Name
Chartered
Routing
Approximate modern designation
Notes
Mohegan Road
May 1792
New London - Uncasville - Norwich
Route 32
First toll road in New England and second in the country (the first was the road over Snicker's Gap , Virginia , chartered in 1785)
Greenwich Road
October 1792
Boston Post Road in Greenwich
U.S. Route 1
Became part of the Connecticut Turnpike in 1806
New London and Windham County Turnpike
May 1795
Norwich - Jewett City - Plainfield - Oneco - Rhode Island (Providence and Norwich Turnpike )
Route 12 , Route 14A
Oxford Turnpike
May 1795
Southbury - Oxford - Seymour [ 1]
Route 67
Hartford, New London, Windham and Tolland County Turnpike
October 1795
Manchester - Bolton - Andover - Columbia - Lebanon - Yantic
Route 85 , Bolton Center Road, U.S. Route 6 , Route 87
Norwalk and Danbury Turnpike
October 1795
Wilton - Georgetown - Bethel
U.S. Route 7 - Route 107 , Umpawaug Road,[ 2] Route 53
Fairfield, Weston and Reading Turnpike
May 1797
Bethel - Redding Ridge - Easton [ 3] [ 4]
Sunset Hill Road, Route 58
Straits Turnpike
October 1797
New Haven - Naugatuck - Watertown - Litchfield
Route 69 , Litchfield Turnpike, Route 63
New Milford and Litchfield Turnpike
October 1797
New Milford - New Preston - Bantam
U.S. Route 202
Boston Turnpike
October 1797
East Hartford - Manchester - Mansfield - Ashford - Pomfret - Thompson - Massachusetts (Ninth Massachusetts Turnpike )
U.S. Route 44 , Route 244 , Freedley Road, West Thompson Road, Route 193 , East Thompson Road
Talcott Mountain Turnpike
May 1798
Hartford - Avon - Canton - New Hartford
U.S. Route 44
Ousatonic Turnpike
May 1798
New Milford - Lakeside - Derby
Much of the road has been destroyed by the Shepaug Dam and Stevenson Dam ; the rest is Grove Street, River Road, and Route 34
Portion north of the Stevenson Dam operated as the River Turnpike between 1834 and 1841
Derby Turnpike
May 1798
New Haven - Derby
Route 34
Last turnpike in Connecticut (stopped collecting tolls in 1895)
Greenwoods Turnpike
October 1798
New Hartford - Winsted - Norfolk - Massachusetts (Twelfth Massachusetts Turnpike )
U.S. Route 44 , Old Turnpike Road
Hartford and New Haven Turnpike
October 1798
New Haven - Meriden - Berlin - Hartford
Hartford Turnpike, Route 150 , U.S. Route 5 , Maple Avenue
Litchfield and Harwinton Turnpike
October 1798
Litchfield - Harwinton - Burlington
Route 118 , Route 4
Windham Turnpike
May 1799
North Coventry - Coventry - Willimantic - Windham - Scotland - Canterbury - Plainfield
Route 31 , Route 32 , Plains Road, Route 14 , Route 14A
Canaan and Litchfield Turnpike
May 1799
Litchfield - Goshen - Canaan
Route 63 , U.S. Route 7
Farmington River Turnpike
May 1800
New Hartford - Riverton - Massachusetts (Tenth Massachusetts Turnpike )
Route 181 , East River Road, Hogback Road, and a road buried by Colebrook River Lake
Windham and Mansfield Turnpike
May 1800
Yantic - Franklin - Windham - Mansfield - Storrs - Stafford - Massachusetts (Petersham and Monson Turnpike )
Route 32 , Manning Bridge Road, Jerusalem Road, Route 203 , Tuckie Road, Route 195 , Route 320 , Lohse Road, Stafford Street, Goodell Road, Old Monson Road, Route 32
Part of the road operated by the Stafford Pool Turnpike , later the Stafford Mineral Spring Turnpike , after 1813
