The Best Things to Do in Essex: A Charming Connecticut Coastal Town Guide
If you are looking for charming coastal towns in New England, this list of things to do in Essex will quickly show you why it deserves a spot on your itinerary. Essex, Connecticut has even been named “The Perfect Small American Town” in the book 1000 Places to See Before You Die, and once you visit, it’s easy to see why.
With its historic buildings, walkable downtown, and family-friendly attractions, there are so many memorable things to do in Essex whether you are visiting for a day trip or a weekend getaway.
The Best Things to do in Essex, CT:
1. Stay at the historic Griswold Inn
One of the most iconic things to do in Essex is to visit or stay at the Griswold Inn, affectionately called “the Gris” by locals. Open since 1776, it is one of the oldest continuously operating inns in the country.
The historic charm is undeniable, and even if you are not staying overnight, having a meal in the tavern is a memorable experience that feels like stepping back in time.
2. Visit the Connecticut River Museum
The Connecticut River Museum is one of the most educational things to do in Essex, especially for families. The Connecticut River stretches 406 miles from Canada to Long Island Sound, and this museum highlights its rich history.
Kids will love exploring exhibits like “The Turtle,” a working replica of the first submarine. From June through October, you can also take a sunset cruise on the Onrust, a replica of a 1614 Dutch ship, or enjoy daytime river excursions.
3. Essex Steam Train & Riverboat
Riding the Essex Steam Train is easily one of the most popular things to do in Essex. There is something timeless about the gentle sway and rhythmic sounds of a vintage train ride.
The journey takes you through the scenic Connecticut River Valley before transitioning onto a riverboat cruise. We spotted baby eagles in their nests and watched ospreys diving for fish, which made this experience especially memorable for kids.
The Essex Steam Train also offers seasonal experiences like dinner trains and rail bike adventures.
4. Stroll and shop along Main Street
Exploring Main Street is one of the simplest and most enjoyable things to do in Essex. The street is lined with charming boutiques, unique shops, and local finds.
J. Alden Clothiers is worth a stop for its curated selection of clothing and home goods. I also found the sweetest cards and a pink purse for Lizzie that she still wears.
If you need a break, there are small parks along the way where you can sit and enjoy views of the water.
5. Pick out a treasure at Toys Ahoy!
If you are traveling with kids, Toys Ahoy is a must. This small shop is packed floor to ceiling with toys and feels like stepping into a classic village toy store.
Letting your child pick out a small souvenir is one of those simple things to do in Essex that ends up being a highlight of the trip.
6. Shop for your dog
Essex is incredibly dog friendly, which makes it a great destination for families traveling with pets. Many shops have water bowls and treats outside their doors.
Gracie’s Corner is a favorite stop for high-quality pet food and toys. We brought home treats from Polka Dog Bakery, and it was a big hit when we got home.
7. Have a cone at Sweet P’s
No list of things to do in Essex would be complete without ice cream. Sweet P’s is a family-owned shop right in the center of town. Their signature flavor, Essex Mud, is rich, chocolatey, and absolutely worth the stop.
8. Admire the historic homes
Walking along Main Street and admiring the historic homes is one of my favorite things to do in Essex. Many of these Colonial-era homes are original and beautifully maintained.
Think white picket fences, manicured gardens, and gas lanterns. It truly feels like a postcard come to life.
9. Try a truffle shot at chocolate geeks
Chocolate Geeks offers a unique treat that you won’t find just anywhere. Their “truffle shots” are filled with smooth ganache and come in a variety of flavors.
I tried the sea salted caramel, and it was rich and indulgent in the best way.
10. Visit the Connecticut Spring Boat Show
We were not in the market for a boat, but a girl can dream!
If your visit lines up with it, the Connecticut Spring Boat Show is one of the more unique things to do in Essex. Even if you are not in the market for a boat, it is fun to explore.
Kids especially love climbing aboard different boats and exploring inside.
Family-Friendly Tips for Visiting Essex
If you typically stop in Mystic when visiting Connecticut, I highly recommend venturing just a bit further. There are so many wonderful things to do in Essex, and it offers a quieter, more relaxed experience while still being full of charm.
Essex is very walkable, so plan to park once and explore on foot. Many of the best things to do in Essex are outdoors, so bring layers depending on the season. If you are visiting in summer or fall, be sure to book popular experiences like the Essex Steam Train in advance.
We loved our time here and are already planning a return trip. Don’t miss our guide to the best restaurants in Essex, and if you continue exploring the area, be sure to check out nearby Mystic, CT.
I hope you enjoyed this list of the best things to do in Essex, CT. This charming town is a perfect example of small-town America, right down to the red, white, and blue stripes painted along the center of the road.
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New England Travel Guides
Looking for more travel inspiration? Explore our in-depth destination guide, where we highlight the best hotels, must-visit destinations, and exciting activities across New England. From charming coastal towns to scenic mountain retreats, we’ve covered all the top spots to stay, play, and explore.
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