Growing up, Simsbury High School was my high school’s bitter, bitter rivals, second only to our crosstown, bitter, bitter, bitter rival, Hall High School. To this day, when I meet someone and they mention they went to Simsbury H.S. I give them an icy stare and an “Oh” while silently judging them. So it pains me to admit how much good stuff to see, how many great things to eat, and how many fun things to do there are in Simsbury.
On this day trip, I visited the historic district with Sarah and Johnna. What I am describing as the ‘historic district’ is a small cluster of old houses and taverns and gardens and a school house along Hopmeadow Road. I thought for sure this tiny section of the town would have a special name like “Wee Ole Simsbury” or simply “Olde Simsbury” but it’s doesn’t. It’s just “Simsbury” and I think the town is really missing out on a branding opportunity as this stretch of road is just screaming out for a Brideshead Revisted-type name.
You know I love an area where you can park and then walk, rather than having to drive from destination to destination, and surprisingly, you can do that here. We met at Little City Pizza in the Simbury Town Shops for a quick lunch. Then grabbed a map provided by the Simsbury Historical Society at 800 Hopmeadow Street. Then we just strolled around the historic buildings which are tightly clustered together. As you can see from the pictures, it was a gorgeous day, and after a long, rough winter, it felt fantastic to just walk around outdoors and enjoy the scenery. This was important because on the day we visited, none of the buildings were open, but you can plan a tour.
ITINERARY: Historic District of Simsbury, Connecticut
I’m marking this as kid friendly because J Foster’s ice cream is located directly next to the Simsbury Town Shops–where I suggest you park–and on the way to the “historic cluster.” So you can park, get the kids ice cream and then enjoy a short walk to the historic buildings. It’s very stroller friendly, so probably kid-friendlier for really little ones. Five and up will probably get antsy. It’s also pet-friendly if you don’t plan to go into any of the buildings. This is a lot of words to just say, “this is just a nice place to walk around.”
|| Here’s a map to give you a general idea of the area.
|| Parking: We parked in the Simsbury Town Shops because we ate at Little City Pizza ( 926 Hopmeadow St Simsbury, CT 06070). This proved to be a great jumping off point because we were able to walk everywhere. There’s also parking across the street at the Simsbury Public Library (725 Hopmeadow St Simsbury, CT 06070).
Simsbury Historical Society
800 Hopmeadow St
Simsbury, CT 06070
Simsbury Town Shops
926 Hopmeadow St
Simsbury, CT 06070