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KATIE KENNEDY

Bundled Up at the Ocean House

February 19, 2024

Bundled Up at the Ocean House
📍 Watch Hill, Rhode Island

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Ocean House, Watch Hill, Rhode Island, New England, Winter

Sweater || Button-Down || Jeans || Parka || Boots || Similar Bag || Beanie || Gloves

Prepare for a visual feast from our wintery day trip to the stunning Ocean House. Watch Hill, Rhode Island, is just a 90-minute drive from our corner of Coastal Connecticut. So, it was only a matter of time before I would answer the siren call to this historic resort. What can I say about the Ocean House that hasn’t already been said? I have long drooled over images of the signature yellow hotel with sweeping views of the Atlantic Ocean. It truly is a Coastal Grandmother’s paradise. Now that we live so close, I can’t wait for a return trip to summer with a Baby Girl Kennedy in tow. Until then, here’s more about our bundled-up trip to the Ocean House

Ocean House, Watch Hill, Rhode Island, New England, Winter

History and Location

Located high on a bluff of Watch Hill, Rhode Island, the Ocean House Inn has been an institution since it opened its doors in 1868. From the very first day, it redefined luxury travel in New England and marketed to the most distinguished of guests. Over 150 years later, generations of families have been flocking to the Atlantic shores to unwind and relax on the coast. The hotel sits on 13 acres of perfectly manicured grounds overlooking 650 feet of private beach. On a clear day, you can quickly see Montauk and Block Island in the distance. The village of Watch Hill is just a quick stroll away. It is filled with adorable boutiques and perfectly complements your Ocean House visit. Remember that most of these shops are seasonal and will likely be closed during winter.

Ocean House, Watch Hill, Rhode Island, New England, Winter

Brunch at the Bistro

After pulling up to the joyfully yellow exterior of the Ocean House, we made our way to one of their many on-site restaurants, The Bistro. The decor was the classic coastal Americana you would expect to find in a New England landmark. We were led into their sunroom and seated at a window-side table for two. Even though the temperatures were in the teens, it was a cloudless day as the sunshine poured onto us. Breakfast was delicious. As a Relais & Châteux property, you are guaranteed to have an incredible dining experience. It’s what sets this group of hotels apart and is why I always seek them out whenever I travel. After breakfast, we quickly toured the hotel and found the Bemelmans Gallery. It is the largest permanent, private collection of Ludwig Bemelman art on display in North America. If you know about my deep love for Bemelmans Bar at the Carlyle Hotel, you can imagine what a treat this was for me.

Ocean House, Watch Hill, Rhode Island, New England, Winter, Taylor Swift
Ocean House, Watch Hill, Rhode Island, New England, Winter, LL Bean

Winter Walk on the Beach

Before we continued our day, we decided to brave the tipping winds and icy temperatures for a quick walk on the beach. Even with my LL Bean parka and several layers, I knew I wouldn’t last long, but it was such a beautiful day. We collected seashells, and David helped me get my bearings and pointed out the natural landmarks. Down the beach from the Ocean House, you get a full view of Taylor Swift’s vacation home, High Watch. Although all was quiet on this winter day, I can imagine the crowds it draws in the summertime, with fans hoping to glimpse their favorite singer.

Ocean House, Watch Hill, Rhode Island, New England, Winter

One of the main draws that brought us to Coastal Connecticut was our ability to explore New England. In about 90 minutes, we were transported to a beautiful paradise where service and aesthetics are paramount. It’s easy to see why the Ocean House has won over hearts for generations. I can’t wait to return with our newest addition this summer to let her experience all that our home has to offer.

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. 


Filed Under: New England, Travel

A Winter Hamptons Weekend

February 14, 2024

A Winter Hamptons Weekend
📍 Westhampton, NY

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Hamptons, Nancy Meyers, Winter, Off-Season, Coastal Grandmother

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Over the weekend, we, our four-legged friend included, headed to the Hamptons to spend some time with our close friends. Although it was the wintery off-season, it felt so good to have some change of scenery and a quiet setting. It was an unseasonably warm weekend, allowing for a fun adventure. I even got to dress up in my favorite coastal grandmother looks to have the whole Nancy Meyers experience. Here’s a quick recap of our wonderful winter Hamptons weekend. 

Hamptons, Nancy Meyers, Winter, Off-Season, Coastal Grandmother, Westhampton

Bagels and Coffee for Breakfast

Is there anything more ‘Long Island’ than bagels and coffee? Or, should I say cawh-fee? The real question is, what’s your go-to order? For me, an everything bagel with scallion cream cheese is ALWAYS the right call. Tripp, our Basset Hound, was also a huge fan and couldn’t get enough of the cozy smells coming from the freshly baked bagels. With a cup of coffee in hand, we began our quick Hamptons adventure.

Walk through Downtown Westhampton

In the early morning, we strolled down the heart of Westhampton on Main Street. We window shopped at the local boutiques—many were closed for the season. Always a favorite activity, we couldn’t resist glancing at some of the local real estate. Although many (all) of the homes are out of our price range, I will always appreciate stunning homes and coastal architecture.

Hamptons, Nancy Meyers, Winter, Off-Season, Coastal Grandmother, Westhampton

Scenic Drive down Dune Road

Eager for scenic views, we started a leisurely drive down Dune Road. With the bare trees, we got full views of the stunning oceanfront property. It naturally begs the question, “Seriously, what do these people do for a living?” Despite the off-season calm, The Hamptons’ signature blend of nature and luxury unfolded right before us.

