Hospitality Operations Associate

Hospitality Operations Associate – Garden Gables

Location: Lenox, MA |
Schedule: Monday–Friday (9:00-5:00 pm), with on-call assistance as needed

Flexibility: Opportunity to work from home in the off-season when focusing on dedicated projects and administrative tasks

About the Role

Garden Gables – part of the Sullivan Capital hospitality collection alongside The Coach House (Salem, MA) and The Highliner (Gloucester, MA) – is seeking a hands‑on, detail‑driven Manager to lead daily operations and deliver an exceptional guest experience. This position is ideal for someone who thrives in boutique hospitality, enjoys wearing many hats, and takes pride in maintaining the highest standards of service and design.

What You’ll Do

• Oversee daily operations, cleaning staff, and contractors to ensure the property runs seamlessly.
• Serve as the primary on‑site contact for guests, ensuring every stay is warm, polished, and personalized.
• Collaborate closely with our Marketing & Social Media Manager, Reservation Specialists, and ownership on storytelling, guest packages, and promotions.
• Support creative initiatives including photography, videography, and local partnerships.
• Manage inventory, payroll hours, and property reporting with precision and accountability.

What We’re Looking For

• 2+ years in hospitality, property management, or boutique hotel operations — or someone with closely related, transferable experience and a strong interest in boutique hospitality.
• Strong communication, organization, and leadership skills.
• Proficiency with remote door access control, Mews, Breezeway, Stripe, and internal applications.
• Must live within the Berkshires or within a 30‑minute commute of Lenox, MA.
• Availability for occasional on‑call support during evenings or weekends.

The Ideal Fit

• You’re resourceful, guest‑focused, and thrive in environments where every detail matters. You can move fluidly between hospitality, operations, and creative work — and take pride in running a property as if it were your own.

Entry level

Full‑time

Management and Manufacturing