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Top Rated Trails
near Chesapeake, Virginia
Chesapeake, Virginia 
Recommended Routes, Photos, & More
3.9
mi
6.2
km
#1Blueberry Hill
Intermediate
Chesterfield, VA
|
Intermediate
|
Chesterfield, VA |
40
|
|
|
2.4
mi
3.8
km
#2Ipswich - Indian River Parkway
Intermediate
Chesapeake, VA
|
Intermediate
|
Chesapeake, VA |
47
|
|
|
1.6
mi
2.6
km
#3Bell Lap
Intermediate
Chesterfield, VA
|
Intermediate
|
Chesterfield, VA |
30
|
|
|
5.6
mi
9.0
km
#4New Quarter Park
Intermediate
Williamsburg, VA
|
Intermediate
|
Williamsburg, VA |
35
|
|
0.6
mi
1.0
km
#5Blue Jay Way
Intermediate/Difficult
Chesterfield, VA
|
Intermediate/Difficult
|
Chesterfield, VA |
17
|
|
|
3.9
mi
6.3
km
#6Mariner's Lake Trail
Intermediate
Newport News, VA
|
Intermediate
|
Newport News, VA |
34
|
|
1.1
mi
1.7
km
#7Moonshine Run
Difficult
Chesterfield, VA
|
Difficult
|
Chesterfield, VA |
18
|
|
|
2.2
mi
3.5
km
#8Sunsetter
Intermediate
Chesterfield, VA
|
Intermediate
|
Chesterfield, VA |
22
|
|
|
1.3
mi
2.1
km
#9Corkscrew
Intermediate/Difficult
Chesterfield, VA
|
Intermediate/Difficult
|
Chesterfield, VA |
28
|
|
|
3.1
mi
5.0
km
#10Forest Hill Park
Intermediate
Richmond, VA
|
Intermediate
|
Richmond, VA |
21
|
|
|
4.2
mi
6.8
km
#11JT Trail
Intermediate
Chesterfield, VA
|
Intermediate
|
Chesterfield, VA |
3
|
|
|
0.2
mi
0.3
km
#12Freight Line
Intermediate/Difficult
Chesterfield, VA
|
Intermediate/Difficult
|
Chesterfield, VA |
12
|
|
|
0.5
mi
0.9
km
#13Little Berm Loop (6)
Difficult
Virginia Beach, VA
|
Difficult
|
Virginia Beach, VA |
1
|
|
|
0.9
mi
1.5
km
#14Griffin Trail
Intermediate
Dinwiddie, VA
|
Intermediate
|
Dinwiddie, VA |
1
|
|
|
0.4
mi
0.6
km
#15Big Berm Connector (1)
Difficult
Virginia Beach, VA
|
Difficult
|
Virginia Beach, VA |
1
|
|
|
0.5
mi
0.8
km
#16Heron Point Loop (7)
Intermediate
Virginia Beach, VA
|
Intermediate
|
Virginia Beach, VA |
1
|
|
0.5
mi
0.8
km
#17Old Road Trail (8)
Easy
Virginia Beach, VA
|
Easy
|
Virginia Beach, VA |
1
|
|
|
0.3
mi
0.6
km
#18Marshview Connector
Easy
Virginia Beach, VA
|
Easy
|
Virginia Beach, VA |
1
|
|
0.5
mi
0.8
km
#19High Ground Loop
Easy/Intermediate
Greenville, NC
|
Easy/Intermediate
|
Greenville, NC |
1
|
|
|
1.8
mi
2.9
km
#20Cypress Loop
Easy/Intermediate
Greenville, NC
|
Easy/Intermediate
|
Greenville, NC |
1
|
|
|
1.2
mi
1.9
km
#21Boardwalk Loop
Easy
Greenville, NC
|
Easy
|
Greenville, NC |
1
|
|
|
0.6
mi
0.9
km
#22Wetlands Loop
Easy
Greenville, NC
|
Easy
|
Greenville, NC |
1
|
|
|
0.5
mi
0.8
km
#23Gateway 1
Easy
Chesterfield, VA
|
Easy
|
Chesterfield, VA |
13
|
|
|
3.5
mi
5.6
km
#24Loop A
Intermediate
Williamsburg, VA
|
Intermediate
|
Williamsburg, VA |
19
|
|
|
1.5
mi
2.4
km
#25Buttermilk Heights
Difficult
Richmond, VA
|
Difficult
|
Richmond, VA |
18
|
|
|
2.0
mi
3.1
km
#26Powhite Park Trail
Intermediate
Richmond, VA
|
Intermediate
|
Richmond, VA |
18
|
|
|
0.8
mi
1.3
km
#27Dogwood Dell Loop
Easy/Intermediate
Richmond, VA
|
Easy/Intermediate
|
Richmond, VA |
14
|
|
|
2.5
mi
4.1
km
#28Belle Isle
Intermediate
Richmond, VA
|
Intermediate
|
Richmond, VA |
10
|
|
|
4.2
mi
6.8
km
#29Millstone
Difficult
Chesterfield, VA
|
Difficult
|
Chesterfield, VA |
9
|
|
|
5.5
mi
8.8
km
#30Marl Ravine Trail
Intermediate/Difficult
Williamsburg, VA
|
Intermediate/Difficult
|
Williamsburg, VA |
16
|
