This is always a fun activity in a lovely location. https://www.strawberybanke.org/skate.cfm

There is a restaurant nearby too, a little upscale but great. https://www.thepuddledock.com/menu

Another favorite of mine is Moxy, food is delicious and you can sample a bunch of small plates: www.moxyrestaurant.com. The Pressroom has music most nights www.pressroomnh.com. Street is a little out of the downtown area but definitely worth the trip. www.streetfood360.com

If you want to check out a cool new little art gallery go here: https://www.monaportsmouth.org and lastly This place opened recently and is pretty cool, just eat before you go. https://jimmysoncongress.com/