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New England Winter Weekend Getaways

Cool Winter Getaways

After the holidays are over and the Christmas cheer is gone from the air, it can be a little difficult to look forward to the next few chilly, gray months ahead. However, New England has just the thing to make your winter a little less gloomy and a lot more fun. Whether you want to enjoy the snow or just a cozy retreat somewhere away from it all, the inns and resorts of New England have you covered with our special winter getaways.

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Connecticut Winter Escape

Get away for just two days and return to your normal life refreshed and rejuvenated. The Inn at Harbor Hill Marina in Niantic, Connecticut, gives you the perfect itinerary for a relaxing but fun weekend away, plus, an excuse to make a return trip later on in the season.

The property’s Winter Escape and Return package gives you a 10 percent discount on your stay this winter season, as well as two tickets to your choice of either Mystic Seaport or Mystic Aquarium, a $50 gift certificate to one of the best local restaurants and discounts at some of the premiere shopping options nearby, including Tanger and Clinton Premium Outlets. Then, you’ll get a $50 gift certificate to use on a return visit later in the year. If you really want to make this a special getaway for your favorite person, you can even add a winter sleigh ride or horse-drawn carriage ride to the itinerary.

If, however, you already have your own plans when visiting the area, you can still find a can’t-miss deal at the Inn at Harbor Hill Marina. The property’s January Recovery Special means that you can take advantage of discounted room rates all January long.

Friends Winter Getaways

Maine Winter and Wine

Kennebunkport, Maine isn’t just a fun summer destination. There’s plenty to enjoy in the winter as well, especially if you’re staying at Captain Lord Mansion. The property offers a full lineup of wine tastings throughout the winter and spring.

An enjoyable couple’s or friends’ activity, the wine tastings take place Jan. 5, Feb. 2 and March 2, each with a different theme. The March tasting session also includes beer, in case someone in your travel party prefers brews to bubbly. Additionally, when you attend one of the wine tastings, you’ll receive a complimentary customized wine pourer and be entered to win a free night at Captain Lord Mansion and a trip to a grand tasting in Portland.

If you needed even more reasons to choose Kennebunkport for your New England winter getaway, when you book two nights at the Captain Lord Mansion this winter, you’ll get the third night free.

Vermont Fire and Ice

There’s always something to do when you visit the Grafton Inn in Vermont and that certainly doesn’t change after the holidays are over. The property is hosting a fire and ice weekend Jan. 11–12, a 21-and-over event that’s sure to be a great time. The outdoor ice bar is a wintery fun affair and it’s accompanied by multiple bonfires for roasting your own s’mores, live music and great food from local food trucks. What more could you need?

Well, how about a special rate for your stay?

If you book a stay at Grafton Inn during the event, versus just dropping by for the fun, you can enjoy the Fire & Ice Weekend Package, which includes two nights’ accommodations, breakfast each morning, tickets for two for the ice bar, a dinner for two, sleigh rides on Saturday afternoon and access to all the activities at the Grafton Trails & Outdoor Center. It all makes up for an exciting winter weekend away for a couple or a few friends.

Fire and Ice Getaway Weekend

New Hampshire Midweek Getaway

There are so many perks to getting away during the week. You often get a better deal on your hotel stay, the crowds are thinned in whatever destination you choose and it’s rarely a problem getting a reservation at some of your favorite eateries.

For a delightful midweek getaway to New Hampshire, you’ll want to consider The Hotel Portsmouth. When you book a stay at the property January through March, you’ll get a 10 percent discount! The property is set in a gorgeous, 135-year-old historic mansion that’s just steps away from all the great shopping, dining and other attractions in Portsmouth. Plus, since the property only has 32 guestrooms, you’re ensured a higher level of intimacy and privacy than what you’d find at one of the big box brand hotels (and all for an affordable price!).



If that doesn’t sound like quite your style, you can get the exact same deal at another Portsmouth property — Ale House Inn. This unique and modern inn mixes history, comfort and high-tech amenities for a modern vibe that appeals to the most stylish travelers. The structure itself was, as you might expect, part of a brewery, which shut its doors in 1917.

Rhode Island Midweek Fun

When you can’t make it to New Hampshire, but the midweek savings are calling your name, stop by The Attwater in Newport, Rhode Island. Also offering 10 percent off midweek stays this winter, The Attwater is a colorful, design-driven property right within Newport’s historic district. You can access all of the town’s great attractions, from the historic mansions to the beaches.

Vermont Stay in Stowe

Whether or not you’re looking to ski, Stowe has plenty to keep you entertained. From the shopping to the dining to all the luxury experiences right at your fingertips, you don’t even have to see the slopes to have a good time. However, we do have to admit that most visitors have at least one person in their travel party that can’t wait to get out there in some fresh powder.



Regardless of the reason for your Stowe getaway, if you visit in January and stay at the Field Guide, you can save 10 percent on your room rate. The funky and fun property boasts a modern feel with vibrant pops of color and a vibe it describes as “mountain chic.”

Winter City Shopping Getaway

Massachusetts New Year, New You

If your New Year’s resolutions include any sort of self-improvement whatsoever, you have a great excuse for a spa trip. After all, what better way to scrub and polish away the stress of the holidays?



At Chatham Bars Inn in Massachusetts, you can indulge in a holistic wellness experience that nourishes your mind and body during the winter months, a time when taking care of yourself inside and out can be a little more difficult. The Relax, Recharge & Renew package comes with a 30-minute De-Stress by the Sea massage, 30-minute meditation session, select products from The Spa at Chatham Bars Inn and a complimentary breakfast.

Vermont Sweet Maple Mania

Maple season is fast approaching! Maple syrup production kicks off in March, when winter is just wrapping up and the days are a bit warmer but the nights are still frigid. The sap starts flowing and the “sugar makers” start their “sugaring.”

See this classic tradition up close in Chittenden, Vermont, where you’re in reach of the New England Maple Museum, Baird Farm and Mendon Mountain Orchards, where you and your family can witness the maple production firsthand and even help out!



When you book the Sweet Maple Mania experience at Mountain Top Inn and Resort, you receive accommodations, a full breakfast each morning (with plenty of maple syrup to top your pancakes, obviously!), a maple-themed welcome gift, maple truffles and access to all the great resort facilities from hot tubs to trails.

Restaurant Shopping Getaway

Massachusetts Kick Back and Relax

Of course, sometimes all you need in the New Year is just a chance to kick back, relax and breathe after the holidays. When that’s the case, there’s no better way to do so than to escape to one of your favorite New England locales for a weekend of no obligations.

At The Red Lion Inn in Stockbridge, Massachusetts, you can enjoy a stay in a 250-year-old hotel and a $100 dining credit each night, so you can dine and drink to your heart’s content before retreating to your elegantly appointed guestroom.

Plus, if you do decide to venture out into town, you’ll find the village is perfectly situated for easy outings to the Berkshires’ arts attractions and outdoor activities. Did you know that Stockbridge is artist Norman Rockwell’s hometown? See the spots that inspired his lifelong work and maybe even stop in the Norman Rockwell Museum.

You can even book a full Norman Rockwell experience with The Red Lion Inn, which includes a $50 dining credit per night and passes to the museum.

Beyond the special winter savings, the property offers all the amenities you need to ensure a comfortable stay, including free WiFi, a hot tub, heated outdoor pool, suites with kitchens and live entertainment nightly. You can even bring along Fido, as this inn is pet friendly.