Local Rides

Messalonskee Loop - small map

Messalonskee
Lake
Loop

Distance: 32 miles
Description: Rolling
Difficulty: Medium

Directions for Messalonskee Lake Loop:

  • Starting at the Hillside Parking Lot
  • Turn right onto Washington Street
  • Take left at Y onto Rice Rips
  • Rip down the hill, careful of the RR tracks half-way and then climb back up until the road dead ends
  • Turn left onto Rt23 and follow into Oakland
  • At 5-way light in Oakland (1st light) go straight through light then take an immediate left onto Water Street (Rt23)
  • Take furthest possible left at intersection and then continue to veer left and pass over bridge
  • Climb to the next Y (past the August 18 miles sign) and veer right to stay on Rt23
  • In a few minutes you'll pass the Colby Hume Center (you can turn around and head back the same way for about a 15 mile ride)
  • Continue on Rt23 until it intersects Rt8/Rt27
  • Take a right, heading north on Rt8/Rt27
  • In about 5 miles, take a right to stay on Rt 8 North and beware of crappy road for the next few miles
  • Veer right when Rt8 and Rt11 split to stay on Rt11 North
  • Stay on Rt11 and try to catch a glance at Messalonskee Lake
  • Rt11 will bring you back into Oakland; turn left to stay on Rt 11 at stop sight then take a slight right onto Water Street (the same one you rode out on)
  • Turn right at end onto Rt137 and pass straight through light onto 23 North
  • Take a right onto Rice Rips in a few miles and climb back up Mayflower Hill to Colby
 
River Road Loop (small map)

River
Road
Loop

Distance: 24 miles
Description: Fairly Flat
Difficulty: Easy

Directions for River Road Loop:

  • Starting at the Hillside Parking Lot
  • Turn right onto Washington Street
  • Take left at Y onto Rice Rips
  • Rip down the hill, careful of the RR tracks half-way and then climb back up until the road dead ends
  • Turn right onto Rt23 and follow into Fairfield Center (big intersection)
  • Carefully cross Rt139/104 to stay on Rt23 (Ohio Hill Road)
  • In about ½ mile, turn left onto Greene Road
  • Continue on Greene Road about 4 miles until it dead-ends into Rt201
  • Turn left onto Rt201 and continue about 2 miles
  • Turn right onto Rt23 and ride across the large bridge
  • Just after bridge, turn right onto River Road
  • Stay on River Road for about 12 miles until you reach Winslow
  • Turn right at light onto Bridge Street and cross the Kennebec River
  • Continue straight until road dead-ends into Elm Street
  • Turn right onto Elm Street, then take quick left onto Park Street
  • Take right at end onto Pleasant Street and then take first left onto Gilman Street
  • Stay straight on Gilman as it turns into Mayflower Hill Drive and brings you back up to Colby
 

Maps are taken from www.Mapquest.com.