How many trails are near Chesapeake?

We list 114 trails within 30 miles of Chesapeake, Virginia. This page shows the 60 closest.

What is the longest trail near Chesapeake?

Elizabeth River Trail is the longest on this page at about 10 miles, 2.2 miles from Chesapeake.

Are there dog-friendly trails near Chesapeake?

Yes. Map data lists 2 trails on this page as open to dogs, including Bald Cypress Trail, Sherwood Lake #1 Loop. Most trails have no dog rule in our data yet, so check signs at the trailhead.

Trails near Chesapeake, VA

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

Hiking trails (100) Walking trails (99) Bike trails (53) Mountain bike trails (24) Paved trails (41) Horse trails (4) Dog-friendly trails (3)

Quick picks

Closest: South Norfolk Jordan Bridge 1.0 mi, 0.7 mi away
Longest: Elizabeth River Trail 10 mi, 2.2 mi away
Easy walk: South Norfolk Jordan Bridge 1.0 mi, 0.7 mi away
Paved: South Norfolk Jordan Bridge 1.0 mi, 0.7 mi away
Dog friendly: Bald Cypress Trail 1.5 mi, 15 mi away
Mountain biking: Portsmouth Ditch Trail 4.1 mi, 7.2 mi away
Horseback riding: Sherwood Lake #1 Loop 1.6 mi, 15 mi away

