Connecticut State Route 169

Quick Facts

Connecticut State Route 169


(860) 963-7226

Map Directions

Things To Do



Traverse one of the last unspoiled areas in the northeastern United States. This byway winds through history, passing colonial homesteads, churches, stone walls, meeting houses, and private schools as it connects classic New England towns. Views include maple and pine stands and glacially deposited rocks and boulders that lie strewn throughout fields. Learn about the history via two bike routes or by driving the byway. Take an hour or two and catch a glimpse of it all, or take a family trip for an entire day to see all of the sights.

Map of Connecticut State Route 169

Latitude, Longitude: 41.469824, -72.199481



  • Bicycling

    There are two bicycle routes that have starting points along Route 169. These routes, promoted by the Northeast Connecticut Visitor District as an excellent way to see the area, are (1) Prudence's Trail (starting from the Prudence Crandall Museum in Canterbury), and (2) the Roseland Trail (starting from the Roseland Cottage in Woodstock). Both of these properties are National Historic Landmarks and are open to the public.

  • Auto/Motorcycle

    This is the easiest and most common way to enjoy the byway. Length: 32 miles.

    Time to allow: Take one hour to drive without stopping or one full day to visit places along the byway.

  • Historic Sites

    There is plenty of New England cultural and historical stops along the byway, including the Air Line Rail Trail, Brooklyn which a National Register Historic District, Natchaug State Forest, Pachaug State Forest, and various apple orchards. You can also see the Prudence Crandall Museum, the first academy for black women (1833-1834) in New England, Quinebaug and Shetucket Rivers Valley National Heritage Corridor and Roseland Cottage/Bowen House Museum.


Best time to drive: The changing colors of the fall make it the best season to drive the byway. Make sure you reserve a bed & breakfast early in the year!

High Season:During the summer the byway is a busy place with lots of recreational activities and summer conventions. During late summer there are community fairs, and fall foliage begins to show.

Off Season: The off-season occurs in the early spring when there is less foliage and less activity along the byway.



From Hartford, CT: Get on CT-2 east. Follow until the intersection with I-395. Stay on I-395 north until you get to CT-169, Exit 83a. Follow CT-169 north to the town of Lisbon where the byway begins.

From Sturbridge, MA: Take Route 131 (Main Street) east through the center of Southbridge to Route 169 south (North Woodstock Road). Byway begins at the Massachusetts/Connecticut state line.


Use the General Edward Lawrence Logan International Airport (BOS), MA. Exit airport terminal onto South I-90. Go south then west on Interstate 90 to Interstate 84. Exit to Charlton City on Stafford Street. Pass through Charlton on U.S. 20 to State Route 169. Go south on State Route 169 through Southbridge to the Massachusetts/Connecticut state line. The byway begins when you cross into Connecticut.

Phone Numbers


(860) 963-7226