Deep River Ancient Muster
This is the world’s oldest and largest gathering of fife and drum corps
and muster enthusiasts, and it has been going strong since 1953. Chester Fife & Drum Corps will march in the annual parade along Deep River’s Main Street, which concludes at Devitt Field, where festivities continue throughout the day.
Chester Fair, Fairgrounds
Chester Historical Society’s building No. 9 will feature a new exhibit, “250 Years of Liberty: Honoring the Men and Women Who Carried Forth the Ideals of the American Revolution.” The ideals of the American Revolution are deeply embedded in the fabric of American history, and they resonate strongly within the story of Chester. Courageous men and women boldly embraced the principle of liberty, equality and freedom, driven by a shared vision to realize the American dream. Their lives were devoted to the transformative changes shaping our nation’s history.
Chester Fife & Drum Corps Performance at Masonicare at Chester Village (rain date, Sept 11
The Chester Fife & Drum Corps has the honor of being one of the oldest, continuously active fife and drum corps. The Corps will play rousing fife and drum music plus talk about their instruments and history.
Congregation Beth Shalom Rodfe Zedek “Jewish Participation in the American Revolution – Red, White and Jewish
Although the Jews in Colonial America represented a small minority of the overall population, their contributions, individually and collectively, were significant beyond their meager numbers. This program explores the role played by those Jews who took up arms and endured the hardships and hazards alongside their Christian neighbors. American Revolutionary War Historian Eric Chandler presents this Chester Library program.
“Songs of War” at Meeting House
Randy Calistri-Yeh will give a solo cello recital of special arrangements of music associated with military conflicts from the Revolutionary War to 9/11. He will also share stories describing the historical context of how music has been used to celebrate, mourn and protest the horrors of war. The concert includes classical music, Broadway and movie music, patriotic marches and popular songs. A Chester Library program.
Masonicare at Chester Village “The Amazing Mrs. Motley: Chester’s Trailblazer for Justice, Agent of Change”
Constance Baker Motley (1921-2005), recognized as a “Hero Carrying the Torch Forward” by the Chester Historical Society, was our Chester neighbor for 40 years. As an NAACP civil rights lawyer, she desegregated thousands of public schools under the Supreme Court’s 1954 Brown v. Board of Education ruling. As the nation’s first Black female federal judge, she presided for 39 years expanding rights for women, workers and the disenfranchised. Her Chester home was later designated a Heritage Site on the CT Freedom Trail. In 2024 the USPS honored her legacy with a first class Forever stamp in the Black Heritage series. A Chester Historical Society program.
Guided Walk through West End Cemetery (raindate Oct. 26)
Led by the Chester Cemetery Commission and Chester Historical Society, this guided walk and historical talk meanders through the 1813-founded West End Cemetery that overlooks Cedar Lake. Park in the Cedar Lake parking lot and walk to the cemetery at the start of Cedar Lake Road.
“Find the Chester Revolutionary Turkey” Contest
Fun for the family! Find the turkey three times over three weeks. All locations will be on Chester Town property and visible from Town property or roads. More details through Chester Park and Rec.
Find the Chester Revolutionary Squirrel” Contest
Will the Chester Squirrel be dressed up in patriotic style? Will you be able to find where it’s hidden on Chester Town property or roads? More details through Chester Park & Rec.
“Heroes of the Revolution: Fighting for Liberty” and “Heroes in the Fight for Freedom” at Masonicare at Chester Village
From the Siege of Boston to battles at Valcour Island, Long Island, Trenton and Princeton, Chester heroes fought beside George Washington for liberty and equality. The next generation carried this forward, making Chester a hub of abolitionist activity. As stationmasters on the Underground Railroad, they kept the fight for freedom alive. A Chester Historical Society Program.
American History Jigsaw Puzzle Competition at Meeting House
Form a team or compete alone to be the first to finish a 500-piece American Constitution jigsaw puzzle. Audience members are welcome to cheer on their favorite teams from the balcony. This is a Chester Library event.
Maple Sugaring Demonstration
Come see how it’s done in North Quarter Park with Chester’s sugaring expert Kim Price. Details through Chester Park & Rec.
