KATIE KENNEDY

Winters in the Upper East Side

Winters in the Upper East Side
đź“Ť Upper East Side, NYC

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Sweater || Wide Leg Jeans || Sneakers || Trench Coat || Beanie || Tote Bag || Earrings

Winter in the Upper East Side has its own special charm. Although the holiday lights have dimmed and the festive crowds have dispersed, the neighborhood settles into a quieter, more refined rhythm. The crisp air makes for an invigorating stroll, and there’s something enchanting about the way the city slows down, if only slightly, before the first signs of spring emerge. The historic brownstones dusted with snow, the soft golden glow of lamplights in the late afternoon, and the occasional sight of children bundled up and laughing in the park all add to the season’s quiet magic.

We started our day with a proper breakfast at Sant Ambroeus, indulging in a leisurely meal that set the perfect tone for the morning. Their cappuccino is always a favorite, and the warm ambiance made it easy to savor the moment before stepping back out into the crisp winter air. Afterward, we grabbed to-go coffee from Ralph’s and took a bundled-up walk through Central Park, letting Brennan take in the wintry beauty around her. The bare trees against the bright sky, the occasional crunch of snow underfoot, and the occasional brave runner on their weekend route made for a picturesque morning.

One of the many reasons I cherish our MET membership is the ability to explore the museum at our own pace. This visit led us to even more new-to-us corners of my favorite museum—there is always something different to admire and appreciate. We wandered through the Islamic Art and Musical Instruments collections, among others, taking in the intricate craftsmanship and rich history each exhibit had to offer. It was a welcome escape from the chill outside, a chance to immerse Brennan in beauty and culture. After all, it’s better to start them young!

Our day ended with lunch alongside dear friends at Bryant Park Grill, a reminder of how special it is to have them living nearby. Their presence in Brennan’s life is something I truly treasure. In a city that moves so fast, these slower winter days filled with familiar places and loved ones feel all the more meaningful. There’s something about winter in the Upper East Side that encourages a different kind of appreciation—one that finds warmth in the small, beautiful moments of everyday life.

Love from NYC,
Katie

Thanks for stopping by! To keep up with all things about my travels and style, be sure to visit throughout the week! Be sure to check out my exclusive adventures in NYC and New England. 

Snow Day at the Weekapaug Inn

Snow Day at the Weekapaug Inn
đź“Ť Weekapaug Inn, Rhode Island

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Jacket || Sweater || Sweater Pants || Boots || Beanie || Baby Bunting

There is something magical about waking up to a fresh blanket of snow, especially when you’re tucked away in a cozy retreat like the Weekapaug Inn. Nestled along the Rhode Island coastline, this charming inn blends rustic elegance with coastal New England charm, making it the perfect escape for a winter weekend. Our visit was already filled with serene moments and delicious meals, but waking up to a surprise snowfall made it all the more special.

Waking Up to a Winter Wonderland

Opening the curtains to a snow-covered landscape felt like stepping into a postcard. The once-green marshes were blanketed in white, and the inn’s cedar shingles had a picturesque dusting of fresh snow. The air was crisp, and the soft glow of morning light made everything feel peaceful and still. There’s something about snow that brings a sense of calm, an invitation to slow down and savor the beauty of the moment.

A Slow Morning Followed by Breakfast

With nowhere to be and no rush to leave, we embraced the coziness of the inn for a slow morning. Wrapped up in layers, we sipped coffee by the fire and watched the snowfall from the comfort of the lounge. Eventually, the promise of a warm breakfast pulled us to the dining room, where I indulged in a lobster omlette, buttery home fries, and more hot coffee. The Weekapaug Inn prides itself on locally sourced ingredients, and each bite felt like a comforting embrace on a chilly winter morning.

Getting Out in the Snow for Some Family Fun

After breakfast, we couldn’t resist bundling up and stepping outside to make the most of the snow day. Dressed in a red buffalo plaid LL Bean coat, J.Crew sweater pants, a cashmere sweater, and olive green Hunter boots (courtesy of the inn’s Hunter Borrowing Closet), I was ready for the winter adventure ahead. Brennan, snug in an LL Bean fleece bunting suit, was equally prepared for her first snowy escapade. We crunched through the fresh snow, taking in the beauty of the frozen shoreline before indulging in a few playful moments—tossing handfuls of powdery snow and laughing as the cold air filled our lungs.

Snow days have a way of turning even the simplest moments into cherished memories. From the quiet of the morning to the laughter-filled adventures outside, our stay at the Weekapaug Inn was the perfect blend of relaxation and seasonal fun. Whether it’s a sunny summer visit or a cozy winter escape, this charming retreat never fails to delight. Until next time, Weekapaug!

Love from Rhode Island,
Katie

Thanks for stopping by! To keep up with all things about my travels and style, be sure to visit throughout the week! Be sure to check out my exclusive adventures in NYC and New England. 

Weekapaug Inn Date Night

 Weekapaug Inn Date Night
đź“Ť Weekapaug Inn, Rhode Island

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Turtleneck || Skirt || Heels || Wrap || Handbag || Earrings || Lip Color

There’s something about Weekapaug Inn that makes even the simplest evening feel like a grand occasion. Nestled along the Rhode Island coastline, this historic retreat exudes classic New England charm, offering an intimate escape from the everyday. For our recent date night, I embraced an effortlessly polished look—monochromatic tones with subtle texture play—perfect for a cozy evening of dining, fireside cocktails, and coastal elegance.

A Historic Coastal Gem

Tucked away on the western Rhode Island shore, and only a 90 minute drive from Fairfield County, the Weekapaug Inn is a picture-perfect setting for a romantic getaway. The inn blends understated luxury with a welcoming, lived-in feel, making it the kind of place where time slows down. With panoramic views of Quonochontaug Pond and a serene atmosphere, it’s easy to see why this Relais & Châteaux property is a favorite among those who appreciate refined yet relaxed hospitality. Whether you’re visiting for a weekend retreat or just an evening escape, the charm of the inn is undeniable.

The Curated Dining Experience

Our evening began with dinner at The Restaurant, where every detail— from the candlelit tables to the warm hospitality—felt intentional. The seasonal menu highlights the best of local ingredients, transforming classic New England flavors into elevated dishes that are both comforting and refined. I opted for the duck breast, while David chose a beautifully prepared lamb duo, both perfectly complemented by a glass of earthy red wine. The service was impeccable, striking that ideal balance between attentiveness and allowing us to fully enjoy the moment.

Fireside Cocktails & Coastal Comfort

After dinner, we made our way to the inn’s cozy lounge, where a crackling fire and a curated cocktail list awaited. There’s something undeniably romantic about sipping a well-crafted drink by the fire, the warmth contrasting with the cool coastal air just outside the window. I chose a hibiscus cocktail with hints of sweet and tart—fruity, slightly smoky, and the perfect way to round out the evening. The lounge itself felt like the heart of the inn, filled with hushed conversations, the occasional clink of glasses, and the kind of atmosphere that invites you to linger just a little longer.

Weekapaug Inn has a way of turning a simple night out into an experience—one that lingers in your mind long after you leave. From the intimate setting to the impeccable dining and inviting fireside ambiance, it’s the perfect destination for a refined yet relaxed date night. And with an outfit that balanced classic sophistication with comfort, the night felt just as effortless as it was memorable.

Love from Rhode Island,
Katie

Thanks for stopping by! To keep up with all things about my travels and style, be sure to visit throughout the week! Be sure to check out my exclusive adventures in NYC and New England.