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A Romantic Winter Weekend Getaway From Boston

If you’re going stir-crazy in the city this winter, chart a getaway from Boston for a romantic weekend escape to the Kennebunks. Stay in our quintessential New England Inn, draped in history, with luxurious amenities and unexpected delights around every corner. Keep scrolling to see how you can experience the “joy of missing out” of the city’s hustle and bustle this season.

Fun and Games at Waldo Emerson Inn

Feel Like a Kid Again, but with Cocktails!

When you stay at our romantic Inn, you don’t need to go far to have an evening to remember. Spend some time in our cozy and comfortable parlors enjoying a variety of fun board games and interesting books. Pair that with complimentary candy and self-serve cocktails from our Honor Bar to make it the best play-date ever. We make it easy to keep track of your drinks with our Big Book, so you can easily pay for them when you check out.

Snowshoes in the snow

Venture Out to Play in the Snow

When you’re in the city the snow is a chore. But when you visit our winter wonderland, you’ll appreciate it as much as you did on those beloved snow days from childhood. You’ll find beautiful trails and opportunities for snowshoeing and cross-country skiing right here in the Kennebunkport area. Just ask us to point you in the right direction! If you want to venture further out, we suggest visiting the breathtaking Wells National Estuarine Research Preserve, which is just 10 minutes away and provides snowshoe rentals for a nominal fee. Or head 20 minutes north to Harris Farm, which rents skis and fat tire bikes for use on their miles and miles of private well-groomed trails.

Couple enjoying some winter window shopping

Shop in Dock Square for Treasures to Remember

If you’re tired of the tourist traps and chain stores in Boston, then you’ll love to spend the day shopping in Kennebunkport. Hunt for unique momentos and one-of-a-kind finds in friendly small-town shops at Dock Square. When you need to set your bags down or rest your feet, take respite in a neighboring bar or restaurant. Many of them offer off-season deals and happy hours, making winter the best time to visit Kennebunkport. This is a fun way to spend the day, especially when you know that you have the coziest of accommodations waiting for your return.

Cozy accommodations at Waldo Emerson Inn, room with a fireplace

Plan a Romantic Winter Getaway from Boston Now!

Take a break from adulting in the city to experience that childlike wonder awaiting you at Waldo Emerson Inn. With comfy beds, cozy fireplaces, and the tastiest breakfasts you’ve ever had, you’ll see why it’s the best place to stay for your romantic getaway to Kennebunk, Maine. Our special packages make it easy to celebrate any occasion, and our unique guest bars, offering perks from classic candy to gourmet toast, make your visit even more magical. Fulfill your desire to wander and come see for yourself why we’re a favorite winter getaway destination for Bostonians in love!