“Women in the American Revolution: Putting the ‘Her’ in Heroics” at Masonicare at Chester Village
Have you ever heard of Anna Maria Lane? Or Sally St. Claire? This presentation will introduce you to some of the women who risked their lives, fortunes and sacred honor to lift the yoke of British control of the 13 Colonies. The stories of these largely unsung heroines of the American Revolution will be revealed in an illustrated talk by Revolutionary War Historian Eric Chandler. This is a Chester Library program.
“The Web They Wove” at Meeting House
In a living history presentation, the Dirty Blue Shirts share stories of women who waged war on multiple fronts and examine what these women wore as their worlds turned upside down. The choices they made every day about fashion and the consumption and creation of fabric drove the course of the Revolution just as determinedly as any Congress. Costumed historians present this program, which includes reproduction clothing pieces and fabric samples, along with a PowerPoint presentation. This is a Chester Library program.
Historic Trivia Contest at the Meeting House
How much do you know about American history and the Revolutionary War? For instance, who was the Commander in Chief of the Continental Army? And, where did the Battle of Bunker Hill take place? Form your teams and sign up through Chester Park & Rec to participate. Or cheer them on from the balcony!
“The Amazing Mr. Hungerford: Chester’s Entrepreneur, Abolitionist, Philanthropist, Change Agent” at Meeting House
Edward C. Hungerford (1827–1910), honored as a “Hero Carrying the Torch Forward” by the Chester Historical Society, was an abolitionist and a philanthropist. In the 1890s, he escaped a lynch mob in Orlando, Florida, after providing land and funds for the first Black school in central Florida, where Hungerford had a winter home. The 1897 “Hungerford School” successfully educated thousands of Black children through the mid-20th century.
Untitled Event
• Keep Historic Chester Clean! Annual townwide clean-up event hosted by Chester Land Trust.
• Main Street comes alive with fun activities and idea exchanges for protecting our planet.
Memorial Day Parad
Chester Fife & Drum Corps lead off a parade to the Veterans Memorial and then down Main Street to the town’s flagpole, where a changing of the flag takes place by Boy Scout Troop 13. Afterwards, everyone joins in as the parade continues to Chester Meeting House, where sandwiches await.
Chester Museum at The Mill Opens for Season
New for the season: Enjoy the historical quilts exhibit at Chester’s Museum.
Come Home to Chester Townwide Picnic at Chester Fairgrounds
If you were in Chester in 1976, do you remember the Bicentennial Picnic held on the Fairgrounds? We’re having a Sesquicentennial Picnic! We hope Chester folks from far and wide will join in. There’ll be music, old-fashioned games (in 1976 there was a tug of war, three-legged race and sack race, but also a costume contest and a talent contest). We’ve been thinking about a pie contest! Plans are still unfolding. Chester Fife & Drum Corps will start it all off with a parade. Bring chairs, folding table and picnic blanket to enjoy your own picnic or food truck fare. Please leave your dogs at home.
Chester Rotary 4 on the 4th Road Race through Chester
July 4, 2026 is the 250th anniversary date of the signing of the Declaration of Independence. Join in America’s day of celebration by running the Chester Road Race, cheering on the runners and wearing your red, white and blue.
Chester Rotary 4 on the 4th Road Race
Not a runner? No problem – just come and cheer them on. Wear your red, white and blue!
Corinthian Jazz Band Concert on Town Green
A concert of patriotic music with a traditional jazz flair! You’ll be toe-tapping and dancing along with the Corinthian Jazz Band. Frank’s Pizza Truck, Honeycone Craft Ice Cream and Little House Brewing Co. will all be on hand at the Meeting House Green to enhance your listening pleasure with amazing food and drink options. Or bring your own picnic dinner, chairs and blankets and get ready for a delightful celebration of our American heritage, our Armed Services and your Chester friends and neighbors.
The concert will be inside the Meeting House if it rains
Kids Patriotic Acrylic Painting Class At Chester Library with Shell & Bee.
At Chester Library with Shell & Bee.