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Wingate by Wyndham Chesapeake

2.5 star property
Chesapeake guestrooms with free WiFi

Choose dates to view prices

Photo gallery for Wingate by Wyndham Chesapeake

Indoor pool
Lobby lounge
Executive Suite, 1 King Bed, Non Smoking | Room amenity
Room, 1 King Bed, Accessible, Non Smoking (Mobility,Roll-in Shower OR Tub/Shower) | Premium bedding, in-room safe, desk, iron/ironing board
Free daily continental breakfast

Reviews

8.0 out of 10
Very good

Popular amenities

  • Hot tub
  • Parking included
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
817 Greenbrier Circle, Chesapeake, VA, 23320
  • Place, Chesapeake Conference Center
    ‪4 min walk‬
  • Place, Greenbrier Mall
    ‪3 min drive‬
  • Place, Jillian's Billiards
    ‪4 min drive‬
  • Airport, Norfolk, VA (ORF-Norfolk Intl.)
    ‪14 min drive‬

Room options

View all photos for Standard Room, 1 King Bed

Premium bedding, in-room safe, desk, iron/ironing board

Standard Room, 1 King Bed

8.2 out of 10
Very good
(93 reviews)
  • 301 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Queen Beds

Premium bedding, in-room safe, desk, iron/ironing board

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(36 reviews)
  • 301 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Room, 1 King Bed, Accessible, Non Smoking (Mobility,Roll-in Shower OR Tub/Shower)

Premium bedding, in-room safe, desk, iron/ironing board

Room, 1 King Bed, Accessible, Non Smoking (Mobility,Roll-in Shower OR Tub/Shower)

7.8 out of 10
Good
(26 reviews)
  • 301 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 2 Double Beds, Microwave

Premium bedding, in-room safe, desk, iron/ironing board

Room, 2 Double Beds, Microwave

8.0 out of 10
Very good
(11 reviews)
  • 299 sq ft
  • Sleeps 4
  • 2 Double Beds

View all photos for Suite, 1 King Bed, Non Smoking, Microwave

Suite, 1 King Bed, Non Smoking, Microwave | Room amenity

Suite, 1 King Bed, Non Smoking, Microwave

  • 396 sq ft
  • Sleeps 4
  • 1 King Bed

2 Double Beds, Non-Smoking

  • Sleeps 4

Executive King Suite - Non-Smoking

  • Sleeps 4

Junior King Suite - Non-Smoking

  • Sleeps 4

Room With 1 King Bed, Mobility Accessible Roll-in Shower Or Bathtub/Shower-Non-Smoking

  • Sleeps 2

King Room - Non-Smoking

  • Sleeps 2

2 Queen Beds Room, Non-Smoking

  • Sleeps 4

Deluxe King Suite-Non-Smoking

  • Sleeps 4

View all photos for Junior Suite, 1 King Bed, Non Smoking

Premium bedding, in-room safe, desk, iron/ironing board

Junior Suite, 1 King Bed, Non Smoking

7.0 out of 10
Good
(6 reviews)
  • 396 sq ft
  • Sleeps 4
  • 1 King Bed

View all photos for Executive Suite, 1 King Bed, Non Smoking

Executive Suite, 1 King Bed, Non Smoking | Room amenity

Executive Suite, 1 King Bed, Non Smoking

  • 396 sq ft
  • Sleeps 4
  • 1 King Bed

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Holiday Inn Express Chesapeake - Norfolk by IHG

Chesapeake
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
4.3 out of 5, Excellent, 1,001 reviews
$83 nightly
The price is $97
Feb 22 - Feb 23
Total with taxes and fees
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About the neighborhood

Chesapeake

In entertainment district.You'll be within half a mile (1 km) of Chesapeake Conference Center and 2 miles (3 km) of Greenbrier Mall with a stay here. AMF Indian River Lanes and Chesapeake City Park are also within 3 miles (5 km).

What's nearby

  • Chesapeake Conference Center - 4 min walk - 0.3 miles
  • Greenbrier Mall - 3 min drive - 1.1 miles
  • Jillian's Billiards - 4 min drive - 1.7 miles
  • Virginia Beach Boardwalk - 23 min drive - 21.3 miles
  • Sandbridge Beach - 25 min drive - 20.3 miles

Getting around

  • Newtown Road Station - 10 min drive
  • Norfolk Station - 15 min drive
  • Norfolk Intl. Airport (ORF) - 14 min drive

Restaurants

  • ‪Wawa - ‬7 min walk
  • ‪Chick-fil-A - ‬3 min drive
  • ‪McDonald's - ‬19 min walk
  • ‪Olive Garden - ‬3 min drive
  • ‪Panera Bread - ‬3 min drive

About this property

Wingate by Wyndham Chesapeake

Chesapeake guestrooms with free WiFi
Wingate by Wyndham Chesapeake offers its guests an indoor pool, a hot tub, and a fitness center. A computer station is on site and WiFi is free in public spaces. A 24-hour business center and meeting rooms are available. Free breakfast is served daily. Event space at this hotel measures 1981 square feet (184 square meters) and includes conference space. A vending machine, gift shops/newsstands, and coffee/tea in a common area are also featured at the business-friendly Wingate by Wyndham Chesapeake. Self parking is free.

