Terrain Cafe | Westport | Server

Menus & Venues; Westport (CT); On-site; USD 30,000 - 52,000; Full time

Benefits offered by this job

URBN family

Discounts across URBN brands

Growth opportunities

Job summary

Terrain Café in Westport, CT, is seeking a dedicated and passionate Server to join our front-of-house team. You will greet guests, guide them through seasonal menus and beverage pairings, and deliver thoughtful, hospitality-driven service in a garden-to-table setting.

You’ll input orders using Toast, maintain a polished dining room, and collaborate with a warm, guest-centered team to ensure memorable experiences for every guest.

Qualifications

• Experience in an elevated, guest-focused service environment preferred.
• Excellent communication and friendly presence with guests.
• Ability to multitask calmly under pressure and during peak service.

Responsibilities

• 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 timely, thoughtful attention.
• Create a calm atmosphere that encourages return visits.
• Greet and engage guests with enthusiasm and genuine hospitality.
• Take and input orders using Toast POS accurately.
• Deliver food and beverages in a timely and polished manner.
• Offer refined tableside wine service and beverage presentations.
• Maintain cleanliness and organization across service areas.
• Process payments accurately and follow café standards.
• Conduct menu tours with in-depth knowledge of dishes and sourcing.
• Explain specials and seasonal updates clearly.
• Recommend well-matched food and drink pairings.
• Educate guests on beverages including wines and beers.
• Participate in seasonal tastings and team meetings.
• Support teammates and adapt to evolving guest needs.

Skills

Guest service

Communication

Multitasking

Hospitality

Sustainability minded

Tools

Toast POS

Job description

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.
• M aintain 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

• 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.