Things To Do & Places To Eat In Simsbury, Connecticut
This content may contain affiliate links. For more information, see our disclaimer.
Simsbury, Connecticut offers a mix of outdoor activities and well-loved restaurants that make it a great place to explore. From scenic trails and historic sites to casual cafes, there’s something for every type of visitor. I don’t live super close to Simsbury so this list is far from complete. I still have more exploring to do in the area. These are just some of the things I’ve done in the area over the years!
Talcott Mountain State Park
Talcott Mountain is a great spot to hike that offers great views. I recommend that you hike up to Heublein Tower. If you take the state park loop trail that starts off Connecticut Route 185, you’ll be treated to some nice overlooks. You’ll definitely break a sweat making your way up the mountain, so stop to enjoy the views along the way. If you go during the regular season, you’ll be able to go to the top of the tower and get 360 degree views of the surrounding area.
Simsbury Historical Society
If you’re interested in history and historic buildings, I’d definitely recommend checking out the Simsbury Historical Society. We took a guided tour where we were able to go inside some of the historic buildings on the property and check out some of the exhibits they had on display about the town’s history. I learned a lot during my visit and I loved getting to go inside Phelps Tavern, which was built in 1771.
Plan B Burger Bar (Simsbury)
If you’re looking for a place to grab a casual bite to eat, I love going to Plan B Burger Bar. I first discovered this spot when I was gluten-free. It was one of the only restaurants where I could find gluten-free chicken tenders LOL. They’ve got great burgers, appetizers, drinks, and even desserts.
The Old Drake Hill Flower Bridge
The Old Drake Hill Flower Bridge is an example of a 19th century metal-truss bridge over the Farmington River. It was originally designed and built in 1892 and it is 183 feet long. The bridge was put on the National Register of Historic Places in 1984. While you can’t drive over it, you can walk across it and enjoy all of the flowers along the bridge.
Stratton Brook State Park
Stratton Brook State Park is a great spot to enjoy the outdoors. Some of the activities you can do here are swimming, picnicking, fishing, walking, and cycling. The park is super scenic with its covered bridge and water features. The main park trail offers a wooded section that’s ADA accessible.
The Coffee Spot
The Coffee Spot is a super cute and unique coffee shop that’s housed in the cutest historic building. This cozy spot offers breakfast and lunch sandwiches, coffee, and baked goods. The space itself is large with various rooms to enjoy your drink and/or food. They have a room that’s essentially a library where you can grab a book and just sit back and read. It’s one of the coolest coffee shops I’ve been to and the food is REALLY good.
Pilfershire Abandoned Town Trail
This spot is a great place to get outdoors and go for a hike. It’s a wooded area that features various waterfalls and the site of the lost village of Pilfershire. Pilfershire once included a school, a dye house, a cider mill, a distillery, a buckle house, and a rubber shop. In the woods, you’ll find the remains of the town with rock walls, foundations, cellar holes and stone wells.
Relax Rosedale Farms & Vineyards
There’s plenty to do at this family farm from relaxing at the vineyard to events like food festivals and music series. Seasonally, they also have a corn maze and a sunflower stroll to check out. It’s a great, family-friend spot to check out in town.