Cheshire Turnpike
May 1800
New Haven - Whitneyville - Hamden - Cheshire - Southington - Plainville
Whitney Avenue, Route 10
Granby Turnpike
October 1800
Massachusetts - Granby - Tariffville - Hartford
Route 189
Hartford and New London Turnpike
October 1800
East Hartford - Glastonbury - Marlborough - Colchester - Salem - New London
Route 2 , Route 85
Farmington and Bristol Turnpike
May 1801
Burlington - Farmington - West Hartford - Hartford
George Washington Turnpike, Red Oak Hill Road, Route 10 , Route 4 , Farmington Avenue
Danbury and Ridgefield Turnpike
May 1801
Danbury - Ridgefield
U.S. Route 7 , Route 35
Torrington Turnpike
May 1801
Litchfield - Torrington - Canton - West Simsbury
U.S. Route 202 , Town Bridge Road, Simonds Avenue, Lawton Road, West Mountain Road[ citation needed ]
Norwich and Woodstock Turnpike
May 1801
Norwich - Canterbury - Brooklyn - Pomfret - Woodstock - Fabyan - Massachusetts ; South Woodstock - North Woodstock - Massachusetts
Canterbury Turnpike, Paper Mill Road, Kinsman Hill Road, Route 169 , Roseland Park Road, Paine District Road, Fabyan Road; Route 169
Salisbury and Canaan Turnpike
October 1801
Huntsville - Falls Village - Lakeville - New York (Ulster and Delaware Turnpike )
Route 126 , Falls Mountain Road, Farnum Road, U.S. Route 44
Bridgeport and Newtown Turnpike
October 1801
Bridgeport - Trumbull - Botsford - Newtown - Brookfield
Route 111 , Route 25 , Currituck Road, Route 25
Waterbury River Turnpike
October 1801
Naugatuck - Waterbury - Thomaston - Torrington - Winchester - Colebrook - Massachusetts (Fifteenth Massachusetts Turnpike )
Route 8 , Newfield Road, Waterbury Turnpike, Millbrook Road, Route 183
Hartford and Tolland Turnpike
October 1801
East Hartford - Vernon - Tolland
Tolland Turnpike, Route 30 , Route 74
Pomfret and Killingly Turnpike
May 1802
Pomfret - Putnam - Rhode Island (West Glocester Turnpike )
U.S. Route 44 , Mantup Road, Hurry Hill Road, Chase Road (portions across the Quinebaug River and east of Putnam Heights no longer exist)
Hebron and Middle Haddam Turnpike
May 1802
Hebron - Marlborough - East Hampton - Middle Haddam
Route 66
Middlesex Turnpike
May 1802
Rocky Hill - Cromwell - Middletown - Higganum - Haddam - Deep River - Old Saybrook
Route 99 , Route 9 , Route 154
New Preston Turnpike
May 1802
New Preston - South Kent - New York
New Preston Hill Road, Cherniske Road, Barker Road, Meetinghouse Road, Camp Flats Road, Bulls Bridge Road
New Haven and Milford Turnpike
May 1802
New Haven - Milford
U.S. Route 1
Rimmon Falls Turnpike
May 1803
Seymour - New Haven
Route 313 , Route 243
Goshen and Sharon Turnpike
May 1803
Torrington - Goshen - West Cornwall - Sharon - New York (Dutchess Turnpike )
Route 4 , Route 128 , Cornwall Road, Fairchild Road, Route 343
Stafford Pool Turnpike (Stafford Mineral Spring Turnpike after 1814)
October 1803
Tolland - Stafford Springs - Staffordville - Massachusetts (Worcester and Stafford Turnpike )
Old Stafford Road, Route 190 , Stafford Street, New City Road
Operated part of the Windham and Mansfield Turnpike after 1813
Washington Turnpike
October 1803
Woodbury - Washington - New Preston
Route 47 , Baldwin Hill Road
