Innkeeper, Field Farm - The Trustees - Williamstown

Posting Information: 

Salary/Hourly Rate: $70k - $80k dependent on experience 

Housing: Housing provided 

Hours per week: 40 

Job Classification: Exempt, Full-Time 

Job Type: Fully site based 

Location: The Guest House at Field Farm, Williamstown, MA 

Your Impact:

Set on over 300 acres at the base of majestic Mt. Greylock in Williamstown, MA, The Guest House at Field Farm is a midcentury architectural gem protected by America's oldest land conservation organization (The Trustees of Reservations). Managed as an upscale Bed and Breakfast, this celebrated property features six rooms maintained with historical conservation at its heart, with breathtaking views and over 5 miles of hiking trails, it serves as a tranquil retreat in the heart of the Northern Berkshires. With a loyal, returning customer base and accolades including features in the New York Times, a listing on Select Registry, and countless glowing reviews in national publications, The Guest House at Field Farm is truly a destination of distinction.

The Role: 

This full-time, year-round opportunity is ideal for those who are passionate about creating memorable guest experiences and stewarding unique properties. As Innkeeper, you will manage the overall engagement and hospitality experience at Field Farm, encompassing both The Guest House (Bed & Breakfast) and the surrounding 300-acre landscape. Reporting directly to the Regional Vice President, you will play a pivotal role in the strategic planning and stewardship of this celebrated destination. The position offers competitive compensation, a robust benefits package and includes housing conveniently located across the street from the Inn, making it an attractive option for individuals or couples seeking to immerse themselves in the heart of hospitality and conservation.  

This position could be especially appealing to a couple with complementary skills in innkeeping and housekeeping, as the role offers both a collaborative work environment and on-site housing. Working as a team, couples can share responsibilities for guest services, operations, and maintenance, making the most of their joint experience to enhance the guest experience and the property's overall success. 

Success in this role requires strong knowledge, skills, and hands-on experience in the hospitality industry. In addition to providing exemplary service to guests, you will be expected to manage the Inn in alignment with the mission and operational standards established by The Trustees of Reservations. Adaptability, leadership, and a collaborative spirit are essential, as you help guide Field Farm into its next chapter of excellence. 

Specifically, you’ll: 

• 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 speciaqls, 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. 

This is a full-time/part-time exempt position reporting directly to the Regional Vice President of the Western Hills and Berkshires. 

Skills and Experience: 

Required: 

• 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.  

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. 

Don’t quite have all the skills and experience listed above? We still want to hear from you! Research shows that historically marginalized groups are less likely to apply if they do not meet every single requirement. We are committed to building a diverse team and encourage you to apply even if you are missing some of the skills and experience above.  

Questions? Contact our People team at people@thetrustees.org