Callicoon Hills Wedding weekend

A Wedding at Callicoon Hills: A Perfect Blend of Rustic Charm and Elevated Design

Nestled in the rolling hills of the Catskills, Callicoon Hills feels like one of those rare places where time slows down and every detail feels intentional. As a wedding planner, I’m always looking for venues that balance natural beauty with thoughtful hospitality—and Callicoon Hills does exactly that.

Whether you’re envisioning a relaxed weekend-long celebration or a design-forward destination wedding, this historic property offers an effortlessly stylish backdrop that feels both intimate and elevated.

The Setting: Effortless Catskills Charm

Callicoon Hills is the kind of place that feels warm the moment you arrive. Surrounded by forested hills, open meadows, and winding roads, it offers couples a true escape from the city without sacrificing comfort or style. The property blends rustic Catskills character with a refined, boutique-hotel feel—perfect for couples who want their wedding to feel authentic, personal, and beautifully curated.

From golden-hour ceremonies outdoors to candlelit receptions indoors, the setting naturally lends itself to romantic, editorial-style celebrations.

A Seamless Weekend Experience

One of the most appealing aspects of hosting a wedding at Callicoon Hills is the ability to turn your celebration into a full weekend experience. With on-site accommodations, guests can settle in, relax, and truly enjoy the weekend without rushing from place to place.

Many couples choose to host:

  • A welcome gathering or casual rehearsal dinner

  • A full wedding day celebration

  • A relaxed farewell brunch the following morning

This creates an immersive experience that feels intentional and deeply personal—something guests remember long after the weekend ends.

Design That Feels Elevated Yet Approachable

From a planning and design perspective, Callicoon Hills offers a beautiful blank canvas. The spaces are character-rich without being overwhelming, which allows your design vision to shine—whether that’s modern, romantic, minimalist, or nature-inspired.

Think soft florals, layered textures, candlelight, and thoughtful details that enhance the space rather than compete with it. The property’s natural beauty does much of the work, allowing the design to feel elevated without being overproduced.

Why Couples Love It

Couples are drawn to Callicoon Hills not just for its beauty, but for the experience it creates. It’s relaxed yet refined, stylish without being pretentious, and perfectly suited for couples who value connection, atmosphere, and meaningful moments.

From a planning standpoint, it’s a venue that supports creativity, flexibility, and a seamless guest experience—everything you want when designing a truly memorable wedding weekend.

Planning Your Callicoon Hills Wedding

As a planner, I love working at venues like Callicoon Hills because they allow us to create something that feels intentional and deeply personal. From logistics and vendor coordination to design direction and weekend flow, thoughtful planning ensures the space truly comes to life.

If you’re considering Callicoon Hills for your wedding and want guidance on how to bring your vision together, I’d love to help you create a celebration that feels elevated, effortless, and completely you.







Photography Marilyn Lamanna

Planning & Design Direction Skylar Arden

Florals Three Notch Florals