Waiter/Waitress Jobs in Chesapeake, VA

New Waiter/Waitress Jobs with salaries & benefits from top venues every day

Looking for Waiter/Waitress jobs in Chesapeake, VA close to you? You're in the right place. Browse current openings and apply today to take the next step in your hospitality career.

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Top Paying Waiter/Waitress Jobs in Chesapeake, VA

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Explore 113 Waiter/Waitress Jobs - Updated Sep 26, 2025

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Full-time

Full-time

Part-time

Part-time

Weekend Shifts

Weekend Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

Medical

Medical

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Invited is a leading company in the hospitality and service industry with a rich history dating back to 1957. As the largest owner and operator of private clubs nationwide, Invited proudly manages over 130...

Posted 6 days ago

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Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

No experience required

No experience required

competitive compensation

competitive compensation

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California Pizza Kitchen (CPK) is a renowned casual dining restaurant chain known for its innovative approach to traditional pizza and inspiring dining experiences. Established over 35 years ago, CPK has built...

Posted 8 days ago

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Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

Weekend Shifts

Weekend Shifts

Entry Level (1-2 years)

Entry Level (1-2 years)

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Hilton Garden Inn Suffolk Riverfront, located at 100 E. Constance Road, Suffolk, VA, is a part of the Landmark Hotel Group, a company that puts people first. Landmark Hotel Group is well-known in the...

Posted 9 days ago

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Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

No experience required

No experience required

competitive compensation

competitive compensation

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California Pizza Kitchen (CPK) is a well-established restaurant company known for pioneering unique pizzas and delivering a memorable dining experience through innovative food and a welcoming atmosphere. With...

Posted 9 days ago

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Full-time

Full-time

Day Shifts

Day Shifts

Mid Level (3-7 years)

Mid Level (3-7 years)

Health Insurance

Health Insurance

Dental Insurance

Dental Insurance

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Invited is a leading company in the hospitality and service industry, committed to building meaningful relationships and enriching the lives of its members, guests, and employees. Established in 1957, Invited...

Posted 9 days ago

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From $12.00 to $16.00

From $12.00 to $16.00

Hourly

Hourly

Part-time

Part-time

Rotating Shifts

Rotating Shifts

No experience required

No experience required

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Sentara Princess Anne Hospital is a distinguished 174-bed acute care facility located in Virginia Beach, VA, serving the communities of southern Virginia Beach, Chesapeake, and northeastern North Carolina. The...

Posted 10 days ago

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From $15.50 to $18.60

From $15.50 to $18.60

Hourly

Hourly

Hourly

Hourly

Full-time

Full-time

Part-time

Part-time

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Atlantic Shores is a renowned continuing care retirement community located in Virginia Beach, specifically serving individuals aged 55 and above. This award-winning establishment is dedicated to creating a...

Posted 11 days ago

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Hourly

Hourly

Full-time

Full-time

Part-time

Part-time

Standard Hours

Standard Hours

Flexible

Flexible

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Atlantic Shores is a distinguished continuing care retirement community located in Virginia Beach, serving residents aged 55 and older. As an award-winning establishment, Atlantic Shores prioritizes creating a...

Posted 11 days ago

Open in New Tab

From $16.00 to $19.00

From $16.00 to $19.00

Hourly

Hourly

Hourly

Hourly

Full-time

Full-time

Rotating Shifts

Rotating Shifts

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Atlantic Shores is a distinguished continuing care retirement community located in Virginia Beach, VA, dedicated to serving adults aged 55 and older. As an award-winning facility, Atlantic Shores prides itself...

Posted 13 days ago

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Part-time

Part-time

Flexible

Flexible

Weekend Shifts

Weekend Shifts

Night Shifts

Night Shifts

No experience required

No experience required

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This job opening is for a Server Assistant position at a hospitality establishment, most likely a restaurant or a dining venue, where providing exemplary guest service is a primary focus. The hiring company...

Posted 13 days ago

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113 Waitress Jobs in Chesapeake, VA Near You - September 2025

If you're looking for Waitress jobs in Chesapeake, you're in the right place. The area's hospitality industry is growing, and OysterLink currently lists 113 Waitress positions near you across restaurants, cafes, hotels, and other venues in the Chesapeake, VA area.

