7 Day Trips from Berwick, Maine That Will Make Your Fall and Winter Unforgettable

Nestled in the picturesque landscapes of Southern Maine, Berwick is the perfect home base for exploring the region’s many attractions. As the weather cools and the foliage bursts into color, there’s no shortage of exciting day trips to enjoy. Whether you're looking to soak up the beauty of autumn or experience winter festivities, here are seven destinations from Berwick to make the rest of your year unforgettable.

Portsmouth, New Hampshire
Just a 20-minute drive from Berwick, Portsmouth is charming year-round, but fall and winter bring a special magic. Enjoy the vibrant fall colors as you stroll through the historic Strawbery Banke Museum, which features seasonal events like Ghosts on the Banke in October. As winter approaches, explore Market Square for holiday shopping and festive lights. In December, the town transforms with events such as the Vintage Christmas celebration, complete with ice skating and holiday music.


Ogunquit, Maine
A 30-minute drive away, Ogunquit is a stunning coastal town that remains lively in the off-season. Take a crisp autumn walk along the Marginal Way for spectacular views of the rocky coast and fall foliage. November and December bring holiday cheer with the town’s Christmas by the Sea celebration, featuring caroling, tree lighting, and holiday shopping. The Ogunquit Playhouse also presents seasonal performances, offering a great indoor activity on chilly days.


York, Maine
York, just 25 minutes from Berwick, is perfect for a family-friendly outing. Enjoy the fall scenery at Mount Agamenticus, where hiking trails offer panoramic views of the changing leaves. The iconic Nubble Lighthouse is especially picturesque against a backdrop of autumn colors or a dusting of snow. In late November, catch the annual lighting of the Nubble, a beloved holiday tradition.


Kennebunkport, Maine
A 45-minute drive from Berwick, Kennebunkport shines in the fall and winter. In November, the town hosts the Kennebunkport Festival, celebrating local art and cuisine. In December, experience the famous Christmas Prelude, a New England holiday tradition featuring festive parades, tree lightings, and cozy bonfires. The town’s shops and galleries are also great for finding unique holiday gifts.


Old Orchard Beach, Maine
While summer is the peak season for Old Orchard Beach, visiting in the off-season offers a different charm. The beach is quieter, making it perfect for a peaceful autumn walk. As winter approaches, check out the town’s holiday events, such as the annual Christmas Parade and New Year's Eve celebration. The Palace Playland amusement park may be closed, but you can still enjoy a stroll on the pier and the ocean views.


Portland, Maine
An hour north of Berwick, Portland is a great destination for seasonal fun. In the fall, explore the Old Port district with its cozy cafes and stunning waterfront, where you can catch a harbor cruise to see the foliage from the water. Come winter, the Portland Museum of Art and local theaters offer cultural experiences away from the cold. The city's holiday lights, festive markets, and the Maine Narrow Gauge Railroad’s Polar Express are sure to get you into the holiday spirit.


The White Mountains, New Hampshire
About an hour and a half west of Berwick, the White Mountains are a must-visit for outdoor enthusiasts. The foliage peaks in October, making it an ideal time for scenic drives or hikes through the vibrant forests. As winter sets in, the region transforms into a snowy wonderland, perfect for skiing, snowboarding, or a cozy train ride on the Mount Washington Cog Railway.


Berwick, Maine, is ideally located for exploring the best of New England’s fall and winter activities. From breathtaking autumn scenery to festive holiday events, these seven day trips offer something for everyone. Ready to make Berwick your home base for adventure year-round? Contact us today to find out more about the beautiful homes available in this charming town and start planning your seasonal excursions!

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