Cart 0
Bridge Street Bridge, Spanning Connecticut River on CT State Route 140, Windsor, Connecticut, Historic American Buildings Survey photograph

WINDSOR

Connecticut · Est. 1637
Shop the collection

In 1635, a party of around 30 people, sponsored by Sir Richard Saltonstall, and led by the Stiles brothers, Francis, John and Henry, settled in the Windsor area. Landmarks include Windsor station, Islamic Center of Connecticut and Hartford & New Haven Railroad-Freight Depot. Windsor is the birthplace of Oliver Ellsworth, chief justice of the United States from 1796 to 1800.

The Windsor Collection

Made for Windsor. Printed to order.

Windsor, Connecticut gifts and souvenirs: 43 designs made from Windsor's own map, landmarks and history, from $10 to $99. Printed to order and shipped free in the USA.

PopularPrice
Windsor Hometown Ornament$23
Windsor Landmarks Photo Posterfrom $40
Windsor Vintage Travel Posterfrom $40
Windsor Varsity Crewneckfrom $57
Windsor Est. Teefrom $33
Windsor Town Line Mugfrom $26
Windsor Hometown Ornament

Windsor Hometown Ornament

Ceramic keepsake, gold ribbon

$23
Windsor “Born In” Poster

Windsor “Born In” Poster

Famous natives, by birth year

from $39
Windsor Landmarks Photo Poster

Windsor Landmarks Photo Poster

Nine local landmarks, archival matte

from $40
Windsor Vintage Travel Poster

Windsor Vintage Travel Poster

Its landmark photo in a classic travel-poster layout

from $40
Windsor Photo Art Print

Windsor Photo Art Print

A local landmark photo as a gallery print

from $40
Windsor “Greetings From” Poster

Windsor “Greetings From” Poster

Classic large-letter postcard art, filled with local photos

from $40
Windsor Snapshot Collage Poster

Windsor Snapshot Collage Poster

Six local landmarks as instant photos on kraft paper

from $40
Windsor History Timeline Poster

Windsor History Timeline Poster

The town's story in dates, from its own records, for home or classroom

from $44
Windsor Map Placemat

Windsor Map Placemat

Map of local landmarks, washable fabric

$31
Windsor Varsity Crewneck

Windsor Varsity Crewneck

Heavy-blend fleece, street map printed on the back

from $57
Windsor Hometown Knit Sweater

Windsor Hometown Knit Sweater

Red heavy-blend crewneck, knit-stitch town print

from $57
Windsor Est. Tee

Windsor Est. Tee

Soft Bella+Canvas jersey

from $33
Windsor Est. Youth Tee

Windsor Est. Youth Tee

Kids' Bella+Canvas jersey, youth sizes

$30
Windsor Est. Toddler Tee

Windsor Est. Toddler Tee

Bella+Canvas toddler jersey

$29
Windsor Est. Baby One Piece

Windsor Est. Baby One Piece

Bella+Canvas baby bodysuit

$30
Windsor “Greetings From” Tee

Windsor “Greetings From” Tee

Large-letter postcard art filled with local photos

from $35
Windsor Town Line Mug

Windsor Town Line Mug

Glossy ceramic, dishwasher safe

from $26
Windsor “Greetings From” Mug

Windsor “Greetings From” Mug

Large-letter postcard art filled with local photos, 11 oz ceramic

from $29
Windsor Garden Flag

Windsor Garden Flag

Weatherproof, for the front walk

$31
Windsor Welcome Doormat

Windsor Welcome Doormat

24″×16″, printed coir-look fibers, rubber back

$66
Windsor Hometown Wood Sign

Windsor Hometown Wood Sign

12″×12″ printed wood, ready to hang

$48
Windsor Map Throw Pillow

Windsor Map Throw Pillow

Soft-touch, zip cover

$47
Windsor Landmark Photo Pillow

Windsor Landmark Photo Pillow

A local landmark photo with the town name, 18″×18″

$49
Windsor Market Tote

Windsor Market Tote

Sturdy all-over-print tote

$37
Windsor “Greetings From” Tote

Windsor “Greetings From” Tote

Large-letter postcard art on a sturdy tote

$37
Windsor “Greetings From” Trucker Cap

Windsor “Greetings From” Trucker Cap

Foam-front trucker, printed (not embroidered) with local photos

$33
Windsor Cork Coaster

Windsor Cork Coaster

Glossy top, cork back

$16
Windsor Street Map Throw Blanket

Windsor Street Map Throw Blanket

Soft fleece, 50″×60″

from $72
Windsor Snapshot Collage Blanket

Windsor Snapshot Collage Blanket

Six local landmarks as instant photos, soft fleece 50″×60″

from $76
Windsor Est. Tumbler

Windsor Est. Tumbler

20 oz, double-wall stainless

$51
Windsor Windsor station Postcard

Windsor Windsor station Postcard

6″×4″ postcard, glossy front

$10
Windsor Islamic Center of Connecticut Postcard

Windsor Islamic Center of Connecticut Postcard

6″×4″ postcard, glossy front

$10
