Below you'll find 13 entry level Waiter/Waitress jobs, ready and waiting for you to click "Apply Now".
Entry Level Waiter/Waitress Jobs in Chesapeake, VA
New Waiter/Waitress Jobs with salaries & benefits from top venues every day
Find Entry Level Waiter/Waitress jobs in Chesapeake, VA. Entry level roles from verified local employers. Apply online fast.Read more
Top Paying Entry Level Waiter/Waitress Jobs in Chesapeake, VA
Explore 13 Waiter/Waitress Jobs
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Entry Level (1-2 years)
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Server
at Baker's CrustChesapeake, VA, USA|Onsite
Part-time
Flexible
Entry Level (1-2 years)
Health Insurance
Dental Insurance
Paid Time Off
Employee Discounts
Retirement Plan
flexible schedule
Tips
Server
at Red LobsterHampton, VA, USA|Onsite
Part-time
Hourly
Standard Hours
Flexible
Entry Level (1-2 years)
weekly pay
Competitive wages
flexible scheduling
Medical insurance
Dental Insurance
Vision Insurance
Life insurance
short-term disability
voluntary benefits
401(K) retirement savings plan with company match
Anniversary pay
discounted shift meals
dining discount
Career advancement opportunities
Server
at Red LobsterHampton, VA, USA|Onsite
Part-time
Hourly
Flexible
Entry Level (1-2 years)
weekly pay
flexible schedule
Medical insurance
Dental Insurance
Vision Insurance
Life insurance
short-term disability
voluntary benefits
401(k) retirement plan
Anniversary pay
discounted shift meals
guest meal discount
career training and advancement opportunities
Server
at Smithfield StationNorfolk, VA, USA|Onsite
Range $10.00 - $16.75
Full-time
Part-time
Hourly
Flexible
Day Shifts
Weekend Shifts
Entry Level (1-2 years)
Health Insurance
Dental Insurance
Paid Time Off
Employee Discounts
Retirement Plan
flexible schedule
meal discounts
Bar Services Team (PT)
at Westminster-Canterbury on Chesapeake BayNorfolk, VA, USA|Onsite
Range $9.50 - $15.75
Full-time
Part-time
Hourly
Day Shifts
Weekend Shifts
Entry Level (1-2 years)
Medical insurance
Dental Insurance
Vision Insurance
Life insurance
Disability insurance
Retirement Plan
Paid Time Off
Paid holidays
Tuition Assistance
Employee assistance program
Legal protection plans
Team member discounts
Career growth opportunities
Catering Coordinator
at SodexoNorfolk, VA, USA|Onsite
Range $18.00 - $24.00
Full-time
Flexible
Entry Level (1-2 years)
Flexible work environment
Training and Development
Career advancement opportunities
Paid Time Off
Medical insurance
Dental Insurance
Vision Insurance
Tuition Reimbursement
401k
Employee Discount Programs
Cocktail Server - Williamsburg Inn
at Colonial WilliamsburgHampton, VA, USA|Onsite
Range $9.00 - $15.00
Full-time
Standard Hours
Entry Level (1-2 years)
Probationary employment status
Potential for benefits eligibility
Five Star service environment
Training in formal tea service
Opportunity to work in a historic luxury hotel
Collaborative team environment
Career advancement opportunities
Food & Beverage Server
at Buffalo Wild WingsSuffolk, VA, USA|Onsite
Full-time
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
weekly pay
flexible scheduling
Employee meal discounts
Industry-leading training
Career advancement pathways
Paid Time Off
401(k) retirement plan
Tuition Assistance
Medical insurance
Dental Insurance
Vision Insurance
Cash referral incentives
recognition programs
Slip-resistant footwear support
Community engagement opportunities
training competitions
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Guest Service Server — Front-of-House
at Dine BrandsSuffolk, VA, USA|Onsite
Exact $60,000.00
Full-time
Flexible
Entry Level (1-2 years)
competitive pay
flexible scheduling
tip opportunities
Employee Discounts
Supportive team environment
Career advancement opportunities
Wait Staff
at Atlantic Shores Retirement CommunityNorfolk, VA, USA|Onsite
Range $10.75 - $15.50
Full-time
Part-time
Hourly
Flexible
Entry Level (1-2 years)
Health Insurance
Dental Insurance
Vision Insurance
Life insurance
short term disability
long term disability
Paid Time Off
401k
Tuition Reimbursement
Employee assistance program
Holiday pay
overtime pay
Referral Bonus
Employee Recognition Program
Part-time Waitstaff - Assisted Living
at Atlantic Shores Retirement CommunityVirginia Beach, VA, USA|Onsite
Range $15.50 - $18.60
Full-time
Part-time
Hourly
Weekend Shifts
Entry Level (1-2 years)
Competitive hourly pay
1.5x Holiday Pay
overtime pay
Generous Paid Time Off
Medical insurance
Dental Insurance
Vision Insurance
Life insurance
Short-term and long-term disability insurance
Tuition Reimbursement
401K with company match
educational partnership discounts
Referral Bonus
Employee Recognition Program
Employee assistance program
Server
at California Pizza KitchenVirginia Beach, VA, USA|Onsite
Full-time
Part-time
Flexible
Entry Level (1-2 years)
competitive compensation
Flexible Shifts
Full and Part-Time Opportunities
benefits
Excellent Training Program
Unlimited Career Advancement Opportunities
Team Member Dining Discounts
Diverse Culture
holiday closures
Waitstaff LLH
at Riverside Health SystemVirginia Beach, VA, USA|Onsite
Range $9.75 - $16.25
Entry Level (1-2 years)
Health Insurance
Dental Insurance
Paid Time Off
Retirement Plan
employee wellness program
Training and Development
Employee Discounts
13 Entry Level Waiter/Waitress Jobs in Chesapeake, VA - June 2026
Browse 13 entry level Waiter/Waitress 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 Waiter/Waitress Jobs in Chesapeake, VA
Employers in Chesapeake, VA are actively hiring entry level Waiter/Waitress staff to cover daily service and peak hours.
Recent Entry Level Waiter/Waitress Openings
have been 2 new jobs new entry level Waiter/Waitress jobs were posted in the last 10 days. Listings update regularly so you see current openings.
Entry Level Waiter/Waitress Salary in Chesapeake, VA
Entry level Waiter/Waitress 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 Waiter/Waitress 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 Waiter/Waitress Jobs Are Common in Chesapeake, VA
Local hospitality, tourism, and nightlife in Chesapeake, VA create steady demand for entry level Waiter/Waitress positions. Employers often train on site to keep bars, restaurants, and hotels fully staffed.
Top Employers Hiring Entry Level Waiter/Waitress Roles
Frequent employers hiring entry level Waiter/Waitress roles in Chesapeake, VA include:
Waiter/Waitress Job Benefits and Perks in Chesapeake, VA
Many entry level Waiter/Waitress jobs in Chesapeake, VA offer Tips, Dental Insurance, staff discounts, and flexible scheduling, making them strong starting points in hospitality.
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