Explore downtown Middletown which has cute restaurants and shops
Downtown Mystic is a cute, quaint waterfront town that has many restaurants, shops and attractions. About one hour drive from Middletown.
West Hartford Center has great restaurants and some shopping to walk around and enjoy
There are many wineries in CT: Gouevia in Wallingford, Salt Water Farm in Stonington, Crystal Ridge in Glastonbury to name a few Breweries: Kinsmen in Southington, New Park in West Hartford, Elicit in Manchester, Urban Lodge in Manchester, Thomas Hooker in Hartford
There are several hiking and walking/bike trails to explore: west hartford resevoir, farmington bike trail, Metacomet trail in Farmington