Connecticut Fairs by Listed Founding Year, 1809 to 1916

By Connecticut Fairs & Festivals, published by Kinetic Gain LLC

July 21, 2026 · 2 min read · Updated October 9, 2026

All 12 events in this guide have ended. The dates in the text are 2026 dates and are not rewritten after an event ends.

Which events

The Brooklyn Fair has the earliest listed founding year of these twelve fairs, 1809, and the Durham Fair the latest, 1916. Six list a year before the Civil War, and nine list one before 1900. In order: Brooklyn 1809, Four Town 1838, Harwinton 1853, Guilford 1859, Goshen and Woodstock 1860, Chester 1877, Wapping 1892, Hamburg 1897, Haddam Neck 1911 and Durham 1916. Riverton lists none.

A listed founding year does not show unbroken annual operation.

1809: Brooklyn

The Brooklyn Fair is in the Quiet Corner town of Brooklyn, in Windham County.

1838 to 1860: Four Town, Harwinton, Guilford, Goshen and Woodstock

The Four Town Fair in Somers dates to 1838 and serves the four surrounding towns. The Harwinton Fair followed in 1853, and the Guilford Fair, run by the Guilford Agricultural Society, in 1859. Two fairs date to 1860: the Goshen Fair and the Woodstock Fair, which both ran over Labor Day weekend.

1877 to 1916: Chester, Wapping, Hamburg, Haddam Neck and Durham

The Chester Fair, founded in 1877, was held in the lower Connecticut River Valley and had a pie-baking contest. The Wapping Fair in South Windsor dates to 1892, and the Hamburg Fair, run by the Lyme Grange, dates to 1897. The Haddam Neck Fair, which ran over Labor Day weekend, dates to 1911. The Durham Fair, founded in 1916, has the latest listed founding year.

Riverton: no listed founding year

With no founding year listed, the Riverton Fair, an October country fair in a Litchfield Hills village, falls outside the order above.

Who runs them now

Agricultural societies organized county and town fairs in the 1800s to share farming knowledge and to judge livestock and produce against a standard, decades before extension services or 4-H existed. Agricultural societies still run the Brooklyn, Goshen, Woodstock, Guilford and Harwinton fairs, the Lyme Grange runs the Hamburg Fair, and the Chester Hose Company runs the Chester Fair.

Three of the fairs on this list overlapped on Labor Day weekend: Woodstock on September 3 to 7, Haddam Neck on September 4 to 7 and Goshen on September 5 to 7.

Related fairs

Representative image, not a photo of Brooklyn FairEnded
AgriculturalFamilySeasonal

Brooklyn Fair

A Windham County agricultural fair. Ox draws, livestock, and a midway.

2026 date not confirmedBrooklyn
Representative image, not a photo of Four Town FairEnded
AgriculturalFamilySeasonal

Four Town Fair

A historic four-town fair in Somers. Livestock, a midway, and grandstand shows.

Sep 17–20Somers
Representative image, not a photo of Harwinton FairEnded
AgriculturalFamilySeasonal

Harwinton Fair

An early-October Litchfield Hills fair. Woodsmen shows and antique tractors.

Fri–Sun, Oct 2–4Harwinton
Representative image, not a photo of Guilford FairEnded
AgriculturalFamilySeasonal

Guilford Fair

A historic shoreline fair since 1859. Livestock, oxen draws, home arts, and a midway.

Fri–Sun, Sep 18–20Guilford
Representative image, not a photo of Goshen FairEnded
AgriculturalFamilySeasonal

Goshen Fair

A Labor Day weekend fair in the Litchfield Hills. Woodsmen shows, oxen draws, and a midway.

Sat–Mon, Sep 5–7Goshen
Representative image, not a photo of Woodstock FairEnded
AgriculturalFamilySeasonal

Woodstock Fair

A Labor Day Quiet Corner fair. Livestock, demo derby, midway, and live entertainment.

Sep 3–7Woodstock
Representative image, not a photo of Chester FairEnded
AgriculturalFamilySeasonal

Chester Fair

A River Valley late-summer fair. 4-H shows, a pie contest, and tractor pulls.

Fri–Sun, Aug 28–30Chester
Representative image, not a photo of Wapping FairEnded
AgriculturalFamilySeasonal

Wapping Fair

A South Windsor community fair. 4-H exhibits, a carnival, a car show, and live music.

Sep 10–13South Windsor
Representative image, not a photo of Hamburg FairEnded
AgriculturalFamilySeasonal

Hamburg Fair

A Grange-run August fair in Lyme. Agricultural exhibits, draws, and a midway.

Fri–Sun, Aug 21–23Lyme
Representative image, not a photo of Haddam Neck FairEnded
AgriculturalFamilySeasonal

Haddam Neck Fair

A Labor Day River Valley fair. Livestock, oxen draws, a midway, and live entertainment.

Sep 4–7Haddam Neck
Representative image, not a photo of Riverton FairEnded
AgriculturalFamilySeasonal

Riverton Fair

An October country fair in Riverton. Oxen draws, woodsmen events, and home cooking.

Fri–Sun, Oct 9–11Riverton
Representative image, not a photo of Durham FairEnded
AgriculturalFamilySeasonal

Durham Fair

A late-September agricultural fair. Livestock, giant vegetables, midway, and concerts.

Sep 24–27Durham