Thompson Turnpike
October 1803
Rhode Island (West Glocester Turnpike ) - Thompson - Quinebaug - Massachusetts
Elmwood Hill Road, Quaddick Road, Route 200 , Buckley Hill Road, Route 131
Middle Road Turnpike
October 1803
Farmington - Bristol - Terryville - Plymouth - Thomaston - Watertown - Woodbury - Southbury - Newtown - Danbury
U.S. Route 6 , Hamilton Avenue, Middle Road Turnpike, U.S. Route 6, Main Street South, Riverside Road, Church Hill Road, U.S. Route 6, Old Bethel Road, Walnut Hill Road, Shelter Rock Road
Split into the East Middle Turnpike and West Middle Turnpike at Woodbury in 1823
Colchester and Norwich Turnpike
October 1805
Colchester - Gilman - Yantic
Route 2
Cornwall and Washington Turnpike
October 1805
Lower City - Cornwall - Romford - Woodbury
Route 43 , Great Hollow Road (partly abandoned in Cornwall and partly covered by the Upper Shepaug Reservoir and Shepaug Reservoir ), Valley Road, Romford Road, Nettleton Hollow Road
Connecticut Turnpike
May 1806
Fairfield - Southport - Westport - Norwalk - Darien - Stamford - Greenwich - New York (Westchester Turnpike )
U.S. Route 1
Included the Greenwich Road (1792)
Connecticut and Rhode Island Turnpike
May 1806
Rhode Island (Rhode Island and Connecticut Turnpike ) - Killingly - Abington - Ashford
Route 101
Hartland Turnpike
May 1806
Norfolk - Hartland - North Granby - Suffield
Route 182 , Old North Road, Deer Hill Road, Robertsville Road, Route 20 , Walnut Hill Road (cut by the Barkhamsted Reservoir ), Mountain Road, East Street, Quarry Road, Phelps Road, Route 168 , Bridge Street
Warren Turnpike
May 1806
Falls Village - West Cornwall - Cornwall Bridge - Warren - New Preston [ citation needed ]
Warren Turnpike, Lime Rock Station Road, Lower River Road, abandoned road on the east side of the Housatonic River , U.S. Route 7 , Route 45
New London and Lyme Turnpike
May 1807
New London - Waterford - East Lyme - Old Lyme
U.S. Route 1
Woodstock and Thompson Turnpike
May 1808
Woodstock - Thompson
Child Hill Road, Bull Hill Road, (abandoned portion), Blain Road, Route 200
Middletown and Berlin Turnpike
May 1808
Middletown - Berlin - Kensington - Plainville
Route 3 , Route 372
Woodstock and Somers Turnpike
October 1808
Woodstock - North Ashford - Orcutts - Somers
Pulpit Rock Road, Route 171 , Lyon Road, Reich Road, abandoned portion, Hillside Road, Route 190 , Collette Road, Route 319 , Route 190
Colchester and Chatham Turnpike
October 1808
Colchester - Cobalt - Portland
Route 16 , Route 66
Columbia Turnpike
October 1808
Willimantic - Columbia - Hebron
Pleasant Street, Old Willimantic Road, Route 66
Tolland County Turnpike
May 1809
Ellington - Tolland - Willington - West Ashford
Snipsic Lake Road, Hurlbut Road, Doyle Road, Route 74
Sharon and Cornwall Turnpike
May 1809
Calhoun Corners - Sharon
Swifts Bridge Road, Guinea Road, Route 4 , Mitcheltown Road, Route 41
Chatham and Marlborough Turnpike
October 1809
Marlborough - Portland
Portland Road, Old Marlborough Turnpike, Route 17A
Middletown and Meriden Turnpike
October 1809
Middletown - Meriden
Route 66
East Haddam and Colchester Turnpike
October 1809
Colchester - East Haddam
Taintor Hill Road, School Road, Clark Road, East Haddam Colchester Turnpike, Orchard Road, Route 149
