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Connecticut State #169 Highway Guide

Miles Kms Item Summary
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Connecticut State Route 169 is a National Scenic Byway
Travel through one of the last unspoiled areas in the northeastern United States, with forests, open spaces, rustic farmsteads, and historic structures and features. This 25-town route links several classic towns in New England and makes its way through colonial homes, stone walls, private schools churches, and meeting houses.
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Welcome to Connecticut!
Special Intrest Trails while driving in Connecticut - Connecticut Freedom Trail, Connecticut Impressionist Art Trail, Connecticut Wine Trail, Connecticut Women's Heritage Trail, Fall Foliage Driving Loops, Family Fun Trail,
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View from highway Photo - Highway marker signs
Junction of Interstate Highway #395 South to Norwich,Connecticut and New London, Connecticut; North to Plainfield and Elmville. Junction of Highway #169.
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0.8
Kendall Avenue
Community of Newent. Note: This is a 'scenic road.'Access to campgrounds - West side of the highway.
1.2
2.0
Junction of Highway #138
East access to communities of Pachaug and Voluntown; West to Baltic. Incorporated in 1721, the town of Voluntown lies in the southeastern part of Connecticut, bordering the State of Rhode Island, as well as Windham County.
1.3
2.1
View from highway - Photo of highway signs
Note: The Connecticut Wine Trail overlaps Highway #169 here. Fourteen vineyards are joined by the Connecticut Wine Trail. McLaughlin Vineyards, Digrazia Vineyards, White Silo Winery, Hopkins Vineyard, Haight Vineyard, Litchfield, Land of Nod Winery, Jerram Winery, Gouveia Vineyards, Chamard Vineyard, Stonington Vineyards, Jonathan Edwards Winery, Heritage Trail Vineyards Priam Vineyards, Sharpe Hill Vineyard.
2.9
4.7
View from highway
Driving North.
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5.2
Connecticut Wine Trail leaves Highway #169
Continues West at this point.
3.9
6.2
View from highway
Driving North.
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6.6
Phillips Avenue

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7.0
Community of Canterbury, Connecticut
Southern boundary.
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7.2
Point of Information
Crossing Baldwin Brook.
5.2
8.4
Welcome to Canterbury, Connecticut
Incorporated 1703.
6.4
10.3
View from highway
Driving North.
7.3
11.8
View from highway
Driving North.
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14.0
Point of Information
Crossing Kitt Brook. Junction of Highway #14 West to communities of Scotland,Connecticut, Windham Center, Connecticut; East to Central Village. Access to the Prudence Crandall Museum - West of the highway. Prudence Crandall Museum, The site of New England's first academy for black girls established by Prudence Crandall, 1833-1834.
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15.7
View from highway
Driving North.
10.3
16.5
View from highway
Driving North.
11.8
19.0
View from highway
View from highway driving North.
12.1
19.4
Point of Information
Crossing Taticac Creek.
12.4
19.9
View from highway
Photo view looking East at the farmlands of Connecticut.
12.6
20.2
Town of Brooklyn, Connecticut
Southern boundary. Brooklyn was once part of the lands claimed by Mohegan chief, Uncas. The land, deeded in 1680 to Captain James Fitch, was sold to the first local settlers in 1703. It was settled as part of the towns of Canterbury and Pomfret.
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21.8
Point of Information
Crossing Blackwell Brook.
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22.0
Mason Road

14.0
22.6
View from highway
Driving North.
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23.6
View from highway - Photo - Brooklyn highway sign
Community of Brooklyn, Connecticut.
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23.8
Junction of Highway #205
East access to community of Wauregan, Connecticut.
15.1
24.3
View from highway
Photo view of memorial statue. 'Israel Putnam, ESQ, is a senior major general in the armies of the United States of America. He was born in Salem in the province of Massachusetts.'
15.3
24.6
Junction of Highway #6
East access to Danielson, and Providence, Rhode Island; West to Clarks Corner, Connecticut and Harford, Connecticut.
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28.8
View from highway
Driving North.
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29.0
Town of Pomfret, Connecticut
Incorporated 1713. Southern boundary. The Indian name for Pomfret was 'Mashamoquet' meaning 'great fishing place'.
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32.2
Junction of Highway #101
East access to communities of Dayville and East Killingly; West to Abington, Phoenixville, Connecticut and Mansfield, Connecticut. Access to Mashamoquet Brook State Park. Also junction of Highway #44. Note: Highway #44 overlaps Highway #169 at this point. Mashamoquet Brook State Park, is actually a combination of three parks: the original Mashamoquet Brook, Wolf Den and Saptree Run. Two camping areas are available. The Mashamoquet Brook Campground has 20 wooded sites. Wolf Den Campground offers 35 campsites.
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Junction of Highway U.S. #44
West to cities of Manchester,Connecticut, Hartford, Connecticut. For travel west via U.S. Highway #44 see MIlebymile.com Highway Travel Guide Junction of Highway # 169 to Hartford / New York / Connecticut State Line.

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Point of Information
Crossing the Mashamoquet River.
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34.1
Point of Information
Crossing Wappaquia Creek.
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View from highway - Photo - Pomfret highway sign
Town of Pomfret, Connecticut - Southern boundary.
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36.3
View from highway
Driving North.
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37.0
Junction of Highway #97
East access to Putnam. Note: Highway #44 overlap ends at this point.
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View from highway - Photo - Woodstock highway sign
Community of Woodstock, Connecticut, incorporated 1686. Woodstock is well known for the Woodstock Fair, one of the oldest agricultural fairs in the country.
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39.1
Point of Information
Crossing Peake Brook.
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40.1
Point of Information
Crossing Small Brook.
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41.2
Town of South Woodstock, Connecticut
Junction of Highway #171 East to Putnam. Access to Bigelow Hollow State Park - West of the highway. Note: Highway #171 overlaps Highway #169 at this point. Nipmuck State Forest and Bigelow Hollow State Park in the town of Union lie within one of the largest unbroken forest areas in Eastern Connecticut. Facilities - Boat Launch Ramp, Picnic Tables, Pit Toilets.
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41.4
Point of Information
Crossing Sawmill Creek.
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41.5
Junction of Highway #171
West access to communities of West Woodstock, Connecticut, Kenyonville, Connecticut and Union, Connecticut. Note: Highway #171 overlap ends at this point.
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42.8
View from highway
Driving North.
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43.4
View from highway roadside turnout
Roadside turnout with historical marker. 'Woodstock - Near this place in 1636, Thomas Hooker and his party may have passed by way of the Connecticut Path, going to settle what is now Hartford. In 1674 John Eliot, Apostle to the Indians, Pastor of the First Church in Roxbury, Massachusetts Bay Colony, and Major Daniel Gookin visited a peaceful encampment of Wabbaquassets living in the vicinity of present-day Woodstock to preach from nearby Eliot Rock, and sought to establish their church among the natives of these land. King Philip's War broke out, in 1675, during which the Wabbaquassets deserted the area.'
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43.4
View from highway
Photo view from roadside turnout.
27.3
44.0
Point of Information
Crossing North Running Brook.
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45.5
View from highway
Driving North.
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Community of North Woodstock, Connecticut
Southern boundary, Connecticut.
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48.4
Point of Information
Crossing English Neighborhood Brook.
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Junction of Highway #197
East access to community of Quinebaug; West to Union.
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51.0
Point of Information
Crossing Muddy Brook.
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52.6
Connecticut/Massachusetts state line
Highway #169 continues North to Southbridge, Massachusetts. Start / Finish of Highway Travel Guide. - S&e