Windsor Hartford & New Haven Railroad-Freight Depot Postcard

Windsor Hartford & New Haven Railroad-Freight Depot Postcard

6″×4″ postcard, glossy front

$10
Windsor Scantic River Postcard

Windsor Scantic River Postcard

6″×4″ postcard, glossy front

$10
Windsor Windsor Meadows State Park Postcard

Windsor Windsor Meadows State Park Postcard

6″×4″ postcard, glossy front

$10
Windsor S1C reactor Postcard

Windsor S1C reactor Postcard

6″×4″ postcard, glossy front

$10
Windsor Sanborn Map Print

Windsor Sanborn Map Print

The town's earliest Sanborn fire-insurance map, drawn building by building and hand-coloured, from the Library of Congress

from $44
Windsor Bridge Street Bridge, Spanning Connecticut River on CT State Route 140 Archive Print

Windsor Bridge Street Bridge, Spanning Connecticut River on CT State Route 140 Archive Print

From the Library of Congress collections: a historic survey drawing or photograph of the town

from $44
Windsor Hartford & New Haven Railroad, Depot, 35 Central Street Archive Print

Windsor Hartford & New Haven Railroad, Depot, 35 Central Street Archive Print

From the Library of Congress collections: a historic survey drawing or photograph of the town

from $44
Windsor Hartford & New Haven Railroad, Freight Depot, 40 Central Street Archive Print

Windsor Hartford & New Haven Railroad, Freight Depot, 40 Central Street Archive Print

From the Library of Congress collections: a historic survey drawing or photograph of the town

from $44
Windsor Hezekiah Chaffee House, 108 Palisado Avenue Archive Print

Windsor Hezekiah Chaffee House, 108 Palisado Avenue Archive Print

From the Library of Congress collections: a historic survey drawing or photograph of the town

from $44
Windsor Lieutenent Walter Fyler House Archive Print

Windsor Lieutenent Walter Fyler House Archive Print

From the Library of Congress collections: a historic survey drawing or photograph of the town

from $44
Windsor Jonathan Ellsworth House Archive Print

Windsor Jonathan Ellsworth House Archive Print

From the Library of Congress collections: a historic survey drawing or photograph of the town

from $44
Hometown roll

Born in Windsor

On the National Register

Historic places

Population 2010: 29,044 → 2020: 29,492

From Wikidata (CC0).

Since 1637

A short history of Windsor

The coastal areas and riverways were traditional areas of settlement by various American Indian cultures, who had been in the region for thousands of years. They relied on the rivers for fishing, water and transportation. Before European contact, the historic Pequot and Mohegan tribes had been one Algonquian-speaking people. After they separated, they became competitors and traditional enemies in the Connecticut region.

During the first part of the 17th century, the Pequot and Mohegan nations had been at war. The Podunk were forced to pay tribute to the more powerful Pequot, who claimed their land. Eventually, the Podunk invited a small party of settlers from Plymouth, Massachusetts, to settle as a mediating force between the other tribes. In exchange they granted them a plot of land at the confluence of the Farmington River and the west side of the Connecticut River. After Edward Winslow came from Plymouth to inspect the land, William Holmes led a small party, arriving at the site on September 26, 1633, where they founded a trading post. The spot of the trading post is at the confluence of the Farmington and Connecticut Rivers. The Loomis Chaffee School currently owns the land as the spot is now the school's sports fields.

Native Americans referred to the area as Matianuck. It was about 50 miles (80 km) up river from Long Island Sound, at the end of waters navigable by ship and above the Dutch fort at Hartford, offering an advantageous location for the English to trade with the Indians before they reached the Dutch. (The Sicaog tribe had made a similar offer to mediate to the Dutch in New Amsterdam. New Netherland had far fewer European settlers than New England, and they were not in a position to take up the opportunity.)

In 1635, a party of around 30 people, sponsored by Sir Richard Saltonstall, and led by the Stiles brothers, Francis, John and Henry, settled in the Windsor area. Governor John Winthrop of the Massachusetts Bay Company acknowledged in a letter to Saltonstall that the Stiles party was the second group to settle Connecticut.

