Entry Level Fine Dining Server Jobs in Chesapeake, VA

New Fine Dining Server Jobs with salaries & benefits from top venues every day

Find Entry Level Fine Dining Server jobs in Chesapeake, VA. Entry level roles from verified local employers. Apply online fast.Read more

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Below you'll find 36 entry level Fine Dining Server jobs, ready and waiting for you to click "Apply Now".

Top Paying Entry Level Fine Dining Server Jobs in Chesapeake, VA

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Server

at Cheddar's Scratch Kitchen
Norfolk, VA, USA|Onsite
Up to $9.75

Up to $9.75

Hourly

Hourly

Hourly

Hourly

Flexible

Flexible

Entry Level (1-2 years)

Entry Level (1-2 years)

competitive salary

competitive salary

flexible schedules

flexible schedules

health benefits

health benefits

wealth benefits

wealth benefits

Dining Discounts

Dining Discounts

Career advancement opportunities

Career advancement opportunities

Server IHOP 520

at IHOP
Hampton, VA, USA|Onsite
From $12.00 to $18.00

From $12.00 to $18.00

Hourly

Hourly

Part-time

Part-time

Flexible

Flexible

Weekend Shifts

Weekend Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

competitive pay with tips

competitive pay with tips

Discounted meals during shifts

Discounted meals during shifts

Opportunities for advancement

Opportunities for advancement

Fun and supportive team-oriented work environment

Fun and supportive team-oriented work environment

Server

at Baker's Crust
Chesapeake, VA, USA|Onsite
Part-time

Part-time

Flexible

Flexible

Entry Level (1-2 years)

Entry Level (1-2 years)

Health Insurance

Health Insurance

Dental Insurance

Dental Insurance

Paid Time Off

Paid Time Off

Employee Discounts

Employee Discounts

Retirement Plan

Retirement Plan

flexible schedule

flexible schedule

Tips

Tips

Server

at Our Team
Norfolk, VA, USA|Onsite
From $9.25 to $15.50

From $9.25 to $15.50

Hourly

Hourly

Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

Day Shifts

Day Shifts

Weekend Shifts

Weekend Shifts

Night Shifts

Night Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

competitive pay

competitive pay

flexible schedule

flexible schedule

career advancement

career advancement

employee discount

employee discount

uniform provided

uniform provided

employee benefits

employee benefits

401k

401k

Server

at American Cruise Lines
Norfolk, VA, USA|Travel
From $48,000.00 to $67,200.00

From $48,000.00 to $67,200.00

Salary

Salary

Temporary

Temporary

Full-time

Full-time

Standard Hours

Standard Hours

Weekend Shifts

Weekend Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

Health Insurance

Health Insurance

Dental Insurance

Dental Insurance

Paid Time Off

Paid Time Off

Uniforms Provided

Uniforms Provided

Travel covered

Travel covered

room and board covered

room and board covered

training provided

training provided

Server Assistant - Busser

at Bubba's 33
Chesapeake, VA, USA|Onsite
Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

Entry Level (1-2 years)

Entry Level (1-2 years)

Medical insurance

Medical insurance

Dental Insurance

Dental Insurance

Vision Insurance

Vision Insurance

Tuition Reimbursement

Tuition Reimbursement

Paid vacation

Paid vacation

short-term disability

short-term disability

Life insurance

Life insurance

Server Assistant

at River Stone Chophouse Ops LLC
Norfolk, VA, USA|Onsite
From $8.75 to $14.00

From $8.75 to $14.00

Hourly

Hourly

Part-time

Part-time

Flexible

Flexible

Entry Level (1-2 years)

Entry Level (1-2 years)

Health Insurance

Health Insurance

Paid Time Off

Paid Time Off

Employee Discounts

Employee Discounts

flexible schedule

flexible schedule

meal discounts

meal discounts

Training and Development

Training and Development

employee recognition programs

employee recognition programs

Banquet Server

at Sodexo
Norfolk, VA, USA|Onsite
Exact $17.00

Exact $17.00

Hourly

Hourly

Part-time

Part-time

Flexible

Flexible

Entry Level (1-2 years)

Entry Level (1-2 years)

