Destinations · Massachusetts
MA · 42.0500, -71.8806
Connecticut State Route 169, Lost Villages Scenic Byway and Revolutionary Heritage Byway are 3 of 5 signed byways within 30 miles of Webster, Massachusetts.
Understand
Webster, like most of Central Massachusetts, is the homeland of the Nipmuc peoples. A small band of the Nipmuc, Webster/Dudley Band of Chaubunagungamaug Nipmuck Indians, is based out of Webster and the neighboring towns of Dudley and Thompson, Connecticut. Europeans colonized the area that is now Webster in 1713. The present-day town was incorporated on March 6, 1832; it formed out of sections of Dudley and Oxford, and a previously unassigned portion of land known as a gore.
The drives · Designated roads lead.
Ordered by federal designation, then by how close each one runs to Webster. All-American Roads and National Scenic Byways are named by the Federal Highway Administration, not by us.
National Scenic Byway · 7 mi out
National Scenic Byway · 24 mi out
State scenic byway · 16 mi out
State scenic byway · 24 mi out
State scenic byway · 25 mi out
Planned by the Byway engine on real roads: every stop traces to an OpenStreetMap feature, and the total time counts driving and the stops themselves.
Loop 1 · 4 h window · 31 mi
3 h 56 loop · 9 stops · back by 7:55 PM. Incorporates Connecticut State Route 169.
Touches Connecticut State Route 169
Loop 2 · 8 h window · 75 mi
8 h loop · 16 stops · back by 7:59 PM. Incorporates Connecticut State Route 169.
Touches Connecticut State Route 169, Lost Villages Scenic Byway
Byway's engine bakes two loops from Webster: 4 h, 31 miles, 9 stops; and 8 h, 75 miles, 16 stops. The time counts the driving and the stops themselves.
The 8 h loop stops at Saad Memorial, Austin Hill, William T. G. Morton Monument, Militia Lot, Lt. Power Memorial, General Devens, Green Hill, Wachusett Dam, Clinton Tunnel - West Entrance, Wilson Hill, Kendall Hill, Diamond Hill, Belmont Hill, Worcester Wall and Orson the Polar Bear. Each stop traces to an OpenStreetMap feature.
Measured from Byway's own registries, 30 miles around town.
The engine starts from town, weaves the byways and verified stops around it, and hands back an honest schedule — zero hallucinations.
Byway plans around your taste, verified places, real weather and opening hours — then opens every leg in Google Maps with one tap.