mi long · Easy · Bridgeport

Hiking Biking Paved

Saint Mary's by the sea

3.3 mi away

0.6 mi long · Fairfield

Hiking

Yellow Trail

4.8 mi away

1.5 mi long · Easton

Hiking

White Trail

5.2 mi away

0.6 mi long · Southport

Hiking

Edna Strub Chiboucas Special Use Trail

5.7 mi away

0.7 mi long · Easton

Hiking Wheelchair accessible

Dear Meadow Loop

6.0 mi away

0.8 mi long · Easton

Hiking

Putnam Preserve Trail

6.2 mi away

0.5 mi long · Southport

Hiking Horses

Beaver Brook Trail

6.3 mi away

1.1 mi long · City of Milford (balance)

Hiking

Gristmill Trail

7.5 mi away

0.3 mi long · Shelton

Hiking

Sikorski Bridge Bicycle Path

7.6 mi away

1.9 mi long · Easy · City of Milford (balance)

Hiking Biking Paved

Basil Brook Bypass

8.2 mi away

0.9 mi long · Dogs on leash · Shelton Trails Committee

Hiking Biking Mountain biking Horses Dogs allowed

Paugussett Trail

8.4 mi away

13 mi long · Moderate · Dogs on leash · Connecticut Forest and Park Assoc.

Hiking Dogs allowed

Freeborn White Trail

8.6 mi away

0.5 mi long · Easton

Hiking

Pink Trail (Off Leash Loop)

8.7 mi away

1.7 mi long · Dogs allowed off leash · Easton

Hiking Dogs allowed

Nell's Rock Trail

8.8 mi away

1.6 mi long · Dogs on leash · Shelton Trails Committee

Hiking Biking Mountain biking Horses Dogs allowed

Stepney Rail Trail

9.2 mi away

2.4 mi long · Easton

Hiking Biking Mountain biking Rail trail

Flower Path

9.3 mi away

0.2 mi long · Dogs on leash · Shelton

Hiking Biking Mountain biking Horses Dogs allowed

Oak Valley Trail

9.4 mi away

1.7 mi long · Dogs on leash · Shelton

Hiking Biking Mountain biking Horses Dogs allowed

"Pog Trail"

9.4 mi away

0.6 mi long · Easton

Hiking

Ruth’s Trail

9.5 mi away

0.8 mi long · No dogs · Easton

Hiking

Paul Busch Trail

9.5 mi away

0.5 mi long · Dogs on leash · Easton

Hiking Dogs allowed

Great Hollow Lake Loop

9.7 mi away

0.8 mi long · Easton

Hiking

Ordway Trail

9.7 mi away

2.4 mi long · Dogs on leash · Easton

Hiking Dogs allowed

Wolfe Park - Great Hollow Lake

9.7 mi away

0.7 mi long · Trumbull

Hiking

Jennings Woods Path

10 mi away

0.5 mi long · Easton

Hiking

Turkey Trot Trail

10 mi away

2.0 mi long · Dogs on leash · Shelton

Hiking Biking Mountain biking Horses Dogs allowed

Aspetuck Valley Trail

11 mi away

6.9 mi long · Easton

Hiking

Pearmain Path (Yellow)

11 mi away

0.6 mi long · Shelton

Hiking

Shelton Lakes Recreation Path

11 mi away

4.2 mi long · Easy · Dogs on leash · Shelton Conservation Comission

Hiking Biking Horses Paved Dogs allowed

Paine Barn Trail

11 mi away

0.6 mi long · Easton

Hiking

Saugatuck Trail

11 mi away

11 mi long · Georgetown

Hiking

Seven Ponds Trail

11 mi away

1.0 mi long · Easton

Hiking

Nichols Trail (Blue)

11 mi away

1.3 mi long · Shelton

Hiking

Stockmal Trail (White)

11 mi away

0.7 mi long · Shelton

Hiking

Bluff Walk

11 mi away

0.6 mi long · Shelton

Hiking

Naugatuck River Greenway

11 mi away

13 mi long · Easy · Dogs on leash · Waterbury

Hiking Biking Paved Wheelchair accessible Dogs allowed Greenway

Oak Hill Trail

11 mi away

0.9 mi long · Easton

Hiking

Apple Tree Crossing Trail

11 mi away

0.2 mi long · Easton

Hiking

Laurel Ledges Trail

11 mi away

0.4 mi long · Easton

Hiking

The Allee

11 mi away

0.3 mi long · Norwalk

Hiking Biking Mountain biking Wheelchair accessible

Cattail Trail

11 mi away

0.3 mi long · Easton

Hiking

ADA Trail

11 mi away

0.5 mi long · Norwalk

Hiking Biking Mountain biking Wheelchair accessible

Woodsend Trail

11 mi away

1.0 mi long · Shelton

Hiking

The Driftway

11 mi away

1.3 mi long · Norwalk

Hiking Biking Mountain biking Wheelchair accessible

Aspetuck Trail

11 mi away

1.1 mi long · Georgetown

Hiking

Perry Trail

11 mi away

0.7 mi long · Georgetown

Hiking

Troop 7 Trail

11 mi away

1.0 mi long · Georgetown

Hiking

Godfrey Trail

11 mi away

1.6 mi long · Georgetown

Hiking

French's Hill Trail

12 mi away

0.9 mi long · Shelton

Hiking

Orange Trail

12 mi away

0.8 mi long · Wilton

Hiking

Tahmore Trail

12 mi away

0.8 mi long · Shelton

Hiking

Pent Trail

12 mi away

0.8 mi long · Georgetown

Hiking

Newtown Rail Trail

12 mi away

1.9 mi long · Newtown

Hiking Biking Mountain biking Rail trail

McDougal Trail East

12 mi away

0.3 mi long · Easy · Georgetown

Hiking

Beach Cutoff Trail

12 mi away

0.3 mi long · Shelton

Hiking

Godfrey Trail

12 mi away

0.8 mi long · Georgetown

Hiking

McDougal Trail West

12 mi away

0.4 mi long · Easy · Georgetown

Hiking

Dayton Trail

12 mi away

0.3 mi long · Georgetown

Hiking

Pillars Trail

12 mi away

0.9 mi long · Georgetown

Hiking

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Nearby cities

All trails in Connecticut

Common questions

How many trails are near Bridgeport?
We list 728 trails within 30 miles of Bridgeport, Connecticut. This page shows the 60 closest.
What is the longest trail near Bridgeport?
Pequonnock River Trail is the longest on this page at about 14 miles, 0.2 miles from Bridgeport.
Are there dog-friendly trails near Bridgeport?
Yes. Map data lists 11 trails on this page as open to dogs, including Basil Brook Bypass, Paugussett Trail, Pink Trail (Off Leash Loop). Most trails have no dog rule in our data yet, so check signs at the trailhead.