Portland, Maine
19/20
Photo: PHOTO: A fall sunset in Portland, Maine. (photo via felixmizioznikov/iStock/Getty Images Plus)
Turn your attention to the Portland that doesn't get as much love as its western counterpart, Portland, Maine. Set on Casco Bay, you're guaranteed a true coastal experience. Indulge in seafood, shopping and much more at the Old Port Waterfront. Hit the beaches of Peaks Island or check out the Portland Head Light, a 1791 lighthouse and museum. Have fun with bigfoot at the International Cryptozoology Museum or play into the night at an amusement park called Palace Playland. The Eastern Promenade is a wonderful spot to walk, shop and enjoy the breeze from the bay morning, noon or night.