Location: Portland, Maine
This year, I spent MDW in Portland, Maine. Aside from making a ridiculous amount of cheesy, pun-filled jokes on the Maineland, I really enjoyed the downtown area of the city. I just love doing typical daytime things (shopping, walking, eating) while looking out at the ocean. It was really chilly but just breathing in the salty air whilst baring my legs to the Atlantic felt like the most perfect way to spend the summer kick-off weekend.
Lobster Roll and Maine Microbrew overlooking the Atlantic at Portland Lobster Company
Chicken and Waffles brunch at East Ender
I highly recommend the salted dark chocolate Holy Donut
Where to Stay: Portland Harbor Hotel