Why wait for summer to visit Long Island’s East End? Sag Harbor plays host to HarborFrost every February. The family-friendly festivities start with Culinary Stroll and the Frosty Plunge at Windmill Beach and end with a sunset firework display over the scenic harbor. In between, enjoy ice carving demos, live music, fire jugglers and more during this festive frolic.
Where to Stay:
Consider a weekend getaway when you book a stay at Baron’s Cove. Perfectly located near all the fun, it’s a cozy place to nest, with its blazing fireplace and year-round bar serving soothing hot toddies. The on-site restaurant is a destination in itself, featuring sustainable seafood prepared with panache. Old-fashioned delights, such as just-baked Parker House rolls with sweet butter, are in tune with the timeless vibe. Special packages offer complimentary meals for children age 12 and younger, so junior gourmets will be satisfied. Pets are welcome, so bring the four-legged members of the family. Winter rates start at $199 per night.
For an effortless car-free outing, ride the Hampton Jitney a few hours straight to the heart of the village.
Visit sagharborchamber.com for more info about the festivities.
Photo credit: Michael Heller/Courtesy Sag Harbor Chamber of Commerce
Allison is a native New Yorker, who has lived in Rome, Tuscany, Melbourne, Toronto and Los Angeles. She frequently contributes travel pieces to Family Travel Forum, using her own children as guinea pigs as they travel the globe. She is fluent in Italian and Spanish and laughably adequate in French. Her background as an Early Childhood Educator gives her an added understanding of what it takes to travel with kids in tow. She firmly believes that the most important part of education takes place outside of the classroom, on the road, around the world. She never misses a chance to sample local delicacies, as her love for travel goes hand-in-hand with her love for food and wine. Follow Allison at @gourmetrav.
Sarah Knapp is a Brooklyn based entrepreneur whose love for the outdoors and community building led her to the October 2013 creation of OutdoorFest. She has a BA in History, is a Wilderness First Responder and a NY state hiking, camp and boating guide. Her proudest achievement to date is reading the Aeneid in Latin. 
Allison was one of our first top writers and Chief Editor but is no longer working with offMetro. Allison is a native New Yorker, who has lived in Rome, Tuscany, Melbourne, Toronto and Los Angeles. She frequently contributed travel pieces to Family Travel Forum, using her own children as guinea pigs as they travel the globe. She never missed a chance to sample local delicacies, as her love for travel goes hand-in-hand with her love for food and wine. 
Josh Laskin is a freelance travel writer and photographer based in the White Mountains of New Hampshire. When he is not at work or on the road, you can find him in the mountains snowboarding, climbing, hiking, fly fishing, mountain biking, and eating bagel bites.
Annie is a travel writer, environmentalist, and surfer based in Venice, CA. She heads up our West Coast team, keeps our grammatical errors in check, and makes sure our California writers always have a plan for their next adventure. Follow Annie’s travels @annelisemcb.
Carly Pifer is a freelance writer who has been known to follow whims inspired by romantic movie scenes or colorful street style shots to India, Japan, Tunisia and Argentina. After stints living in Seoul, Boston, Paris and Los Angeles, writing and searching for something intangible, she landed somewhat steadily in Brooklyn and has begun to find inspiration in her more immediate surroundings. 
Kate E. O’Hara is a New York based freelance writer and photographer who loves all things food—especially the people who make it and market it. Her writing aims to capture the essence of the food experience; the stories that go well beyond a plate of ingredients. In addition to her love of food, Kate is also known to have a hankering for red wine and craft beer. You can also find Kate on Instagram