New job listings are posted regularly, creating plenty of opportunities for you to start your next Waitress role fast.

Recent Openings for Waitresses in Chesapeake, VA

There have been 2 new jobs posted in the last 10 days, with fresh jobs coming in frequently to help you find current and verified Waitress openings in Chesapeake.

Waitress Salary in Chesapeake, VA

The average salary for Waitresses in Chesapeake is $27,700 per year or $13.3 per hour, based on the compiled data from current job listings and market trends.

Salary ranges for Waitress positions in Chesapeake typically fall between $18,700 per year and $41,600 per year, influenced by venue type, experience, and hours worked.

Lowest wage for Waitresses in ChesapeakeAverage wage for Waitresses in ChesapeakeHighest wage for Waitresses in Chesapeake
$18,700 per year$27,700 per year or $13.3 per hour$41,600 per year

Fine dining establishments and busy restaurants tend to offer better pay and tipping opportunities for Waitresses.

Chesapeake’s hospitality sector offers competitive pay, supported by consistent demand for skilled Waitresses in various service settings.

If you’re considering Waitress jobs in Chesapeake, you can expect diverse opportunities, including part-time and full-time options.

How To Apply for Waitress Jobs in Chesapeake, VA

Applying for Waitress jobs on OysterLink is straightforward. Listings include detailed info about pay, hours, employer types, and requirements. Use filters to refine your search based on:

  • Pay rate
  • Experience level
  • Full-time or part-time availability
  • Shift preferences

Employers filling Waitress roles in Chesapeake often want quick hires, so submitting applications early can increase your chances of getting hired.

Simply select a job, upload your resume, and connect directly with hiring managers through the platform.

Why Waitress Jobs Are in Demand in Chesapeake

Chesapeake’s mix of residential neighborhoods and commercial hubs creates steady demand for Waitresses throughout the year.

Below are common neighborhoods and typical establishments where Waitresses are frequently employed in Chesapeake:

NeighborhoodsEstablishments
GreenbrierCasual dining restaurants
Great BridgeFamily-style restaurants
Portsmouth BoulevardHotel dining rooms

Chesapeake’s growing hospitality scene, including local events and tourism, helps maintain ongoing hiring for Waitress positions.

Where Waitresses Are in Demand in Chesapeake

Here are some of the leading employers actively seeking Waitresses in Chesapeake:

  • Invited Clubs
  • TGI Friday's
  • Five Star Senior Living

What To Expect as a Waitress in Chesapeake

Typical Waitress job responsibilities include:

  • Greeting and seating guests
  • Taking and delivering orders accurately
  • Handling cash and POS transactions
  • Maintaining cleanliness of dining areas

Many employers expect Waitresses to provide excellent customer service and upsell menu items.

Shifts may include evenings, weekends, and holidays to match customer demand, requiring good communication and multitasking skills.

While experience is valued, there are numerous entry-level roles with on-the-job training available.

Waitress Job Benefits and Perks in Chesapeake

Waitress positions often come with additional benefits. Apart from competitive wages and tips, typical perks include Paid on the job training, Retirement Plan, and other benefits.

Employers in Chesapeake increasingly offer enhanced benefits to attract and retain quality Waitress staff.

Explore More Waitress Opportunities Near Chesapeake

Chesapeake is part of a wider region with vibrant hospitality employment options. Nearby cities include:

  • Norfolk
  • Virginia Beach
  • Portsmouth

These cities offer Waitress jobs near you with varied shifts, pay scales, and work environments.

Whether you’re looking specifically for Waitress jobs near you or seeking opportunities across Chesapeake and surroundings, OysterLink can help connect you with reliable listings.

Useful Resources for Waitresses in Chesapeake, VA

Here are some helpful resources if you're pursuing a Waitress career in Chesapeake:

ResourceDescription
City of Chesapeake Employment PortalOfficial job listings across Chesapeake departments
USAJOBS Food Service Worker ListingFederal Food Service Worker job details
Chesapeake Hospitality Job Fair InfoDetails on local hospitality job events