The Opportunity
The Penny Lane is a reimagining of a 1960s motor inn in Hampton Bays, the gateway to "The Hamptons." The hotel has been refreshed, redesigned, and brought back to life under new ownership and management as part of the Lark Hotels portfolio. The Penny Lane combines upscale coastal charm with knowledgeable and genuine hospitality. It is design-forward but not showy. Intentional but never fussy.

Rooted in the easy rhythm of Hampton Bays, The Penny Lane is coastal without pretense. Sun washed, salt air, barefoot-after-the-beach energy. A place where the dock is as important as the design, where mornings start with great coffee and evenings end with a stunning sunset over the water.

As a Lark property, The Penny Lane joins a portfolio of thoughtfully designed boutique hotels that celebrate a strong sense of place. Each property is distinct, yet connected by a shared belief: hospitality should feel personal, design should feel intentional, and service should feel human.

The Penny Lane will embody that ethos, elevated but approachable. Refined but relaxed. Proudly local, with the operational strength and marketing reach of an established brand behind it.

We are seeking a General Manager who understands how to balance independence of spirit with brand alignment. Someone who can honor Hampton Bays while leveraging the systems, support, and scale of Lark Hotels to drive long-term success.

This role is about more than operations. It is about stewarding a reintroduction honoring the legacy of a beloved local inn while shaping a fresh, welcoming chapter.

Compensation: $80, 000 - $90, 000

The Role

As General Manager, you are responsible for shaping a guest experience that feels relaxed, genuine, and thoughtful.

You will work closely with management to translate design and ownership vision into daily execution. From financial discipline and revenue strategy to team development and community engagement, your leadership will touch every part of the property with the support of close partnership with Lark's leadership in revenue management, marketing, operations, accounting and more.

You will set the tone: unpretentious, present, and hands-on. The GM at The Penny Lane is visible. On the property. In the community. Known by name.

Deep local understanding matters. We are looking for someone who appreciates the nuances of Hampton Bays, the boaters, the fishermen, the long-time residents, the returning summer families, and who can position The Penny Lane as both a destination and a part of the neighborhood.

This is a highly visible role for a leader who thrives on building culture, driving performance, and creating a hotel that feels discovered, not manufactured.

What You'll Do

• Lead the successful opening and ongoing operation of the hotel, building teams, systems, and service standards from the ground up
• Recruit, develop, and inspire a team that reflects Lark's culture of warmth, accountability, and excellence
• Own the annual business plan, budget, and financial performance, driving strong revenue, disciplined expense control, and payroll efficiency
• Serve as the primary relationship steward between ownership and hotel management ensuring trust, alignment, and clear communication
• Cultivate meaningful relationships with key accounts, partners, and the local community, embedding the hotel into the fabric of Hampton Bays
• Inspire, develop, and hold accountable a high-performing team through clear goals, coaching, and performance management
• Ensure a safe, well-maintained, and welcoming property, delivering an exceptional guest and employee experience every day

Who You Are

• A seasoned hospitality leader with boutique hotel experience
• A natural host who leads with approachability and confidence
• Financially disciplined and operationally rigorous
• Comfortable in a hands-on environment; equally at ease reviewing a P& L or helping prepare breakfast.
• A culture builder who values simplicity, authenticity, and consistency
• Energized by bringing new life to a legacy property

Why This Is Different

• A leadership opportunity with meaningful autonomy and influence
• ​​The opportunity to contribute to the renewed energy and momentum of Hampton Bays
• The chance to shape the identity of both the guest and employee experience from day one