Terrain Cafe | Westport | Server

Server Position at Terrain Café

Terrain Café is a chef-driven, garden-to-table restaurant that celebrates seasonal ingredients and the art of gathering through thoughtful menus and warm, welcoming spaces rooted in craftsmanship and heartfelt hospitality.

Terrain Café is seeking a dedicated and passionate Server to join our front-of-house team. From greeting guests to recommending food and beverage pairings, this role is central to creating meaningful and memorable dining experiences. We're looking for someone who brings a blend of experience, warmth, and curiosity—a service professional who is committed to quality and care, passionate about food, eager to learn, and thrives in a collaborative, guest-centered environment.

Role Responsibilities

Guest Experience

• Provide personalized, elevated service in a welcoming, nature-inspired setting.
• Guide guests through seasonal menus and beverage offerings.
• Follow steps of service with consistency
• Anticipate guest needs and deliver prompt, thoughtful attention throughout service.
• Create a calm, intentional atmosphere that encourages return visits.

Service Execution

• Greet and engage guests with enthusiasm, poise, and genuine hospitality.
• Thrive in the details – actively listening, to accurately account for allergies, preferences and needs
• Take and accurately input orders using the Toast POS system.
• Deliver food and beverages in a timely and polished manner.
• Offer refined tableside wine service and engaging beverage presentations.
• Maintain cleanliness and organization across all service areas.
• Process payments accurately and follow café standards.

Menu & Product Knowledge

• Conduct menu tours that demonstrate in-depth knowledge of dish preparation, ingredient sourcing, and local purveyors.
• Confidently explain specials and seasonal updates.
• Recommend well-matched food and drink pairings.
• Educate guests on our beverage menu, including wines, craft beers, non-alcoholic drinks, and specialty coffees.
• Complete seasonal menu testing, as directed

Team Collaboration

• Support teammates and jump in where needed during service.
• Work collaboratively with peers, respecting that we all play a part in the guest experience.
• Adapt to evolving guest needs and pacing in a dynamic dining environment.
• Participate in daily team meetings and seasonal tastings to stay aligned.

Role Qualifications

• Previous experience in an elevated, high-volume environment preferred.
• Friendly, guest-focused communicator with a poised, professional presence.
• Ability to multitask while staying calm and organized under pressure.
• Passionate about hospitality, food, and sustainability.
• Familiarity with POS systems (Toast).
• Flexible availability preferred- may include mornings, evenings, weekends, and select holidays.
• Physically able to:
• Lift up to 50 lbs
• Stand, bend, reach, and move for extended periods

The Perks

Why Work with Us?

• Become part of the URBN family (Terrain, Anthropologie, Free People, Urban Outfitters) with opportunities for growth, cross-training, and advancement
• Join a distinctive garden-to-table restaurant rooted in craftsmanship offering thoughtful seasonal menus
• Warm, welcoming spaces supported by a collaborative, hospitality-focused team culture
• Employee perks, discounts & benefits across URBN brands

Benefits

Eligible full-time employees enjoy access to URBN's competitive benefits package, including:

• Medical, dental, and vision insurance
• Paid Time Off (PTO)
• 401(k) with retirement savings plans
• Learn more: urbn.com/work-with-us/benefits

EEO Statement

URBN celebrates diversity and is committed to creating an inclusive environment for all employees. We are proud to provide equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, sex (including gender, pregnancy, sexual orientation, and gender identity or expression), religion, creed, age, physical or mental disability, national origin or ancestry, ethnicity, citizenship, service in the uniformed services, genetic information, or any other protected characteristic as established by law. We believe strongly in fostering a safe, fair and respectful work environment. To ensure compliance with our non-discrimination and anti-harassment policies, we offer anti-harassment training to managers and employees.