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Wingate by Wyndham Chesapeake

2.5 star property
Chesapeake guestrooms with free WiFi

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Photo gallery for Wingate by Wyndham Chesapeake

Free daily continental breakfast
Executive Suite, 1 King Bed, Non Smoking | Premium bedding, in-room safe, desk, soundproofing
Junior Suite, 1 King Bed, Non Smoking | Premium bedding, in-room safe, desk, soundproofing
Indoor pool
Executive Suite, 1 King Bed, Non Smoking | Room amenity

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, soundproofing

Standard Room, 1 King Bed

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

View all photos for Standard Room, 2 Queen Beds

Premium bedding, in-room safe, desk, soundproofing

Standard Room, 2 Queen Beds

8.6 out of 10
Excellent
(42 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, soundproofing

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, soundproofing

Room, 2 Double Beds, Microwave

7.8 out of 10
Good
(14 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, soundproofing

Junior Suite, 1 King Bed, Non Smoking

  • 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

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

Lobby
Comfort Suites Chesapeake - Norfolk
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
4.4 out of 5, Excellent, 1,011 reviews
$90 nightly
The price is $106
Mar 29 - Mar 30
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)
  • Soundproofed rooms

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
  • Soundproofed rooms

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 fire extinguisher and 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 fire extinguisher and 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 Mar 10, 2026, prices found for a 1-night stay for 2 adults at Wingate by Wyndham Chesapeake on Mar 19, 2026 start from $96, including 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. 461 out of 1000 reviews
Rating 8 - Good. 247 out of 1000 reviews
Rating 6 - Okay. 143 out of 1000 reviews
Rating 4 - Poor. 73 out of 1000 reviews
Rating 2 - Terrible. 76 out of 1000 reviews

8.0/10

Cleanliness

8.6/10

Staff & service

7.8/10

Amenities

7.8/10

Property conditions & facilities

Reviews

8/10 Good

David

Stayed 1 night in Dec 2025

6/10 Okay

Jennifer L

Traveled with family and small children
Liked: Cleanliness, property conditions & facilities
The hotel wasn’t bad
Stayed 4 nights in Dec 2025

6/10 Okay

Shelley

Traveled with family
Liked: Cleanliness, staff & service, amenities
The Lobby was Absolutely Beautiful decorated for Christmas. Our room was clean, however the bathtub didn’t work, only the shower…but all was clean! My husband and I took our 2 grandchildren on a shopping weekend. I booked this particular hotel online for the sole purpose of the indoor pool. That was the kids only request. When we go to get in the pool, it was closed for maintenance. I must say we were all very upset. This should have been on their website. We could have found somewhere else because like I said, the pool was the most important part for the kids. I will say, all the staff was super friendly. Would I stay again? Probably so…but will definitely not be doing it online
Stayed 1 night in Dec 2025

8/10 Good

Alan

Stayed 2 nights in Dec 2025

10/10 Excellent

Shina

Stayed 1 night in Dec 2025

10/10 Excellent

Janice

Traveled with group, Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Omg this is my 4th time staying here and i love it always clean and smells good and fresh and the service is truly amazing I'm from Jersey and i always visit my family down here and this js is my second home in Virginia
Stayed 1 night in Dec 2025

8/10 Good

Joszet

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The breakfast was a plus and was fresh . The staff was friendly and welcoming
Stayed 1 night in Nov 2025

10/10 Excellent

Stephen

Stayed 1 night in Dec 2025

10/10 Excellent

Charles

Stayed 1 night in Dec 2025

2/10 Terrible

Divine

Disliked: Amenities
Our rooms had dirty sheets and there was roaches in both rooms. We booked those rooms for the amenities but the pool and jacuzzi was closed.
Stayed 3 nights in Nov 2025

8/10 Good

Joszet

Stayed 3 nights in Nov 2025

10/10 Excellent

Charles

Stayed 1 night in Dec 2025

6/10 Okay

Kayla

Stayed 1 night in Dec 2025

6/10 Okay

David

Stayed 1 night in Nov 2025

2/10 Terrible

stanley

Traveled with family
The rooms has bedbugs. I wasn’t going to do a review but I checked my account and this hotel has took 133.06$ out .How can they do that when I booked their hotels.com.
Stayed 1 night in Nov 2025

10/10 Excellent

Jahnaye

Stayed 1 night in Nov 2025

2/10 Terrible

Cory

Traveled with partner
Disliked: Cleanliness, property conditions & facilities
The room was filthy, it smelt like cigarettes and the shelves were falling off walls in the bathroom. Paint was peeling off the walls. Absolutely worst experience I’ve ever had at a hotel. I will never stay at a Wyndom hotel again.
Stayed 1 night in Nov 2025

4/10 Poor

Lillian

Stayed 3 nights in Nov 2025

8/10 Good

Lynette

Very nice staff room was ok for price. No phone in room.
Stayed 3 nights in Nov 2025

10/10 Excellent

Chris

Traveled with family
Liked: Cleanliness, staff & service, amenities
The room was everything i imagined. Bed was comfortable and plenty space
Stayed 3 nights in Nov 2025

10/10 Excellent

Miracle

Traveled with family
Liked: Cleanliness, staff & service, amenities
Clean and affordable, especially for a holiday weekend. Check in was quick and easy. There was a strong chemical cleaning smell in the halls, but I'm very sensitive to smells anyway. The room was as advertised. Parking was plentiful. Will come again.
Stayed 2 nights in Nov 2025

4/10 Poor

Michael

Traveled with family and small children
Disliked: Cleanliness, amenities, property conditions & facilities
Booked this hotel primarily for my daughter and I to use the pool during our stay, but was under maintenance (not working). The shower head in the room barely worked / no pressure. The bath tub and Shower curtain was dirty (gross). Was only 1 tiny bottle of shampoo/conditioner in one, not enough for 2 people. Multiple areas / spots of the interior of the hotel and our room needs repainted. Staff was very nice and continental breakfast was good.
Stayed 2 nights in Nov 2025

10/10 Excellent

Elaine

Stayed 1 night in Nov 2025

10/10 Excellent

Roxanne

Stayed 1 night in Nov 2025

2/10 Terrible

Ardis

Disliked: Cleanliness, amenities, property conditions & facilities
This hotel use to nice and we come here every thanksgiving but this year will be our last, pool was unavailable, the room smelled like 20 packs of Newport, bedbugs, hole in my bedroom door and burn marks and the rugs and the shower didn’t work. I will never go back that was it for me and my family.
Stayed 2 nights in Nov 2025