Orange Historical Society
Orange, Connecticut

Route 34 -- Derby Turnpike in olden times!

This

chart

used

to

hang

at

the

Derby

Turnpike

toll

house,

west

of

Dogwood

Rd.

near

the

Maltby

Lakes

in

Orange.

The

original

sign

can

be

seen

on

the

corner

of

the

house,

near

the

front

window

and

is

now

on

display

at

the

New

Haven Museum. The Academy Museum has a reproduction.

The

Derby

Turnpike

Company

was

formed

in

1798

to

construct

a

highway

from

York

Street

in

New

Haven

to

Derby

Landing

in

(East)

Derby.

It

was

discontinued

as

a

toll

road

in

1897.

A

sum

of

money

was

required

by

the

company

for a right of way with Orange paying $800.00.

Grassy Hill Rd. trolley station on Derby Turnpike, looking south toward center of town. House to the right is still standing today.

Trolley

station

on

Derby

Turnpike

at

Clarks'

Corner

looking

east

at

Orange

Center

Rd.

Its

name

was

derived

from

the

extensive

property

owned

by

members

of

the

Clark family running south for about one mile from the turnpike.

Trolley

viaduct

across

Wepawaug

River

valley,

on

south

side

of

Rte.

34

and

just

west of Mapledale Rd.

Joe Taylor Collection

Racebrook Rd trolley station.

Mystery

solved!

The

Regional

Water

Authority

tells

us

that

this

was

not

a

trolley

station,

but

rather

one

of

three

sheds

used

in

the

Maltby

Lakes

tunnel

project

from

1909

to

1911.

Workers

would

sign

in

at

these

'offices'

and

pick

up

their

paychecks

there.

The

dilapidated

Racebrook

Rd.

building

stood

until

a

few

years

ago

when

it

was

torn

down

by

the

town.

According

to

RWA,

siblings

structures

still

stand

on

Dogburn Rd. and at the Wepawaug Reservoir.

Derby

Turnpike,

Rte.

34,

looking

toward

Chestnut

Ridge

trolley

station.

Tracks

are

running

parallel

to

the

road

with

the

trolley

shelter

visible

in

the

distance.

The

New

Haven-bound

lanes

of

Rte.

34

today

were

built

on

the

old

trolley right of way.

Chestnut Ridge trolley station, looking east toward overpass for road.

please email your old photos to images@orangehistory.org

Gift Shop
Orange Historical Society - Small Town America and Proud | Orange Connecticut
Gift Shop
Bryan Andrew

Gallery

Email us your old photos to images@orangehistory.org

Route

34

--

Derby

Turnpike

in

olden times!

This

chart

used

to

hang

at

the

Derby

Turnpike

toll

house,

west

of

Dogwood

Rd.

near

the

Maltby

Lakes

in

Orange.

The

original

sign

can

be

seen

on

the

corner

of

the

house,

near

the

front

window

and

is

now

on

display

at

the

New

Haven

Museum.

The

Academy

Museum

has

a

reproduction.

The

Derby

Turnpike

Company

was

formed

in

1798

to

construct

a

highway

from

York

Street

in

New

Haven

to

Derby

Landing

in

(East)

Derby.

It

was

discontinued

as

a

toll

road

in

1897.

A

sum

of

money

was

required

by

the

company

for

a

right

of

way

with

Orange

paying $800.00.

Grassy

Hill

Rd.

trolley

station

on

Derby

Turnpike,

looking

south

toward

center

of

town. House to the right is still standing today.

Trolley

station

on

Derby

Turnpike

at

Clarks'

Corner

looking

east

at

Orange

Center

Rd.

Its

name

was

derived

from

the

extensive

property

owned

by

members

of

the

Clark

family

running

south

for

about

one

mile from the turnpike.

Trolley

viaduct

across

Wepawaug

River

valley,

on

south

side

of

Rte.

34

and

just

west of Mapledale Rd.

Racebrook Rd trolley station.

Mystery

solved!

The

Regional

Water

Authority

tells

us

that

this

was

not

a

trolley

station,

but

rather

one

of

three

sheds

used

in

the

Maltby

Lakes

tunnel

project

from

1909

to

1911.

Workers

would

sign

in

at

these

'offices'

and

pick

up

their

paychecks

there.

The

dilapidated

Racebrook

Rd.

building

stood

until

a

few

years

ago

when

it

was

torn

down

by

the

town.

According

to

RWA,

siblings

structures

still

stand

on

Dogburn Rd. and at the Wepawaug Reservoir.

Derby

Turnpike,

Rte.

34,

looking

toward

Chestnut

Ridge

trolley

station.

Tracks

are

running

parallel

to

the

road

with

the

trolley

shelter

visible

in

the

distance.

The

New

Haven-bound

lanes

of

Rte.

34

today

were

built

on

the

old

trolley right of way.

Chestnut

Ridge

trolley

station,

looking

east

toward

overpass for road.

Orange Historical Society | Orange CT 06477
Orange Historical Society
Orange, Connecticut
Orange Historical Society - Small Town America and Proud | Orange CT
Bryan Andrew