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The following
map (published in 1930 by Griswold) was found at magic.lib.uconn.edu.
It shows Indian Trails in Georgetown and Redding (1625), basically
following the Aspetuck, Norwalk and Saugatuck Rivers.
The "Berkshire
Trail" appears to follow the present day path of Route 7, climbing
up to Ridgefield and then back into Redding through what looks to
me as either the present path of Topstone Road or Old Redding Rd.
to Umpawaug and points north. I come to this assumption by the map's
"Umpawaug L." notation which is on Simpaug Turnpike...the
path crosses below this point and the faint "Y" looking
lines, which are likely waterways, to me resemble the streams running
into the Saugatuck River at the corner of Umpawaug, Route 53 and
Gallows Hill. *I note this because this is not an "area of
expertise" of mine and I do not want to pass on false information.
As with all my pages I invite all to contact me with questions or
clarifiations...the point of this site is to present and promote
the great history of our towns. Email bcolley@colleyweb.com.
A recent
discovery of a long lost article by Georgetown historian Wilbur
F. Thompson notes that the Old Indian Trail ran up from Calf Pasture,
Norwalk to Old Mill Road in Georgetown crossed the Norwalk River
then went up over Mountain Rd. crossing from Ridgefield over to
the Umpawaug section of Redding on into Bethel and Newtown.
The map
below is similar to his story though it appears the Mountain Rd.
he refers to is not the (Branchville/Redding) Mountain Rd. but the
(Wilton/Georgetown) Mountain Rd., once known as Chicken Street,
which heads into Ridgefield...of course there is always the possibility
that over the course of time, native Americans used the Branchville/Redding
route as a "short cut" to Newtown. Thompson does note
Portland Avenue was an indian campground. Personally I know arrowheads
have been found on Mountain Rd. and on Peaceable St. where I grew
up...unfortunately I lost them as a youth.

Southwestern
Connecticut View. "Berkshire Path" comes up the Norwalk
River Valley into Ridgefield and then heads East across Redding
towards Newtown and North towards Danbury, Brookfield, New Milford,
etc...

Map from
1795 shows that early settlers of this area seem to have used the
old Indian Paths for their own Main Highways and Cross Highways
as the routes are very similar.

Close-up of Branchville,
Georgetown, Redding Area

1685 map
of New York and Connecticut. Large river is Hudson River, to the
right is Housatonic River. Interesting how Connecticut is spelled
"Conittekock" top right. And down below Stamford is "Stamfort",
Stratford is "Strotfort", Milford "Milfort".
Pachami/Pechquenakonck
appear in general location of Redding, Connecticut.

1676 map
of New York and Connecticut.
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