Durham and East Guilford Turnpike
May 1811
Durham - Madison
Pisgah Road, Crooked Hill Road, Route 79
Southington and Waterbury Turnpike
October 1812
Meriden - Milldale - Waterbury
Main Street, Route 322 , Meriden Road
Killingworth and Haddam Turnpike
October 1813
Higganum - West Haddam - Killingworth - Clinton ; West Haddam - Haddam
Route 81 ; Beaver Meadow Road
Middletown, Durham and New Haven Turnpike
October 1813
Middletown - Durham - Northford - New Haven
Route 17
Litchfield and Cornwall Turnpike
October 1814
Litchfield - Cornwall
Milton Road, Seeley Road, College Street
Haddam and Durham Turnpike
May 1815
Higganum - Durham
Candlewood Hill Road, Higganum Road
Still River Turnpike
May 1815
Torrington - Winsted - Colebrook
Route 8
Chester and North Killingworth Turnpike
May 1816
Chester - Killingworth
Route 148
New Milford and Sherman Turnpike
May 1818
New Milford - Sherman - New York
Housatonic Avenue, Boardman Road, Route 37 , Briggs Hill Road
Pettipauge and Guilford Turnpike
October 1818
Essex - Killingworth - Guilford
Main Street, Route 80 , Madison Turnpike, Green Hill Road
Groton and Stonington Turnpike
October 1818
Groton - Old Mystic - Rhode Island (Hopkinton and Richmond Turnpike )
Route 184
Essex Turnpike
May 1822
Essex - Laysville
Elys Ferry Road, Town Woods Road
East Middle Turnpike
May 1823
See Middle Road Turnpike (1803)
West Middle Turnpike
May 1823
See Middle Road Turnpike (1803)
Salem and Hamburg Turnpike
May 1824
Salem - Lyme
Route 82 , Darling Road, Route 156 , Cove Road
Pines Bridge Turnpike
May 1824
Pines Bridge - Middlebury - Woodbury
Route 42 , Old Litchfield Turnpike, Chestnut Tree Hill Road, Long Meadow Road, Tranquility Road, Quassapaug Road
Guilford and Durham Turnpike
May 1824
Durham - Guilford
Route 77
Fairhaven Turnpike
May 1824
Killingworth - North Branford - Fair Haven
Route 80 , Quinnipiac Avenue
Providence Turnpike
May 1825
Danielson - Rhode Island (Foster and Scituate Turnpike )
U.S. Route 6
Sandy Brook Turnpike
May 1825
North Colebrook - Riverton
Sandy Brook Road, Riverton Road
Humphreysville and Salem Turnpike
May 1825
Naugatuck - Beacon Falls - Seymour
Route 8
Center Turnpike
May 1826
Massachusetts (Central Turnpike ) - Quinebaug - North Woodstock - North Ashford - Westford - Tolland
Route 197 , Old Turnpike Road, Centre Pike, Boston Hollow Road, Turnpike Road, Interstate 84 , North River Road, Route 74
Northfield Turnpike
May 1826
Redding - Weston
Route 53 (partly under the Saugatuck Reservoir )
Windham and Brooklyn Turnpike
May 1826
Danielson - Brooklyn - Windham
U.S. Route 6 , Windham Road, Brooklyn Turnpike
Monroe and Zoar Bridge Turnpike
May 1826
Stevenson - Monroe - Trumbull
Route 111
Norwich and Salem Turnpike
May 1827
Norwich - Salem
Route 82
New Milford and Roxbury Turnpike
May 1827
New Milford - Roxbury
Route 67 , Wellers Bridge Road
Tolland and Mansfield Turnpike
May 1828
Massachusetts - North Somers - Tolland - Mansfield Four Corners
Route 83 , Turnpike Road, Gulf Road, Burbank Road, Route 30 , Peter Green Road, Route 195
Huntington Turnpike
May 1828
Shelton - Huntington - Bridgeport
Route 108 , Huntington Turnpike
Weston Turnpike
May 1828
Sugar Hollow Turnpike