Winter Beach Day at Ponquogue

Ponquogue Beach, usually buzzing with summer energy, welcomed us with a serene winter embrace. Bundled up against the coastal breeze, we took a leisurely stroll along the shoreline, iced coffee in hand. The sound of waves crashing on the cold sand and the crisp sea air provided a refreshing escape. Our winter beach day reminded us how beautiful this slice of Long Island is all year long.

Hamptons, Nancy Meyers, Winter, Off-Season, Coastal Grandmother, Westhampton

Lunch at Skippy’s

For lunch, we went to Shippy’s, a beloved Southampton eatery. Established in 1954, consider it an elevated pub with signature sandwiches and decor. It began as a German-American restaurant and a local favorite of Joe DiMaggio and Frank Sinatra. Looking incredible for being a 70-year-old institution, Shippy’s unveiled a makeover in 2022 that helped bring a fresh face to an old favorite. I have a few spots in Connecticut where I would love to receive a similar treatment. Interior design makes everything taste better.

Sweet Treats To-Go from Tate’s

No Hamptons getaway is complete without a visit to Tate’s Bake Shop. With bags of sweet treats in tow, we embraced this quintessential Hamptons experience. Of course, their signature crisp cookies are incredible, but we decided to sample the things not found at our local grocery. Coffee cake, shortbread cookies, biscotti, oh my!

I grabbed a final vanilla latte, and then it was time to return to our friend’s home to relax. We had a fun double date night, which I’ll share later. It was less than 48 hours in the Hampton, but it was still exactly what I needed to recharge. Moral of the story… One, find friends with a Hamptons house. Two, always say yes to a spontaneous friend’s trip. 

Love from the Hamptons,
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. 


Filed Under: New York, Travel

Exploring New Haven, Connecticut

February 9, 2024

Exploring New Haven, Connecticut
📍 New Haven, CT

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When you click and shop the links, I may receive a small commission.

New Haven, Connecticut, New England, Yale, Elm City

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Just a quick drive away from our Coastal Connecticut, the city of New Haven has so much to offer. We all probably instantly think of Yale University, a part of the Ivy League Holy Trinity according to Blair Waldorf. While we let ourselves explore the historic campus, there’s such so much to experience. From cultural institutions to culinary delights, here’s how we made the most of our day trip to New Haven, the Elm City.

New Haven, Connecticut, New England, Yale, Elm City

Wake-Up at the Omni New Haven

The night before our New Haven adventure, we were hosted by the fabulous Omni hotel. Situated right next to Yale’s campus and on the New Haven Green, consider this the perfect place to stay in New Haven. Apart from the service being impeccable, we were able to start our day with a great night sleep. After a hearty breakfast at their on-site restaurant, John Davenports, we were off and ready to start our day.

Grab a Latte at Poindexter Coffee

I always love visiting the local coffee shops in shops in every town or city I explore. While there’s a few to choose from in New Haven, David and I stumbled upon Poindexter Coffee, just up the road from the Omni. Apart from my delicious snickerdoodle latte, I was really struck by the impeccable interior decor. It was sprinkled with antiques, curated pieces, and lots of Yale history. The inviting and cozy atmosphere makes it no wonder that it’s a popular hangout to study after class.

New Haven, Connecticut, New England, Yale, Elm City

Get Lost at the Yale Art Museum

Following the pulse of New Haven led us to the Yale Art Gallery. Wandering through its diverse collections, we journeyed from ancient civilizations to modern masterpieces. Van Gogh, Monet, Degas, oh my! The museum’s architecture itself is an artful blend of the historic and contemporary, offering a visual feast at every turn. The Yale Art Gallery is a sanctuary for art enthusiasts. I particularly loved the Revolutionary Gallery, featuring art from Connecticut native, John Trumbull.

Fill Up on Pizza from the Holy Trinity

Embarking on a food odyssey through New Haven, we couldn’t resist immersing ourselves in the city’s pizza culture. Locally known as the “Holy Trinity of Pizza,” these legendary establishments—Frank Pepe’s, Sally’s Apizza, and Modern Apizza—each boast a storied history and a distinct mastery of the pizza craft. While our pilgrimage led us to the Modern Apizza, known for its delectable coal-fired creations, the tales of Frank Pepe’s and Sally’s lingered in the New Haven air. Together, they form the sacred trio that solidifies New Haven’s reputation as a haven for pizza. Each slice is a testament to the city’s rich culinary heritage.

New Haven, Connecticut, New England, Yale, Elm City

Explore the Historic Yale Campus

Stepping onto the Yale campus was like entering a living museum of academia. The gothic spires and manicured lawns create a sense of timeless elegance. We strolled through courtyards on the way home from lunch, pausing at the Harkness Tower and Sterling Memorial Library. It reminded us that New Haven’s heartbeat, from the food to the culture, stemmed from the Ivy League school that called the town home since 1701.

Have Dinner at a New Haven Icon

It’s often recommenced to end a New Haven day with dinner Union League Cafe, an icon in New Haven’s culinary scene. Nestled in a historic building, the restaurant exudes French elegance. From escargot to coq au vin, every dish is a masterpiece. Consider it a transports you to the streets of Paris. As you savor each bite, it was a testament to the city’s ability to seamlessly blend history, art, and cuisine.

As the sun set on our day in New Haven, art, academia, and the aroma of pizza lingered in the air. From the halls of Yale to the cozy corners of Poindexter Coffee, and the savory Modern Apizza, our journey was a symphony of culture and flavor. New Haven, with its historic charm, proved to be a perfect New England escape. Until our next adventure, farewell, Elm City!

Love from New Haven,
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. 


Filed Under: New England, Travel

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