Roaring Brook Falls in Cheshire offers a short 1.5 mile hike with a steep incline that has views of the waterfall at the top.
Sleeping Giant in Hamden offers many options for hiking. Ranging from moderate hikes on the Tower Trail which is about 1.5 miles to more difficult hikes along the blue or orange trails. All trails are clearly marked and dogs must be on leash.
Lake Wintergreen in Hamden is part of West Ridge State Park and is a 1.5 mile trail loop around the lake. There are views of beautiful wild flowers and this trail is great for all skill levels. Dogs must be on leash.
Let us know if you have any other suggestions that should be added to the list!