The first group of 60 or more people were led by Roger Ludlow, primary framer of the Fundamental Orders of Connecticut, having trekked overland from Dorchester, Massachusetts. They had arrived in the New World five years earlier on the ship Mary and John from Plymouth, England, and settled in Dorchester. Reverend Warham promptly renamed the Connecticut settlement "Dorchester". During the next few years, more settlers arrived from Dorchester, outnumbering and soon displacing the original Plymouth contingent, who returned to Plymouth in 1638 after selling their parcel to a Matthew Allyn of Hartford.

On February 21, 1637, the colony's General Court changed the name of the settlement from Dorchester to Windsor, named after the town of Windsor, Berkshire, on the River Thames in England. The same day, Windsor was incorporated as a town along with Hartford and Wethersfield.

Several "daughter towns" were formed from Windsor's original boundaries. These include portions or all of Barkhamsted, Bloomfield, Bolton, Colebrook, Coventry, East Granby, East Windsor, Ellington, Enfield, Granby, Harwinton, Litchfield, Manchester, Morris, Simsbury, South Windsor, Suffield, Tolland, Torrington, Vernon, and Windsor Locks.

The first "highway" in the Connecticut Colony opened in 1638 between Windsor and Hartford. Two years later, the highway was extended north to the colony's 1636 settlement at Springfield, with the road also connecting to Wethersfield and thus the four settlements that came to dominate the region for much of colonial history were connected.

In the summer of 1640, an event took place that would forever change the boundaries of the Connecticut River Valley. During a grain famine, the founder of Springfield, William Pynchon, was given authority by Windsor and Hartford to negotiate a price for grain for the three settlements with the natives. First, the natives refused to sell grain at the usual market price, and then refused to sell it at "a reasonable price". Pynchon refused to buy it, attempting to teach the natives a peaceful lesson about integrity and reliability. Windsor's cattle were starving, however, and the citizens of Hartford were furious. With Windsor's consent, Hartford commissioned the famous Indian fighter John Mason to travel to Springfield with "money in one hand and a sword in the other" to threaten the natives, and thereby force the grain trade. The natives capitulated and ultimately sold their grain. After "negotiating the trade", Mason refused to share the grain with Springfield, and, to add further insult, insisted that Springfield pay a tax when sailing ships passed Windsor. Outraged, Springfield forever sided with the Massachusetts Bay Colony, a Puritan settlement in Boston, rather than with the Connecticut Colony, which was much closer geographically and far more compatible ideologically. Windsor played a neutral role in the colonial rivalry between Hartford and Springfield; however, Windsor's direct border with both settlements caused many discussions about whether to align with Massachusetts or Connecticut. Ultimately, Windsor sided with Connecticut.

The Hartford & Springfield Street Railway, a trolley, connected with the Connecticut Company in Windsor Center until 1925. Buses replaced trolleys between Rainbow (a northern section of Windsor) and Windsor Center in 1930. Trolley cars continued to run from Windsor to Hartford until 1940.

When the Springfield Line of the NY, New Haven & Hartford RR was built, station stops included Windsor station in Windsor Center with stations also at Wilson in the south of town and Hayden in the north, named for owners who provided land for the railroad right of way. The line was double tracked until the late 1990s and redouble tracked in 2018. Sidings at Windsor station allowed cars to be spotted at the freight house and on the Loomis trestle just to its south. The trestle was removed in the late 1980s. An 1856 brownstone arch bridge carries the tracks over Pleasant St and the Farmington River. Incorporating a horizontal curve, its engineering was noteworthy when built. Following a fatal grade crossing accident, a three-track-wide plate girder bridge was installed to carry tracks over Palisado Avenue.

Read the full history

Tobacco farming

Tobacco farming in Connecticut has a long history. When the first settlers came to the valley in the 1630s, tobacco was already being grown by the native population. By 1700 it was being exported via the Connecticut River to European ports. The use of Connecticut tobacco as a cigar wrapper leaf began in the 1820s.

Area farmers grew tobacco for the two outside layers of cigars, the binder and the wrapper. Approximately 34,000 acres (14,000 ha) of land in Connecticut is covered by Windsor Soil, named after the town.

Adapted (trimmed) from the Wikipedia article Windsor, Connecticut, revision 1377177108 by its contributors, licensed CC BY-SA 4.0.

For local organizations

Are you with a Windsor historical society?

We share a part of every Windsor sale with local partners, and we'd love to print from your collection. Old photographs, maps and postcards make the best keepsakes.

Partner with us
Custom orders

Want something Windsor we don't make yet?

A favorite landmark, your street, a school or team, an anniversary gift, a different product. Tell us and we'll get back to you by email.

Free printables

Color Windsor

12 free coloring pages of Windsor, each traced from a photo of a local landmark. Print them at home, at school or for story hour.

Nearby

Neighboring towns

Sources

Windsor's population was 29,492 in the 2020 U.S. Census, up from 29,044 in 2010.