KATIE KENNEDY

 Weekapaug Inn Date Night
📍 Weekapaug Inn, Rhode Island

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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. 

Winter Stay at the Weekapaug Inn
📍 Weekapaug Inn, Rhode Island

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

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There’s something undeniably magical about a winter getaway, especially when it involves cozying up in a place as special as the Weekapaug Inn. Nestled along the shoreline in Westerly, Rhode Island, this historic inn offers the perfect mix of coastal charm, refined luxury, and warm hospitality—making it an ideal retreat any time of year. I had the incredible opportunity to experience a winter stay at the Weekapaug Inn, and from the moment I arrived, I was completely enchanted. From the crackling fireplaces to the sweeping water views, every detail felt like an invitation to slow down and savor the season.

History and About the Property

Steeped in New England tradition, the Weekapaug Inn has been a beloved coastal retreat since it first opened its doors in 1899. Originally built as a summer resort, the inn has been beautifully restored to maintain its classic charm while offering modern comforts that make every stay unforgettable. Set along the Quonochontaug Pond and Atlantic Ocean, the property feels like a hidden gem—tucked away from the hustle and bustle, yet still within easy reach of Westerly’s charming downtown and nearby Watch Hill. Conveniently located just a two-and-a-half-hour drive from New York City and less than two hours from Southwest Connecticut, the inn’s proximity makes it the perfect weekend retreat for those looking to escape to the coast without venturing too far from home. Whether you’re drawn to its rich history, stunning waterfront location, or commitment to sustainability (the inn operates as a Relais & Châteaux property with a strong focus on local and seasonal offerings), Weekapaug Inn is truly one of Rhode Island’s most remarkable stays.

Accomodations

Each room at the Weekapaug Inn feels like a perfect balance of timeless elegance and cozy retreat. During our visit, we stayed in the Purple Martin Suite, which offered plenty of room for our family of three. The space was beautifully appointed, with a cozy sitting area, elegant furnishings, and stunning views that made our stay all the more special. I was immediately struck by the attention to detail—from the plush bedding to the nautical-inspired décor that pays homage to the inn’s seaside surroundings. If you’re planning a romantic getaway, consider one of the Fenway Suites, which feature a private balcony and unobstructed water views. For larger family stays, the Carriage Houses or Signature Suites are perfect choices. These are the largest accommodations on the property and can even be combined to accommodate bigger parties. After all, the more the merrier!

Dining

One of the highlights of my stay was the incredible dining experience at the Weekapaug Inn. For dinner, we started with cocktails and fresh raw oysters—because when in Rhode Island, right? Both of our meals were impeccably prepared, showcasing the inn’s dedication to fresh, locally sourced ingredients. The service was just as exceptional, making the meal even more enjoyable.

Breakfast was an absolute treat, especially as the winter sun shone through the naturally lit dining space. I couldn’t resist ordering the Weekapaug Omelet, which featured lobster (can you believe?!), feta, and spinach—a truly decadent way to start a New England morning. For a more casual dining experience, the onsite bar offers a fantastic menu of bites and sandwiches that can be enjoyed fireside. There’s nothing cozier than sipping a warm drink by the fire while indulging in a perfectly crafted meal.

Amenities and Activities

One of the standout features of the Weekapaug Inn is seemingly endless activities! From the daily nature walks and history tours, these guided experiences allow guests to truly connect with the coastal landscape and learn more about the rich heritage of the area. Another thoughtful touch? The Hunter Borrowing Closet, which means you don’t have to worry about packing your own boots while exploring the property’s stunning surroundings.

While winter offers its own kind of magic, I’m already looking forward to my next visit to take full advantage of their complimentary bicycles, boating, and beach chairs in the warmer months. Honestly, though, my absolute favorite thing to do at the Weekapaug Inn? Simply sitting in one of their waterfront Adirondack chairs, a crisp glass of white wine in hand, and soaking in the breathtaking views.

My winter stay at the Weekapaug Inn was nothing short of magical. There’s something about the slower pace of the season that allows you to truly appreciate the charm of this historic property, from its inviting interiors to its spectacular waterfront setting. Whether you’re looking for a romantic getaway, a relaxing solo retreat, or a cozy weekend with family, the Weekapaug Inn delivers an experience that feels both luxurious and deeply personal. I left feeling completely rejuvenated and already dreaming of my next visit—because once you’ve experienced the warmth and beauty of this coastal retreat, it’s impossible not to want to return.

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.