Paid Time Off

Paid Time Off

Holidays

Holidays

Medical insurance

Medical insurance

Dental Insurance

Dental Insurance

Vision Insurance

Vision Insurance

Tuition Reimbursement

Tuition Reimbursement

401k plan

401k plan

Server - Chesapeake Square Chili's

at Chili's
Chesapeake, VA, USA|Onsite
Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

Weekend Shifts

Weekend Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

flexible schedules

flexible schedules

growth opportunities

growth opportunities

Team atmosphere and culture

Team atmosphere and culture

competitive pay

competitive pay

Learning and Development Programs

Learning and Development Programs

Server - Cast Member

at CEC Entertainment
Norfolk, VA, USA|Onsite
Part-time

Part-time

Flexible

Flexible

Entry Level (1-2 years)

Entry Level (1-2 years)

competitive pay

competitive pay

50 percent discount on meals

50 percent discount on meals

flexible schedules

flexible schedules

scholarships

scholarships

perks and discount programs

perks and discount programs

Employee Referral Program

Employee Referral Program

CEC Cares Fund

CEC Cares Fund

Server - Cast Member

at CEC Entertainment
Suffolk, VA, USA|Onsite
Part-time

Part-time

Flexible

Flexible

Entry Level (1-2 years)

Entry Level (1-2 years)

competitive pay

competitive pay

Meal Discount

Meal Discount

flexible schedules

flexible schedules

scholarships

scholarships

Perks and Discounts programs

Perks and Discounts programs

Employee Referral Program

Employee Referral Program

CEC Cares Fund

CEC Cares Fund

Dining Room Host/Hostess

at Buffalo Wild Wings
Portsmouth, VA, USA|Onsite
Part-time

Part-time

Hourly

Hourly

Flexible

Flexible

Weekend Shifts

Weekend Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

weekly pay

weekly pay

flexible schedule

flexible schedule

shift meal discount

shift meal discount

family dining discount

family dining discount

best in class training

best in class training

Advancement opportunities

Advancement opportunities

Paid Time Off

Paid Time Off

401(k) retirement plan

401(k) retirement plan

Tuition Benefits

Tuition Benefits

Medical insurance

Medical insurance

Dental Insurance

Dental Insurance

Vision Insurance

Vision Insurance

Recognition Program

Recognition Program

Cash Referral Program

Cash Referral Program

Community involvement

Community involvement

Server - (Part- & Full-Time)

at Harbor's Edge Continuing Care Retirement Community
Norfolk, VA, USA|Onsite
Full-time

Full-time

Part-time

Part-time

Fixed Shifts

Fixed Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

Medical insurance

Medical insurance

Dental Insurance

Dental Insurance

Vision Insurance

Vision Insurance

onsite pharmacy

onsite pharmacy

Paid Time Off

Paid Time Off

Employee assistance program

Employee assistance program

basic life insurance

basic life insurance

Short-term insurance

Short-term insurance

Long-term insurance

Long-term insurance

retirement savings plan

retirement savings plan

Tuition Reimbursement

Tuition Reimbursement

Certification training

Certification training

Legal resources

Legal resources

Identity protection plan

Identity protection plan

Server - Virginia Beach Chili's

at Chili's
Virginia Beach, VA, USA|Onsite
Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

Weekend Shifts

Weekend Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

Fast hiring

Fast hiring

flexible schedule

flexible schedule

growth opportunities

growth opportunities

great team atmosphere

great team atmosphere

Server - Norfolk Naval Base-Military Ho

at Chili's
Norfolk, VA, USA|Onsite
Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

Weekend Shifts

Weekend Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

flexible schedule

flexible schedule

growth opportunities

growth opportunities

team atmosphere

team atmosphere

Learning and Development Programs

Learning and Development Programs

competitive pay

competitive pay

Server

at Smithfield Station
Norfolk, VA, USA|Onsite
From $10.00 to $16.75

From $10.00 to $16.75

Hourly

Hourly

Full-time

Full-time

Part-time

Part-time

Hourly

Hourly

Flexible

Flexible

Day Shifts

Day Shifts

Weekend Shifts

Weekend Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

Health Insurance

Health Insurance

Dental Insurance

Dental Insurance

Paid Time Off

Paid Time Off

Employee Discounts

Employee Discounts

Retirement Plan

Retirement Plan

flexible schedule

flexible schedule

meal discounts

meal discounts

Server

at California Pizza Kitchen
Virginia Beach, VA, USA|Onsite
Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