This Chesapeake hotel is smoke free.

  • 1 building
  • 100 guestrooms or units
  • 4 levels
  • Meeting rooms
  • 1981 sq ft of conference space
  • 184 sq m of conference space
  • Continental breakfast (free)
  • Business center (24 hours)
  • Conference space
  • Coffee in lobby
  • Dry cleaning
  • Self-service laundry
  • Front desk (24 hours)
  • Express check-in
  • Express check-out
  • Front-desk safe
  • Gift shop
  • Newspapers in lobby (free)
  • Fireplace in lobby
  • Television in lobby
  • ATM
  • Elevator
  • No smoking on site
Wingate by Wyndham Chesapeake offers 100 air-conditioned accommodations with safes and coffee/tea makers. Beds feature premium bedding. Televisions come with digital channels. Refrigerators and microwaves are provided. Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers.

This Chesapeake hotel provides complimentary wired and wireless Internet access, with a WiFi speed of 25+ Mbps. Business-friendly amenities include desks and complimentary weekday newspapers; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and fans. Housekeeping is provided daily.

Similar properties

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Comfort Suites Chesapeake - Norfolk
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
4.3 out of 5, Excellent, 1,001 reviews
$80 nightly
The price is $94
Feb 15 - Feb 16
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk

Property amenities

Family friendly

  • In-room microwave
  • In-room refrigerator
  • Indoor pool
  • Laundry facilities
  • Rollaway/extra bed (surcharge)

Internet

  • Available in all rooms: Free WiFi and wired internet
  • In-room WiFi speed: 25+ Mbps
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • Free RV/bus/truck parking on site
  • Wheelchair-accessible parking available

Food and drink

  • Free continental breakfast available daily
  • Coffee and tea in common areas

Things to do

  • Gym
  • Hot tub
  • Indoor pool
  • TV in common areas

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 5 accessible parking spaces
  • Assistive listening devices
  • Braille/raised signage
  • Elevator (42 inch wide door)
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to elevator

Room amenities

Entertainment

  • 32-inch TV with digital channels

Bedroom

  • Premium bedding
  • Rollaway/extra bed (surcharge)

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower/bathtub combination
  • Towels provided

Food and drink

  • Coffee/tea maker
  • Microwave
  • Refrigerator

More

  • Air conditioning
  • Connecting rooms available
  • Desk
  • Fan
  • Free local calls
  • Free weekday newspapers
  • Iron/ironing board
  • Safe

Policies

Check-in

Check-in time starts at 3:00 PM
Express check-in available
Minimum check-in age: 21

Check-out

Check-out before 11 AM
Contactless check-out available
Express check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are available for USD 25.0 per day.
  • Cribs (infant beds) are not available.

Property payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Rollaway bed fee: USD 25.0 per day

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation
This property accepts credit cards; cash is not accepted
Safety features at this property include a smoke detector
Masks are required at the property for guests without COVID-19 vaccination
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation. This property accepts Visa, Mastercard, American Express, Discover, Diners Club, and JCB International. Cash is not accepted. 
    For guests' safety, the property includes a smoke detector in each accommodation. Masks are required in public areas for unvaccinated guests.

We should mention

  • Pool access available from 1:00 PM to 10 PM.
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.

Property is also known as

Wingate Chesapeake
Wingate Wyndham Chesapeake
Wingate Wyndham Hotel Chesapeake
Wyndham Chesapeake
Wingate By Wyndham Chesapeake Hotel Chesapeake
Wingate Hotel Chesapeake
Wingate Wyndham Chesapeake Hotel
Wingate Hotel Chesapeake
Wingate by Wyndham Chesapeake Hotel
Wingate by Wyndham Chesapeake Chesapeake
Wingate by Wyndham Chesapeake Hotel Chesapeake

Frequently asked questions

How close is Wingate by Wyndham Chesapeake to the airport?

Wingate by Wyndham Chesapeake is 8.8 mi (14-min drive) away from the Norfolk Intl. Airport (ORF) airport, the closest popular airport to the property.

How much does it cost to stay at Wingate by Wyndham Chesapeake?

As of Feb 13, 2026, prices found for a 1-night stay for 2 adults at Wingate by Wyndham Chesapeake on Feb 22, 2026 start from $76.8, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Wingate by Wyndham Chesapeake have an airport shuttle?

Airport shuttle services are not available at Wingate by Wyndham Chesapeake.

How close is Wingate by Wyndham Chesapeake to the beach?

This hotel is 12.2 mi (21-min drive) from Little Creek Beach and 12.6 mi (19-min drive) from Chesapeake Beach. Don't forget your sunscreen!

Does Wingate by Wyndham Chesapeake offer free breakfast?

Wingate by Wyndham Chesapeake offers free continental breakfast every day.

Is there a casino at Wingate by Wyndham Chesapeake?

