Why This Tiny Maine Town Is the Ultimate Valentine’s Day Destination

Patrick Scholz/Courtesy Kennebunkport Resort Collection

Why celebrate love for just one day?

Although February 14 is supposed to be the most romantic day of the year, one Maine town wants you to fall in love long after (and before) the holiday. Considered "New England's Most Romantic Town," Kennebunkport hosts an annual event called "Paint the Town Red," where they have passion-inducing events for an entire month.

"The town of Kennebunkport celebrates February in style with a 'Paint the Town Red' party-like atmosphere," Justin Grimes, Kennebunkport Resort Collection's Managing Director, told Departures. "Think romantic lodging packages, cocktails and chocolate tasting, red lights décor throughout Dock Square, and cozy dinner deals."


Heidi Kirn/Courtesy Kennebunkport Resort Collection

Starting February 1, the Boathouse Waterfront hotel will host an Igloo Ice Lounge Party encouraging couples to enjoy s' mores and hot chocolate bars in four igloos decked out in plush fur, cozy throw blankets. Other events include an oyster shucking class, a truffle and champagne tasting at Earth at Hidden Pond, and a three-course shared dinner at The Burleigh on actual Valentine's Day. Then close out the month with an après ski party that has the whole town buzzing as they're waxing up the shot-ski and spiking the Ski Bunny Brew.

"During [the month-long event], our main goal is to celebrate love and community, extending an invitation to locals and visitors alike to partake in special events throughout February," said Grimes.


Patrick Scholz/Courtesy Kennebunkport Resort Collection

On top of the events, pop-ups, and classes, Kennebunkport Resort Collection will also help you pop the question with their 'Put a Ring on It' engagement package. It comes with a Cupid Concierge to help you plan the special moment. The love expert can do everything from connecting you with a local photographer and filling your room with roses to having a chilled bottle of Dom Perignon and Swarovski Crystalline Toasting Flutes (yours to keep) waiting.


Heidi Kirn/Courtesy Kennebunkport Resort Collection

"As a seaside resort town, Kennebunkport is an unexpected yet perfect location for couples to take a romantic retreat this winter," added Grimes. "We are extremely proud of how 'Paint the Town Red' has evolved over the years into a month-long celebration of love. It's even more special than last year, especially after seeing so many more couples choosing to celebrate Valentine's Day with experiences over gifts."