The New Hope Winding ride is a 47 mile counter-clockwise route on mostly flat to rolling terrain with a rest stop at mile 33. Directions to start, at the Cove Park ballfields near Hampton Cove:

If traveling over Monte Sano on Highway 431 (east on Governors Drive): go 4.8 miles after passing Monte Sano Boulevard and turn Left at Old 431/Sutton Road. Travel 1.6 miles and turn right onto Old 431. The ballfields are on the right.

If traveling over Cecil Ashburn Drive: continue straight on Sutton Road for 0.7 miles and go straight across Highway 431. From the intersection go 1.6 miles and turn right onto Old 431. The ballfields are on the right.

Miles Turn  Description Leg
0.0 Right  Southeast from Cove Park
 on Old Highway 431
3.1
3.1 Left-Right  across Highway 431 to stay on
 Old Highway 431
3.7
6.8 Right  on Hill Road 1.3
8.1 Left-Right  at Hobbs Island Road to
 Oak Grove Road
4.0
12.1 Left  to stay on
 Oak Grove Road
0.7
12.8 Straight  across Highway 431 to stay on
 Oak Grove Road
1.0
13.8 Right  on Johnson Avenue 0.7
14.5 Stright  across Main Drive to stay on
 Johnson Ave
0.5
15.0 Right  at "T" onto Paint Road Road 5.4
20.4 Continue  Paint Road Road becomes
 Nebo Road
0.9
21.3 Right  on Oran Whitaker Road 1.6
22.9 Right  at "T" onto
 New Hope Cedar Point Road
0.3
23.2 Right  on Maples Lane 1.6
24.8 Left  at "T" onto Butler Mill Road 1.1
  
Miles Turn  Description Leg
25.9 Right  at "T" onto
 New Hope Cedar Point Road
1.1
27.0 Left  on Cherry Tree Road 1.8
28.8 Left  on Poplar Ridge Road 3.3
32.1 Right  on New Hope Cedar Point Rd 0.9
33.0 Rest Stop  at convenience store -
33.0 West  to continue on
 New Hope Cedar Point Road
1.2
34.2 Sharp Right  on Woody Road 0.9
35.1 Right  at "T" onto Old Gurley Pike 1.5
36.6 Left  on Low Gap Road 4.7
41.3 Left  at "T" onto Cherry Tree Road 1.1
42.4 Right  on McMullen Road 1.9
44.3 Sharp Left  on Esslinger Road 1.6
45.9 Right  on Cherry Tree Road 0.4
46.3 Right  on Old Highway 431 1.1
47.4 Finish  at the Cove Park ballfields -