Rules of the Road

All riders must wear a helmet at all times.

Please ride single file. All roads are open to traffic, so be careful, especially at intersections.

Use hand signals at turns. Never assume that a motorist can see you. Safety first!

Please communicate with other riders when passing.

If you need assistance, please wait at roadside and flag down a help. Don't be shy about asking for help!

For an interactive map, click here!

6-Mile Course

• Ride starts from Natick Common.
• Start on School Street.
• Turn right onto Webster Street.
• Turn left onto Cottage Street.
• Turn right onto Everett Street.
• Turn right onto Rockland Street.
• Turn right onto Farwell Street.
• Turn left onto Cottage Street.
• Turn left onto Circular Avenue.
• Cross South Main Street (Rte 27) to Curve Street.
• Go straight on Curve Street.
• Turn right onto Oakland Street.
• Turn left onto West Street.
• Turn left onto West Street at stop sign (High School is straight ahead).
• Turn right onto Windsor Avenue.
• Turn right onto Proctor Avenue at stop sign. As it turns into Lakeview Road.
• Turn right onto Pond Street at stop sign (St Patrick's Cemetary on right).
• Go straight on Pond Street.
• Go straight right at stop sign to Natick Common (Bakery on the Common on the right side).

25-Mile Course

• Ride starts from Natick Common.
• Turn right onto East Central Street (Rte 135) at stop sign.
• Turn left onto Washington Street at Morse Institute Library.
• Turn left onto Shattuck Avenue, follow 0.4 miles.
• Turn right onto Walnut Street, follow 0.1 miles.
• Turn right onto Belvedere Street, follow 0.3 miles.
• Turn right onto Bacon Street, follow 0.1 miles.
• Go straight on Bacon Street at traffic light, follow 0.9 miles.
• Turn right onto East Central Street (Rte 135), follow 0.1 miles.
• Turn left onto Pond Street cross Rte 135 at Natick - Wellesley town line, follow 0.1 miles.
• Turn right onto Eliot Street (Rte 16) at stop sign, follow 1.2 miles.
• Turn left onto Pleasant Street at traffic light in South Natick Square, follow 0.6 miles.
• Turn left onto Dover Road (cross over Charles River), follow 0.4 miles.
• Go straight onto Dover Road, follow right onto Charles River Road.
• Go straight at stop sign, across Central Street, stay on Charles River Road and follow 2.3 miles.
• Turn right onto South Street at stop sign into Willow Street, follow 0.4 miles.
• Turn right onto Cross Street before the stop sign, follow 0.9 miles.
• Turn left onto Centre Street at stop sign, follow 0.4 miles.
• Go straight into Dover Center, the Dover Public Library will be on your immediate right, 0.8 miles.
• Go straight at the traffic light, Dover Town Hall on right, Mobil Gas Station on left.
• Turn left onto Pine Street, follow 3.2 miles.
• Turn right onto Winter Street, follow 0.4 miles.
• Turn left at the stop sign, onto North street 0.3 miles.
• Turn right at intersection onto Harding Street at yield sign, go straight onto Harding Street (bear right, West St is on left), follow 0.1 miles
• Bear right at fork (stay on Harding Street), follow 0.8 miles.
• Go straight on Harding Street as it turns into Junction Road.
• Turn left onto Farm Street at stop sign (Dover Sherborn High School on left), follow 0.9 miles. Rest Stop.
• Turn left onto Bridge Street, follow 0.9 miles.
• Go straight on Bridge Street crossing over the Charles River, 0.3 miles.
• Turn left onto Forest Street, follow 0.5 miles.
• Turn right onto Goulding Street after white house on right, follow 0.1 miles.
• Turn right on Lake Street, follow 0.1 miles.
• Go straight at stop sign, cross Farm Road and continue onto Lake Street, 1.1 miles.
• Go straight at stop sign, cross Rte 16, continue 0.9 miles.
• Turn right onto Rte 16 at stop sign, pass flashing yellow on left and Douse Farm stand on right, follow 0.4 miles.
• Turn right onto Everett Street, follow 0.3 miles.
• Turn left onto Rockland Street, follow 0.9 miles.
• Go straight on Rockland Street to stop sign.
• Turn left onto South Main Street (Rte 27) towards Sherborn, follow 0.8 miles.
• Turn right onto West Street (opposite Brochi Nursery), follow 0.3 miles.
• Turn left onto Windsor Avenue, after NHS football field, follow 0.4 miles.
• Turn right onto Proctor Avenue at stop sign. As it turns into Lakeview Road.
• Turn right onto Pond Street at stop sign (St Patrick's Cemetary on right).
• Go straight on Pond Street.
• Go straight at stop sign to Natick Common (Bakery on the Common on the right side).