Winter out east has always had a kind of quiet electricity to it. The crowds thin, the light softens, and suddenly the Hamptons feels like a storybook—frost on the dune grass, cozy dinners tucked away in historic inns, and the kind of community moments you only appreciate when the pace slows down.
That’s exactly why we created the Winter Edition of our Hamptons Homes & Seasons Pocket Guide—to help you experience all of that magic with ease, intention, and a little insider advantage.
This is our second seasonal volume, and it might be our most atmospheric one yet.
What You’ll Find Inside
This edition is designed to be practical, beautiful, and highly curated—think of it as having a local friend hand you a list of everything worth doing, eating, and experiencing between December and March… without the overwhelm.
Inside, you’ll find:
✨ Winter Moments Worth Chasing
Our favorite ways to embrace the season—sunset walks wrapped in scarves, fireplace cocktails, ice skating under twinkle lights, and those tiny luxuries that make winter feel special rather than stressful.
✨ Dining, Cozy Edition
Where to book dinner when you want candlelight, good wine, and incredible food. The classics, the hidden gems, and the spots that shine brightest in the colder months.
✨ Events, Festivals & Holiday Highlights
From SantaFest and LongHouse Illuminated to Hanukkah pop-ups, igloos at Gurney’s, and community celebrations across every town. If it’s happening, we’ve got it.
✨ Winter in Rhythm
Ideas for slow mornings, mood-boosting routines, and ways to stay grounded through the holiday season and into the winter stretch.
✨ A Pocket Real Estate Snapshot
A look at market trends, notable listings, and what winter means for buyers, sellers, and renters. (Because yes—winter is quietly one of the most strategic times of year out here.)
✨ Our Personal Notes & Favorites
Little reflections from our winter on the East End—family traditions, local spots we love, and the moments we’re looking forward to as the season unfolds.
Why We Made This Guide
Hamptons Homes & Seasons started as a simple idea:
show people the real life, real beauty, and real rhythm of the East End—one season at a time.
The response to our Fall Guide was incredible, and it confirmed something we’ve always felt:
People crave thoughtful, reliable, non-touristy recommendations.
Winter deserved the same treatment.
This new pocket guide is:
• Locally informed (every recommendation comes from lived experience)
• Easy to skim (so you can make plans quickly)
• Beautiful enough to keep (because we know you love pretty things)
• Packed with insider picks you won’t find on generic lists
It’s the guide we wished existed years ago.
How to Get It
You can download the Winter Edition of Hamptons Homes & Seasons right here:
Once you download, it’s yours to reference all season long—holiday weekends, cozy date nights, school breaks, those random mid-January days when you need inspiration.
A Season to Savor
Winter on the East End isn’t just the quiet season—it’s the season when the charm really shows. The magic is in the slower pace, the local gatherings, the blustery beach walks, the warm kitchens, and the sense of community that carries us through to spring.
We’re so excited to share this with you, and we hope it inspires your most meaningful, memorable winter yet.
From our coastal home to yours,
Jenna & Joe