Meet the Caboose Farm Team
At Caboose Farm, we take pride in offering exceptional service, ensuring that every event and stay is seamless, comfortable, and memorable. Our dedicated Team works behind the scenes and on the front lines to create an unforgettable experience for our guests.
Colby - Events Manager
Colby has been the heart of events at Caboose Farm since 2014, bringing warmth, organization, and a personal touch to every gathering. With 15 years of experience in weddings and events, he has helped shape Caboose Farm into the welcoming venue it is today. Whether it’s a corporate retreat, a wedding, or a family reunion, Colby works closely with clients to bring their visions to life, making the planning process smooth, stress-free, and even fun. His passion for hospitality ensures that every event feels special and memorable.
Katy - Events Coordinator/House Manager
Katy is an essential part of the Caboose Farm team, ensuring that every guest feels at home from the moment they arrive. As an event coordinator, she helps bring events to life while also overseeing all accommodations. She makes sure our houses are always clean, comfortable, and ready to welcome guests, whether for a weekend getaway or a week-long stay. With a warm and attentive approach, Katy’s dedication to hospitality creates a relaxing and enjoyable experience for everyone who visits.
Dave - Facilities Maintenance
Dave is the one who keeps everything running smoothly at Caboose Farm. With over 50 years of hands-on experience, he’s not only our go-to for general repairs but also a true craftsman. From maintaining the integrity of our buildings to fine-tuning the details that make the property shine, Dave brings care, precision, and pride to every project. His deep knowledge and skill help ensure that Caboose Farm remains as functional as it is beautiful—for every guest, every season.
Tim - Grounds Manager
Tim keeps Caboose Farm’s expansive 200-acre property in pristine condition year-round. From mowing fields and clearing wooded trails to managing the pond, landscaping, and outdoor event spaces, he makes sure every inch of the farm is both beautiful and functional. Whether it's preparing ceremony sites, maintaining common areas, or making sure pathways are safe and accessible, Tim's work plays a vital role in creating a seamless experience for our guests.
Housekeeping
Our housekeeping team works diligently behind the scenes to make sure every house at Caboose Farm is comfortable and guest-ready. From making over 30 beds to refreshing details in every room, they take on each task with care. They also handle all laundry on-site, keeping towels and bedding clean and crisp for every stay. Our housekeeping team members come from the local community, and they take genuine pride in welcoming guests to a place they know and love—treating every home as if it were their own.
House Cleaning
Led by Judy, our house cleaning team is responsible for deep cleaning all of the homes and the event barn at Caboose Farm. After each guest stay or event, they work thoroughly and efficiently to reset every space—scrubbing, sanitizing, and restoring each building to its highest standard. Their reliability and attention to detail ensure that the barn and houses are welcoming for the next group. Judy and her team take pride in their work, and it shows in the care they bring to every clean.
Groundskeeping
The grounds support crew at Caboose Farm is the backbone of our beautiful property, working tirelessly to keep everything running smoothly. From maintaining the scenic landscapes to ensuring the event spaces are in top condition, their hard work is what makes Caboose Farm such a welcoming and picturesque retreat. This hardworking team cares for over 200 acres of fields, wooded areas, and gathering spaces, including our pond. Whether it’s preparing outdoor ceremony sites, keeping walkways clear, or handling last-minute adjustments for an event, they bring dedication and expertise to every task.
Event Staff
Our event and bar staff are the unsung heroes of Caboose Farm—handling the behind-the-scenes details that keep events running effortlessly. From bartending to setup, cleanup, and everything in between, they do the unglamorous but essential work that makes every celebration smooth and seamless. Whether it’s moving tables and chairs, hauling ice, or making sure the bar is stocked, they bring hustle, heart, and professionalism to every event. Always ready to jump in where needed, this team helps make the magic happen—quietly, efficiently, and with a smile.
Peter - Owner
Peter’s family has owned Caboose Farm since 1971, when it was just 67 acres of scenic land in the Catoctin Mountains. Since taking over in 2012, Peter has led the farm’s transformation into the unique retreat and event venue it is today. With a passion for hospitality, design, and thoughtful guest experiences, he has expanded the property to over 200 acres and overseen countless renovations—balancing modern comforts with the farm’s rustic charm. From adding the signature event barn and movie theater to restoring each house with care, Peter’s vision continues to shape every corner of Caboose Farm. Whether it’s a wedding weekend, corporate retreat, or a quiet escape, Peter’s goal is to create a space where people can connect, celebrate, and feel at home.