5 New England Winter Getaways for Every Type of Traveler

5 New England Winter Getaways for Every Type of Traveler

If you are looking for a winter getaway that will get you in the spirit of the season, look no further than New England. With so many options for cozy towns and adventurous destinations to visit, there is something for everyone! New England winter getaways are known for their snowy activities, festive holiday decorations, and cozying up by the fire. In this blog, we’ll go over some of the best and most versatile places to visit this season. Plus, we’ll dive into the best places to stay so your resort feels like a cozy home away from home. So grab a hot cocoa and start planning your trip to New England this winter!

Explore Charming Small Towns in Cape Cod, Massachusetts

If you are looking for the ultimate winter wonderland to explore this holiday season, check out Cape Cod and its surrounding areas. Not only is the peninsula of Cape Cod gorgeous in the winter, but the island of Nantucket will have you feeling transported to a holiday fairytale land. As snow falls over the charming downtown areas, lit with holiday cheer, strolls through Nantucket feel straight out of a storybook. While visiting during the holiday season, you can’t miss the chance to participate in Nantucket’s famous Christmas Stroll. During this annual event, the island fills with Christmas cheer, with over 100 decorated trees displayed throughout downtown. Keep in mind, this event takes place on the first full weekend of December. Beyond this event, Cape Cod is known for small-town charm, maritime history, and cozy coastal vibes. This makes it an excellent spot for a New England Winter Getaway.

New England Winter Getaways at Sea Mist Resort in Cape Cod

Located in the town of Mashpee on the Cape Cod Peninsula, Sea Mist Resort‘s cozy rooms make a great home base for your winter fun. Not only is this the perfect resort for a winter getaway in Cape Cod, but it is also very close to the ferry to Nantucket and Martha’s Vineyard. Amenities at this resort will have you feeling immersed in the seaside holiday spirit. With a hot tub, sauna, on-site grills, and gorgeous wooded scenery, you will be living in luxury at this resort.

Adventurous Winter Escapes in Vermont

If you love snow sports like ice skating, cross-country skiing, and snowmobiling, consider a winter trip to Vermont this year. Vermont is known as the ultimate snowy playground, with endless ways to embrace the chilly weather. Celebrate the season by hitting the ski trails in the famous ski towns of Stowe and Killington. In these locations, you can ski through snow-covered forests or wander through snowshoeing trails. Some more ideas for fun outdoor winter activities are dog sledding and horseback riding. Off the trails, there are many charming mountain towns to explore. In these towns, take advantage of the locally made cider and farm-to-table dining that make them unique. Whether you are an avid skier or just soaking in the beauty of the Green Mountains in the snow, Vermont is a fantastic winter getaway.

Love Skiing in New England?

Check out our guide to the best New England ski resorts, and where to stay nearby!

New England Winter Getaways at Wyndham Vacation Club, Smugglers Notch

Nestled in the Green Mountains of Vermont, Wyndham Vacation Club Smugglers Notch makes the perfect home base for winter adventures. Within driving distance of Stowe and opportunities for skiing in the resort’s backyard, the winter fun will always be nearby. With indoor fireplaces in each room, your winter retreat here will feel warm and welcoming at the end of your day. The cozy accommodations will let you relax and unwind while you recharge for your next day of winter sports.

Relax in Winter Wonderlands in Maine

If you are looking for a relaxing seaside escape this winter season, Maine’s southern coast is your ideal destination. Although this area is famous for its beaches in the summer, the coastal towns transform into peaceful winter retreats full of beauty and small-town charm. With its quiet beaches and fewer crowds in the off-season, Ogunquit is a rejuvenating Maine winter getaway. To get into the holiday spirit, Christmas by the Sea is a fun event in the town of Ogunquit. Just a short drive away, you can visit the picturesque harbor towns of Kennebunkport and York for more holiday charm. For scenic views, take a drive to Newry. In this town, you can grab a hot chocolate and take a stroll over the Sunday River Historic Covered Bridge.

There is also a nearby option for fun snowy adventures while staying true to the relaxed vibes of your vacation. Check out Powderhouse Hill Ski Area for mild winter sports activities. This relatively small ski area is the perfect place to get a taste of ski adventures without diving too deep into challenging trails. With three family-friendly ski trails, this ski resort is ideal for an easy day trip filled with winter sports action.

