Winter in Kennebunkport, Maine

The winter time in Kennebunkport is easily the area’s most romantic season.

From exterior - sign_1Thanksgiving to mid-March, this historic seaside village is transformed into a winter wonderland with a dusting of snow.

Christmas Prelude, a two week celebration at the beginning of December, kicks off the winter season in town. Homes and businesses in the area are decked out in stunning displays of lights and traditional Christmas decor. From tree-lightings and caroling to craft fairs and parades, Christmas spirit comes to life during one of the Nation’s Best Christmas Festivals.

Unlike many seaside destinations along the Maine Coast, you’ll find shops, boutiques, and galleries open all winter long. Celebrate the season of romance with “Paint the Town Red” (formerly February for Lovers). As one of New England’s most romantic towns, Kennebunkport is aglow with shades of red and pink to celebrate romance all February long, and romantic packages, “red plate specials,” and date-night activities fill the calendar.

Select a room or suite with a gas fireplace or whirlpool tub to set the tone for your romantic and relaxing getaway. Unwind by curling up in front of the fire, work on puzzles or check out our assortment of card and board games. Each afternoon, enjoy freshly baked cookies, tea, cocoa, and cappuccino around the living room fire.


The Southern Maine Coast has many opportunities for year round recreation, and winter is no exception.

The stunning scenery is often best explored during the winter months with cross

Bundle up for a Thanksgiving sleigh ride!
Bundle up for a sleigh ride!

country skiing and snow shoeing. Bring your own equipment and blaze a trail on area golf courses and nature preserves, or rent equipment at nearby Harris Farm. Their groomed trails and warming hut (complete with snacks and hot cocoa) are ideal for a day in the great outdoors.

Wintertime would not be complete without ice skating, and fortunately for those who bring their own skates, there are several opportunities right in downtown Kennebunk. Choose a truly old fashioned experience by skating on Rogers’ Pond or enjoy skating on the newly constructed indoor/outdoor rink on Main Street.

Those who lack skates of their own need not worry, because nearby Biddeford has an indoor skating rink with rental options, as well as the Outdoor Westbrook Rink in Biddeford Pool.

No winter getaway in New England would be complete without a scenic horse drawn sleigh ride. Rockin’ Horse Stables harnesses their draft horses to tour their fields and woods in the snowy weather. Cups of hot chocolate and thick blankets will keep you warm during your ride through the countryside.


There is no better time to enjoy the rich history of Coastal Maine than in the winter.

The Kennebunkport Historical Society and the First Families Museum is located just steps from the Maine Stay Inn, and offers a unique take on the rich seafaring history of Kennebunkport and the Presidential family that resides here.

For a more on the region’s history, the Brick Store Museum boasts a very impressive collection of antiques and historical memorabilia in a lovely row house style setting.

Nearby Portland is home to the Victoria Mansion, a national historic landmark. Decorated to the nines for the holiday season, its winter tours are especially impressive, but this premier example of pre-Civil War opulence is a treasure sure to delight visitors at any time.


Red_FebThe renowned dining scene in Kennebunkport doesn’t lose its luster during the winter season, and visitors to the region typically enjoy cozy and romantic spots that are in keeping with the intimate winter getaway they’ve imagined.

Joshua’s Restaurant sets the tone with small dining spaces in a Colonial home, white tablecloths and candlelit settings, as well as fireplaces to warm the rooms and the moods.

The Village Tavern, about 8 miles from the inn, boasts a reclaimed bar area, white tablecloths, and an incredible menu with options ranging from lamb shanks to fish fingers and everything in between.

Ports of Italy, with a stunning fireplace overlooking the harbor, serves up rustic Italian cuisine in an intimate setting.

Each afternoon, guests enjoy freshly baked cookies, tea, cocoa, and hot coffee around the living room fire. Visitors often enjoy curling up by the fire with a good book or enjoying a puzzle or casual game of cards.