Innkeeper, The Trustees of Reservations

Essential Job Functions

• Ensure that all Inn procedures are consistently followed and develop best practices to elevate guest service, food and beverage offerings, and the overall efficiency of Bed & Breakfast operations.
• Maintain a professional and courteous demeanor at all times, creating an environment of excellence and warmth that welcomes and delights every guest.
• Oversee front desk operations and manage the reservation system (Rezstream), ensuring seamless reservations, check-ins, check-outs, and prompt handling of guest inquiries.
• Provide exceptional concierge service by guiding guests to local attractions, assisting with dining reservations, and introducing visitors to the full range of inn amenities as needed.
• Act as an enthusiastic ambassador for The Trustees, actively promoting membership and sharing the organization’s mission with guests to foster deeper engagement.
• Serve as the primary point of contact for all guests, providing attentive, front-facing customer service from the initial inquiry and booking through check-in, stay, and departure, ensuring a seamless and memorable experience at every stage of interaction.
• Manage the booking database software, using it to generate accurate financial statements and marketing reports that inform operational decisions.
• Procure all food, beverage, housekeeping, and other supplies in alignment with operational needs and inventory requirements, ensuring effective cost management.
• Supervise and train Inn staff, overseeing all property events including art and sculpture tours, receptions, and corporate meetings to deliver memorable experiences.
• Administer payroll and manage the hiring and onboarding process for new seasonal staff, fostering a collaborative and high-performing team culture.
• Participate in staff and community meetings, and collaborate with other regional staff members, volunteers, and donors as assigned to support broader organizational initiatives.
• Assist the Vice President in budget preparation and adhere to established guidelines for all operational expenses.
• Work with the Vice President to develop and implement an annual marketing and advertising plan for the Inn, driving awareness and guest engagement.
• Be an active participant in marketing and content creation efforts, collaborating closely with marketing partners and the regional team to develop innovative campaigns, engaging social media content, and compelling storytelling that highlights the Inn’s unique offerings and the broader mission of The Trustees.
• Design and promote new opportunities—such as packages, stay specials, collaborations, and special events—to enhance the guest experience and drive revenue.
• Collaborate with area tourism organizations to broaden the visibility of the Inn and The Trustees’ work throughout the region.
• Proactively identify operational issues and coordinate with third-party contractors as needed, ensuring timely resolution and the continued excellence of guest services.

Qualifications

Preferred

A Bachelor of Science degree in Hotel Administration or related field is highly desirable.  Experience in the hospitality industry may, at the discretion of The Trustees, be considered as a substitute for the educational component listed above.

Eligibility Criteria

• Current authorization to work in the United States – a candidate must have such authorization by his or her first day of employment.
• A valid driver’s license, as well as a satisfactory driving record as outlined in The Trustees’ driving policy [if needed].
• A satisfactory criminal background (CORI) check.

Skills

• Demonstrated ability to work effectively and collaboratively with a diverse range of individuals, including co-workers, committee members, volunteers, consultants, contractors, public officials, and members of the public.
• Proven ability to supervise, motivate, and inspire staff in a team-based environment.
• Strong organizational skills with exceptional attention to detail and the capacity to manage multiple tasks simultaneously.
• Exceptional written communication skills and public presentation abilities.
• Proficiency with Windows-based operating systems and related software applications.
• Self-motivated with a commitment to excellence and consistent follow-through.
• Demonstrated ability to take direction and guidance, working collaboratively within the larger Trustees organization and ensuring alignment with strategic plan priorities as needed.
• Flexibility to work nights and weekends is required.
• Must have flexibility to be on call for late night emergent needs of guests.

2025-0122

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