New England Winter Getaways at Innseason Resorts – The Falls At Ogunquit

There is no better place to stay warm on the southern coast of Maine than a cozy villa at The Falls at Ogunquit. After a day of outdoor winter activities, you will likely be longing for a comfortable place to warm up. That is easy at this resort, thanks to the sauna and heated indoor pool. Another fun activity that adds to the appeal of this resort’s location is hopping on the charming town’s trolley. While there is plenty to do in this New England village, its location places you near other towns. This will expand the possibilities for your winter getaway.

New England Winter Vacation in North Conway, New Hampshire

Nestled in the heart of New Hampshire’s white Mountain region, North Conway is the perfect destination for a winter getaway filled with adventure and historic charm. This town is full of natural beauty, where skiers and snowboarders can hit the slopes and families can celebrate holiday cheer. Here, you can enjoy fun activities like horse-drawn sleigh rides, ice skating, and taking in White Mountain region views. For winter thrills, check out Cranmore Mountain Resort and Loon Mountain for some of the state’s best downhill skiing.

For an outdoor activity that doesn’t require any skiing gear, try snow tubing. This activity is also great for kids and families. Another fun activity for families is Santa’s Holiday Express. This unique seasonal attraction offers visitors the chance to ride on a holiday-themed edition of the Conway Scenic Railroad. Overall, North Conway is such a fun place for a winter getaway, whether you are searching for holiday celebrations or thrilling slopes in New Hampshire’s White Mountains region.

Looking for More Family-Friendly Winter Vacation Ideas?

Read more about the best destinations for family-friendly winter trips!

New England Winter Getaways at Eastern Slope Inn in New Hampshire – North Conway

To have the best winter getaway possible, it is vital to stay somewhere that adds to the season’s fun vibes. Eastern Slope Inn in North Conway is not only in the perfect location for activities, but it totally encapsulates New England charm. This resort was designed to resemble classic New England-style architecture and feels like a cozy home away from home. On-site at this resort, you can find an indoor pool, sauna, spa, and restaurant.

Winter Getaways in Rhode Island

There are plenty of outdoor winter activities that you can enjoy in Rhode Island in the wintertime. From ice bumper cars to tubing or skiing on groomed trails, many of the best winter sports can be found in Yawgoo Valley Ski Area. However, the main appeal of visiting Rhode Island in the Winter is enjoying the winter charm of elegant seaside towns like Newport. This city transforms into a festive holiday wonderland during the winter. Here, you can take walks through gorgeous neighborhoods with famous mansions dressed in their extravagant holiday decorations. Or, enjoy views of the Atlantic while wandering the cobblestone streets of the downtown areas. If you time your visit correctly, you may get to experience some special seasonal events as well, for example, the Newport Beach Christmas Boat Parade or the Newport Winter Festival.

New England Winter Getaways at Wyndham Inn On The Harbor

Whether you are traveling with the whole family or on a romantic winter getaway, Wyndham Inn On The Harbor is the perfect destination to snuggle up in. Located directly across from the Newport Harbor, this peaceful retreat in Southern New England is the ultimate winter getaway. From here, you can walk to the surrounding downtown areas and immerse yourself seamlessly in the winter experience.

Look Forward to Winter Getaways Every Year With Timeshare Resales

Dreaming of making your New England Winter Getaway a yearly tradition? Timeshares are a great way to ensure you always have a vacation to look forward to, whether it be a yearly winter ski trip or a summer beach retreat. Whatever vacation you are looking for, timeshare resales can be a great way to save money on vacations year after year. Fidelity Real Estate has been in the timeshare resale business for over 20 years and has been helping buyers secure their dream vacation ownership without breaking the bank. With an A+ rating from the BBB and recognition from ARDA, you can trust us to guide you through everything timeshare. To get started, browse our resale marketplace, place an offer, and our team will handle the rest!

Already own a timeshare and looking to sell? Fill out the form below to get started.

  • By submitting, you agree to our Terms and Conditions and our Privacy Policy
  • This field is for validation purposes and should be left unchanged.

Join The Discussion

Compare listings

Compare