No, there is no casino at this hotel, but Rivers Casino Portsmouth (16-min drive) is nearby.

What time is check-in at Wingate by Wyndham Chesapeake?

Check-in begins at 3:00 PM.

Is there free parking at Wingate by Wyndham Chesapeake?

This hotel offers free self parking.

Does Wingate by Wyndham Chesapeake have a pool?

Wingate by Wyndham Chesapeake features an indoor pool. Guests can enjoy pool access from 1:00 PM to 10 PM.

Does Wingate by Wyndham Chesapeake have a spa?

There are no spa services available at this hotel.

How close is Wingate by Wyndham Chesapeake to downtown Chesapeake?

Wingate by Wyndham Chesapeake is 3.5 mi away from Chesapeake.

Wingate by Wyndham Chesapeake Reviews

Reviews

8.0

Very Good

Rating 10 - Excellent. 464 out of 1001 reviews
Rating 8 - Good. 251 out of 1001 reviews
Rating 6 - Okay. 139 out of 1001 reviews
Rating 4 - Poor. 68 out of 1001 reviews
Rating 2 - Terrible. 79 out of 1001 reviews

8.0/10

Cleanliness

8.6/10

Staff & service

7.8/10

Amenities

7.8/10

Property conditions & facilities

Reviews

4/10 Poor

Steve

Had to call front desk to at least come change my towels as I checked in Saturday about minutes after 3am and from then until I was ready to leave my room was not cleaned.
Stayed 3 nights in Nov 2025

10/10 Excellent

Steven

Stayed 1 night in Nov 2025

10/10 Excellent

Torreon

Stayed 3 nights in Nov 2025

8/10 Good

Enitan

Stayed 1 night in Nov 2025

10/10 Excellent

Aodrion

Great
Stayed 1 night in Oct 2025

8/10 Good

Roslyn

Stayed 2 nights in Oct 2025

10/10 Excellent

Carmen

Traveled with family
Liked: Cleanliness, staff & service, amenities
The room was pretty clean. Good breakfast.
Stayed 1 night in Oct 2025

10/10 Excellent

Dennis

Stayed 1 night in Oct 2025

6/10 Okay

Cesar, Clifton

Stayed 3 nights in Oct 2025

8/10 Good

Keshauna

Traveled with group
Liked: Cleanliness, staff & service
The breakfast was ok, could’ve been way more options
Stayed 2 nights in Oct 2025

10/10 Excellent

Anthony

Stayed 2 nights in Oct 2025

8/10 Good

Rosalind

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Bathtub is very slippery. House keeping did not replace paper coffee cup or leave more coffee/soup/shampoo on second day of stay.
Stayed 1 night in Oct 2025

6/10 Okay

Courtney

Stayed 2 nights in Oct 2025

10/10 Excellent

Christopher

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Quiet and peaceful
Stayed 1 night in Oct 2025

10/10 Excellent

Kevin

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The young lady that was working at 10pm had 3 groups at the desk when I walked in, and she handled the situation with ease and a smile. Very efficient.
Stayed 1 night in Oct 2025

10/10 Excellent

David

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great staff and clean .
Stayed 2 nights in Oct 2025

10/10 Excellent

David

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great place to stay and clean .
Stayed 1 night in Oct 2025

2/10 Terrible

Charles

Disliked: Cleanliness, staff & service, property conditions & facilities
"Survive bed bug attack" wasn't on my bucket list of life experiances, Nevertheless I was able to check it off after staying here. The bites are surprisingly linear and impressivley itchy, but not like a mosquito bite. I should have listened to my gut when it told me to leave after being assulted by the smell of mildew and weed pouring from the room and seeing the stained shower curtain and what I assumed to be snot on the sheet of the second bed, but sadly I stayed....and lived to regret my decision. I Wish I had slept in the car. I feel like I need to bathe in bleach after one night there.
Stayed 1 night in Oct 2025

2/10 Terrible

Jordan

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort
There was a big church conference that happening in there conference room. Live band playing until 8 pm then the kids rting running up down the hallways banging on the doors, banging on walls and madmen wouldn’t do anything about it. Elevators were soaking wet. Only half the lights worked in the room.
Stayed 1 night in Oct 2025

8/10 Good

Roslyn

Stayed 1 night in Oct 2025

8/10 Good

Darrius

Stayed 1 night in Oct 2025

4/10 Poor

Gary

Business traveler
Liked: Cleanliness, staff & service
Disliked: Property conditions & facilities
Our room smelled like urine. The bathroom shelves were falling off the wall. The shower over-flooded on the bathroom floor.
Stayed 2 nights in Oct 2025

10/10 Excellent

Dr. Jonathan

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed overnight because my flight was canceled, and I must say this hotel was one of the best in terms of room space and comfort. I would highly recommend this hotel!
Stayed 1 night in Oct 2025

6/10 Okay

Donna

Stayed 3 nights in Oct 2025

8/10 Good

Carolann

Liked: Cleanliness, staff & service, property conditions & facilities
Clean, Nice rooms, and breakfast :)
Stayed 2 nights in Oct 2025