All nearby trails

South Norfolk Jordan Bridge

0.7 mi away

1.0 mi long · Easy · Chesapeake

Hiking Biking Paved

Osprey Trail

2.2 mi away

0.5 mi long · Easy · Paradise Creek Park

Hiking Biking Paved

Otter Trail

2.2 mi away

0.2 mi long · Easy · Paradise Creek Park

Hiking Biking Paved

Songbird Trail

2.2 mi away

0.2 mi long · Easy · Paradise Creek Park

Hiking Biking Paved

Elizabeth River Trail

2.2 mi away

10 mi long · Easy · Norfolk

Hiking Biking Paved Wheelchair accessible

Fox Trail

2.3 mi away

0.3 mi long · Easy · Paradise Creek Park

Hiking Biking Paved

Wildflower Trail

2.4 mi away

0.7 mi long · Easy · Paradise Creek Park

Hiking Biking Paved

Blue Heron Trail

2.4 mi away

0.2 mi long · Easy · Paradise Creek Park

Hiking Biking Paved

Elizabeth River Trail

2.7 mi away

0.3 mi long · Easy · Norfolk

Hiking Paved

Central Loop

5.8 mi away

1.0 mi long · Chesapeake

Hiking Biking Mountain biking

S. Hampton Roads Trail

6.7 mi away

2.6 mi long · Easy · Portsmouth Heights

Hiking Biking Paved

Baxter Road Multi-Use Path

6.8 mi away

0.8 mi long · Easy · Chesapeake

Hiking Paved

Mirror Lake Loop

7.0 mi away

1.2 mi long · Easy · Norfolk

Hiking Paved

boundary path

7.0 mi away

0.7 mi long · Portsmouth Heights

Hiking

Portsmouth Ditch Trail

7.2 mi away

4.1 mi long · Great Dismal Swamp National Wildlife Refuge

Hiking Biking Mountain biking

Butt Station Road on-road bike path

7.7 mi away

4.1 mi long · Easy · Chesapeake

Biking Paved

Western Branch Park Walking Trail

8.1 mi away

2.0 mi long · Chesapeake City Parks and Recreation

Hiking

Lake Ballard Trail

8.4 mi away

1.0 mi long · Portsmouth Heights

Hiking

Western Branch Trail

8.8 mi away

3.0 mi long · Easy · Portsmouth Heights

Hiking Biking Paved

Black Bear Trail

9.2 mi away

2.2 mi long · Portsmouth Heights

Hiking

Independence Road Multi-Use Path

9.3 mi away

1.6 mi long · Easy · Virginia Beach

Hiking Paved

Buckner Road Multi-Use Path

10 mi away

1.6 mi long · Easy · Virginia Beach

Hiking Paved

Dismal Swamp Trail

10 mi away

8.2 mi long · Easy · Portsmouth Heights

Biking Paved

Rosemary Ditch Trail

11 mi away

2.3 mi long · Great Dismal Swamp National Wildlife Refuge

Hiking Biking Mountain biking

Big Entry Ditch Trail

11 mi away

5.1 mi long · Great Dismal Swamp National Wildlife Refuge

Hiking Biking Mountain biking

Northeast Ditch Trail

11 mi away

2.5 mi long · Great Dismal Swamp National Wildlife Refuge

Hiking Biking Mountain biking

East Ditch Trail

11 mi away

1.4 mi long · Portsmouth Heights

Dam Neck Road Multi-Use Path

12 mi away

5.3 mi long · Easy · Virginia Beach

Hiking Paved

Bennett's Creek Park Nature Trail

12 mi away

0.8 mi long · Portsmouth Heights

Hiking

Chix Beach

12 mi away

2.5 mi long · Virginia Beach

Hiking

East Ditch Trail

12 mi away

8.4 mi long · Fish and Wildlife Service

Hiking Biking Mountain biking

Suffolk Seaboard Coastline Trail

13 mi away

3.5 mi long · Easy · Portsmouth Heights

Hiking Biking Paved

Suffolk Seaboard Coastline Trail

13 mi away

3.5 mi long · Easy · Portsmouth Heights

Hiking Biking Paved

Princess Anne Road Multi-Use Path

13 mi away

3.7 mi long · Easy · Virginia Beach

Hiking Biking Paved

London Bridge Road Multi-Use Path

13 mi away

2.4 mi long · Easy · Virginia Beach

Hiking Paved

Fort Perimeter Trail

13 mi away

1.3 mi long · East Hampton

Hiking

Cape Henry Trail

13 mi away

7.5 mi long · Easy · Virginia Beach

Hiking Biking Paved

Whitehurst Trail

13 mi away

0.9 mi long · Virginia Beach

Hiking

Muddy Trail

13 mi away

1.0 mi long · Virginia Beach

Hiking

Nimmo Parkway Multi-Use Path

13 mi away

2.6 mi long · Easy · Virginia Beach

Hiking Paved

New Ditch Trail

14 mi away

0.7 mi long · Fish and Wildlife Service

Hiking Biking Mountain biking

Foxfire Trail

14 mi away

0.9 mi long · Easy · Virginia Beach

Hiking Paved

Cypress Swamp Trail

14 mi away

0.6 mi long · Virginia Beach

Hiking

Bald Cypress Trail

15 mi away

1.5 mi long · Easy · Dogs on leash · Virginia Beach

Hiking Dogs allowed

Sherwood Lake #1 Loop

15 mi away

1.6 mi long · Easy · Dogs allowed · Virginia Beach

Hiking Biking Horses Paved Dogs allowed

Osmanthus Trail

15 mi away

2.4 mi long · Easy · Virginia Beach

Hiking

Kingfisher Trail

15 mi away

0.6 mi long · Virginia Beach

Hiking

White Hill Lake Trail

15 mi away

1.4 mi long · Virginia Beach

Hiking

Laskin Construction Gauntlet

15 mi away

0.8 mi long · Virginia Beach

Hiking

Camp Ditch Trail

15 mi away

2.3 mi long · Fish and Wildlife Service

Hiking Biking Mountain biking

Jericho Ditch Trail

15 mi away

6.0 mi long · Fish and Wildlife Service

Hiking Biking Mountain biking

Lynn Ditch Trail

16 mi away

5.3 mi long · Fish and Wildlife Service

Hiking Biking Mountain biking

Hudnell Ditch Trail

16 mi away

3.7 mi long · Fish and Wildlife Service

Hiking Biking Mountain biking

Osprey Trail

16 mi away

1.6 mi long · Virginia Beach

Hiking

Williamson Ditch Trail

16 mi away

4.7 mi long · Fish and Wildlife Service

Hiking Biking Mountain biking

Long Creek Trail

16 mi away

4.0 mi long · Virginia Beach

Hiking

Double Decker Trail

16 mi away

0.5 mi long · Carrollton

Hiking

Waterwalk at Central Park

16 mi away

2.1 mi long · Easy · Hampton

Hiking Paved

Long Leaf Pine Trail

16 mi away

0.7 mi long · Carrollton

Hiking

Ridge to Cape Henry

16 mi away

0.9 mi long · Virginia Beach

Hiking

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Common questions

How many trails are near Chesapeake?: We list 114 trails within 30 miles of Chesapeake, Virginia. This page shows the 60 closest.
What is the longest trail near Chesapeake?: Elizabeth River Trail is the longest on this page at about 10 miles, 2.2 miles from Chesapeake.
Are there dog-friendly trails near Chesapeake?: Yes. Map data lists 2 trails on this page as open to dogs, including Bald Cypress Trail, Sherwood Lake #1 Loop. Most trails have no dog rule in our data yet, so check signs at the trailhead.