Terrain Cafe | Westport | Server

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.

About the role

We’re 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 committed to quality and care, passionate about food, eager to learn, and thrives in a collaborative, guest-centered environment.

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.
  • Actively listen 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.

Requirements

• 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.

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.

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 in warm, welcoming spaces supported by a collaborative, hospitality-focused team culture. Employee perks, discounts, and benefits are available across URBN brands.