I think I’ve discovered the perfect way to spend a weekend in Portland, Maine, that encompasses the gorgeous old architecture, luxurious lodging, heavenly food, arts, and fun events that the area has to offer. So here’s the plan:

Stay at the Westin Portland Harborview to enjoy sparkling holiday decor, luxurious comfort, and walkability to all that the Old Port has to offer. The higher up your room, the better the view! Be sure to savor at least one meal at the hotel’s rooftop restaurant, Top of the East.
If you’re fortunate, you’ll arrive at the right time to take in a First Friday Art Walk. Vendors maintain their sense of fun even in the coldest weather! Offerings, indoor and out, span much of Congress Street and the surrounding area, and include live music as well as arts, crafts and more.
Stroll over to the Portland Art Museum (across the street from the Westin). Take in the architecture of the State Theatre, Hey Building and other historic buildings in the area. Once inside, be sure to visit all the galleries and floors accessible in the museum to view more historic architecture, as well as paintings by artists including Winslow Homer, Monet and Picasso; sculptures by Isamu Noguchi; the blown-glass creations of Dale Chihuly, and so much more!
Take both daytime and nighttime strolls to get maximum impact from the public art and holiday lighting that is prolific in the downtown area.
Bring a friend and share small plates in order to taste as many of the heavenly dishes at Evo Kitchen and Bar as possible. Be struck with awe watching the graceful dance conducted by “Chopped” Champion Chef Matt Ginn and his team as they deliver impeccable service and amazing food to patrons via their open-concept kitchen.
6. Before checking out on Sunday, treat yourself to Vanilla French Toast, with hints of citrus and pomegranate, at the C2 Restaurant on the ground floor of the Westin.