Entry Level (1-2 years)

Entry Level (1-2 years)

competitive compensation

competitive compensation

Flexible Shifts

Flexible Shifts

Full and Part-Time Opportunities

Full and Part-Time Opportunities

benefits

benefits

Excellent Training Program

Excellent Training Program

Unlimited Career Advancement Opportunities

Unlimited Career Advancement Opportunities

Team Member Dining Discounts

Team Member Dining Discounts

Diverse Culture

Diverse Culture

holiday closures

holiday closures

Server

at Red Lobster
Virginia Beach, VA, USA|Onsite
Part-time

Part-time

Hourly

Hourly

Flexible

Flexible

Entry Level (1-2 years)

Entry Level (1-2 years)

weekly pay

weekly pay

Competitive wages

Competitive wages

flexible scheduling

flexible scheduling

Medical insurance

Medical insurance

Dental Insurance

Dental Insurance

Vision Insurance

Vision Insurance

Life insurance

Life insurance

short-term disability

short-term disability

401(k) retirement plan

401(k) retirement plan

Anniversary pay

Anniversary pay

discounted shift meals

discounted shift meals

employee dining discount

employee dining discount

Server

at California Pizza Kitchen
Virginia Beach, VA, USA|Onsite
Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

Entry Level (1-2 years)

Entry Level (1-2 years)

competitive compensation

competitive compensation

Flexible Shifts

Flexible Shifts

Full and Part-Time Opportunities

Full and Part-Time Opportunities

benefits

benefits

Excellent Training Program

Excellent Training Program

Unlimited Career Advancement Opportunities

Unlimited Career Advancement Opportunities

Team Member Dining Discounts

Team Member Dining Discounts

Diverse Culture

Diverse Culture

holiday closures

holiday closures

Bartender/Server

at Jack Brown's Beer & Burger Joint
Portsmouth, VA, USA|Onsite
Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

Day Shifts

Day Shifts

Weekend Shifts

Weekend Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

Your hard work will pay off!

Your hard work will pay off!

36 Entry Level Fine Dining Server Jobs in Chesapeake, VA - May 2026

Browse 36 entry level Fine Dining Server jobs in Chesapeake, VA. Entry level roles in bars, restaurants, hotels, and venues. Many employers hire first time workers and provide on the job training.

Hiring Demand for Entry Level Fine Dining Server Jobs in Chesapeake, VA

Employers in Chesapeake, VA are actively hiring entry level Fine Dining Server staff to cover daily service and peak hours.

Recent Entry Level Fine Dining Server Openings

have been 2 new jobs new entry level Fine Dining Server jobs were posted in the last 10 days. Listings update regularly so you see current openings.

Entry Level Fine Dining Server Salary in Chesapeake, VA

Entry level Fine Dining Server pay in Chesapeake, VA typically ranges from $25,000 per year to $55,000 per year, with average earnings near $35,000 per year or $16.83 per hour. Tips or performance based bonuses can increase total income in busy venues.

  • Lowest wage: $25,000 per year
  • Average wage: $35,000 per year or $16.83 per hour
  • Highest wage: $55,000 per year

How To Apply for Entry Level job

Apply online for entry level Fine Dining Server roles in Chesapeake, VA using OysterLink. Use filters to narrow your search:

  • Pay range
  • Experience level - entry level only
  • Work schedule - full time, part time, seasonal
  • Shift timing

Many listings support quick apply with a simple application flow.

Why Entry Level Fine Dining Server Jobs Are Common in Chesapeake, VA

Local hospitality, tourism, and nightlife in Chesapeake, VA create steady demand for entry level Fine Dining Server positions. Employers often train on site to keep bars, restaurants, and hotels fully staffed.

Top Employers Hiring Entry Level Fine Dining Server Roles

Frequent employers hiring entry level Fine Dining Server roles in Chesapeake, VA include:

    Fine Dining Server Job Benefits and Perks in Chesapeake, VA

    Many entry level Fine Dining Server jobs in Chesapeake, VA offer PTO, 401k, staff discounts, and flexible scheduling, making them strong starting points in hospitality.

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