Essex is a wonderful place to start a fall day, even when the plan takes you somewhere else. These are 20 outings around the Connecticut River Valley and shoreline I actually love, from Chester coffee and river views to cider mills, apple picking, waterfalls, and low-tide beach walks.
My favorite Connecticut fall drive starts in Essex, follows the river through Deep River and Chester, climbs to the views at Gillette Castle, and ends with a beach walk in Old Saybrook. Here’s the route, my favorite stops along the way, and what to know about the Chester–Hadlyme Ferry before you go.
October in Essex with kids means scarecrow walks, pumpkin hunts, waterfront ducks, and plenty of reasons to stop for a treat. From FestiFall and the Ivoryton Pumpkin Festival to our family’s favorite everyday stops, here’s how I’d spend a fall afternoon with the kids—and where we go when it rains.
Fall in Essex, Connecticut, is my favorite kind of slow day: a cappuccino on the patio, a walk down Main Street, changing leaves along the river, and chowder at the Gris. I grew up here, and this is how I’d spend a perfect autumn day in town.
Sunday Market Essex CT | Things to Do This Weekend Events & Community · Essex, CT Sunday Market at Grace...
Spend your Sunday giving back on Connecticut's shoreline. Join Grace & Haven and Cinder + Salt for a Hammonasset Beach cleanup, then celebrate in Essex while supporting Save the Sound.
Looking for things to do in Essex CT on July 1? Join Grace & Haven for a one-night America's 250 boutique experience featuring cookie decorating, handcrafted cocktails, private shopping, and meaningful connection in the heart of historic Essex. Bring friends, family, or come solo for an unforgettable Connecticut shoreline summer evening.
Celebrate America’s 250th in Essex, Connecticut — where Fourth of July weekend unfolds on the Connecticut River. Discover boat parades, fireworks, historic Main Street energy, and a complete local guide to experiencing one of New England’s most meaningful Independence Day destinations. Plus: join Grace & Haven’s exclusive July 1 immersive celebration kicking off the holiday week.