May 1829
Georgetown - Branchville - Danbury - Mill Plain - New York
U.S. Route 7 (partly over the Danbury and Ridgefield Turnpike (1801)), Kenosia Avenue, Joes Hill Road[ citation needed ]
Newtown and Norwalk Turnpike
May 1829
Newtown - Redding Ridge - Weston - Norwalk
Route 302 , Poverty Hollow Road, Hopewell Road, Newtown Turnpike, Huckleberry Road (partly blocked by the Saugatuck Reservoir ), Route 53 , Newtown Turnpike
Shetucket Turnpike
May 1829
Norwich - Preston - Voluntown - Rhode Island (unbuilt Providence and Norwich City Turnpike )
Route 165 , Shetucket Turnpike
Wells Hollow Turnpike
May 1830
Shelton - Nichols
Bridgeport Avenue, Shelton Turnpike
Branch Turnpike
May 1831
Westport - Aspetuck - Easton - Upper Stepney - Bennetts Bridge
Route 136 , Route 59 , Pepper Street, Garder Road, High Rock Road, Grays Plain Road, Bennetts Bridge Road, road flooded by the Stevenson Dam
Black Rock and Weston Turnpike
May 1832
Black Rock - Easton
Black Rock Turnpike, Route 58
Simpaug Turnpike
May 1832
Topstone - West Redding [ citation needed ]
Simpaug Turnpike
Monroe and Newtown Turnpike
May 1833
Upper Stepney - Dodgingtown
Hattertown Road
Fairfield County Turnpike
May 1834
Easton - Dodgingtown - Brookfield
Valley Road, Poverty Hollow Road, Flat Swamp Road, Shelly Road, Old Hawleyville Road, Stony Hill Road
Hadlyme Turnpike
May 1834
Hadlyme - Salem
Route 148 , Route 82
Chester and North Killingworth Second Turnpike
May 1834
Approach to the Hadlyme Ferry in Chester
Route 148
Sherman and Redding Turnpike
May 1834
Redding - Bethel - Sherman
Sherman Turnpike, Route 107 , Lonetown Road, Chestnut Ridge Road, Maple Avenue, Shelter Rock Road, Old Sherman Turnpike, abandoned portion, Old Turnpike Road, Candlewood Lake Road, large section under Lake Candlewood , Sawmill Road[ citation needed ]
River Turnpike
May 1834
See Ousatonic Turnpike (1798)
Madison and North Killingworth Turnpike
May 1835
Killingworth - North Madison
Route 148 , Abner Lane, abandoned portion
Hop River Turnpike
May 1835
Bolton Notch - Andover - Willimantic
U.S. Route 6 , Route 66
Waterbury and Cheshire Plank Road
1852
Waterbury - Cheshire
Plank Road
Saugatuck Turnpike
October 1797
Unbuilt
Stratfield and Weston Turnpike
October 1797
Bridgeport (Stratfield) - Easton
Greenwich and Ridgefield Turnpike
May 1802
Unbuilt
Farmington and Harwinton Turnpike
October 1812
Unbuilt
Dragon Turnpike
October 1817
Unbuilt
Granby and Barkhamsted Turnpike
May 1818
Unbuilt
Wolcott and Hampden Turnpike
May 1818
Unbuilt
Pleasant Valley Turnpike
May 1820
Unbuilt
New Milford and Woodbury Turnpike
May 1823
Unbuilt
Woodbridge and Waterbury Turnpike
May 1823
Unbuilt
Wolcottsville Turnpike
May 1826
Unbuilt
Zoar Bridge Turnpike
May 1826
Unbuilt
Moosup Turnpike
May 1830
Unbuilt
Kent and Warren Turnpike
May 1834
Unbuilt
Litchfield and Plymouth Turnpike
May 1836
Unbuilt
Millington Turnpike
May 1839
Unbuilt
Danbury, Redding, Weston and Westport Plank Road
1851
Unbuilt
Stamford, New Canaan and Ridgefield Plank Road
1851
Unbuilt
New Haven and Seymour Plank Road
1852
Unbuilt
Woodbury and Seymour Plank Road
1852
Unbuilt
Wallingford, North Haven and New Haven Plank Road
1853
Unbuilt
Salisbury Plank Road
1853
Unbuilt