There are numerous things to do near Pownal, specifically in Freeport. If you aren't from the area be sure to check out L.L. Bean! It's open 24/7. A cute date night dinner would be The Treehouse in Portland.
L.L.Bean
95 Main Street, Freeport, ME 04032, (877) 755-2326
Visit the big boot!
The Treehouse
484 Stevens Avenue, Portland, ME 04103, (207) 874-0706
This is where we had our first date and ALSO where the first promise ring was given ;)