Wingate by Wyndham Chesapeake

Hotel in Chesapeake with free breakfast and a fitness center

Choose dates to view prices

Where to?

Dates

August 2025

September 2025

Relax in our stylish lobby, featuring a comfortable seating area with a sofa and armchairs.

Relax by the pool surrounded by comfortable lounge chairs.

Experience the hotel's modern design and convenient entrance with a covered walkway.

Welcome to our hotel lobby, featuring a central reception desk, seating area, and dining space.

Comfortable room with a neatly made bed, desk, and television.

Overview
Rooms
Location
Policies

Very good

Popular amenities

Hot Tub
Housekeeping
Gym

Explore the area

817 Greenbrier Circle, Chesapeake, VA, 23320

Chesapeake Conference Center
‪4 min walk‬
Greenbrier Mall
‪2 min drive‬
Regent University
‪4 min drive‬
Norfolk, VA (ORF-Norfolk Intl.)
‪16 min drive‬

Book today, save on your next hotel stay

It's that easy when you're a member of Orbitz Rewards. It's free to join!

Room options

Relax in this inviting room with a large bed, desk, and flat-screen TV.

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

Good

301 sq ft
Sleeps 2
1 King Bed

Relax in comfort with a spacious dining area, comfortable seating, and a desk for work.

Suite, 1 King Bed, Non Smoking, Microwave

396 sq ft
Sleeps 4
1 King Bed

Relax in this stylish room with a large bed, sofa, and armchair, perfect for unwinding.

Junior Suite, 1 King Bed, Non Smoking

Good

396 sq ft
Sleeps 4
1 King Bed

Relax in a spacious room with a flat-screen TV, desk, and comfortable sofa.

Executive Suite, 1 King Bed, Non Smoking

396 sq ft
Sleeps 4
1 King Bed

Two single beds with wooden headboards and white bedding, a desk, TV, armchair, and ottoman.

Standard Room, 2 Queen Beds

Excellent

301 sq ft
Sleeps 4
2 Queen Beds

Two single beds with matching headboards and a large flat-screen TV on a desk.

Room, 2 Double Beds, Microwave

Very good

299 sq ft
Sleeps 4
2 Double Beds

Standard Room, 1 King Bed

Very good

301 sq ft
Sleeps 2
1 King Bed

About the neighborhood

Chesapeake

Located within a 5-minute walk of Chesapeake Conference Center, Wingate by Wyndham Chesapeake is within 2 miles (3 km) of Greenbrier Mall. This hotel has 100 rooms and welcomes guests with conveniences like free breakfast, an indoor pool, and free in-room WiFi.

What's nearby

Chesapeake Conference Center - 4 min walk - 0.3 miles
Greenbrier Mall - 2 min drive - 1.1 miles
Regent University - 4 min drive - 2.6 miles
Chesapeake Regional Medical Center - 8 min drive - 5.3 miles
Veterans United Home Loans Amphitheater at Virginia Beach - 17 min drive - 11.4 miles

Getting around

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

Restaurants

‪Chick-fil-A - ‬3 min drive
‪Panera Bread - ‬3 min drive
‪McDonald's - ‬19 min walk
‪Crazy Buffet & Grill - ‬12 min walk
‪Cracker Barrel - ‬3 min drive

About this property

Wingate by Wyndham Chesapeake

Hotel in Chesapeake with free breakfast and a fitness center

At Wingate by Wyndham Chesapeake, guests enjoy an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Additional amenities include a hot tub, meeting rooms, and conference space.

Guests can expect free WiFi and 32-inch TVs with digital channels. Beds are dressed in premium bedding and bathrooms offer hair dryers and free toiletries. Refrigerators, microwaves, and coffee makers are other standard amenities.

An indoor pool and a hot tub are on site. Other recreational amenities include a fitness center.

Languages

English

Similar properties

Contemporary hotel room with a large bed, wooden desk, and large window.

Pool
Breakfast included
Parking included
Free WiFi

$89 nightly

Sep 3 - Sep 4

Total includes taxes and fees

Property amenities

Internet

Available in all rooms: Free WiFi
Available in some public areas: Free WiFi and wired internet

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

Family friendly

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

Conveniences

24-hour front desk
ATM
Free newspapers in lobby
Gift shop/newsstand
Laundry facilities
Safe at front desk
Vending machine

Guest services

Dry cleaning/laundry service
Housekeeping (daily)

Business services

1,981 square feet of conference space
24-hour business center
Computer station
Meeting rooms

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

1 building
4 floors
Ballroom
Banquet hall
Fireplace in lobby
Smoking not allowed

Room amenities

Bedroom

Premium bedding
Rollaway/extra bed (surcharge)

Bathroom

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

Entertainment

32-inch TV with digital channels

Food and drink

Coffee/tea maker
Microwave
Refrigerator

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

Access methods

Staffed front desk

Pets

Service animals exempt from fees

Children and extra beds

Rollaway/extra beds are available for USD 25.0 per day

Property payment types

Important information

Optional extras

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

Rollaway bed fee: USD 25.0 per day

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

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

Check-in: 3:00 PM
Check-out: 11 AM
Minimum check-in age: 21

The front desk is open 24 hours a day, and checking in and out are easy with express services. Driving? This property offers free self parking, along with free RV, bus, and truck parking.

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts credit cards. Cash is not accepted.
The credit card used at check-in for incidentals must be in the name of the primary guest who made the reservation.
Onsite safety features include a smoke detector.
Masks are required in public areas for unvaccinated guests.

Additional information about polices, regulations, and more:

Pool access available from 1:00 PM to 10 PM.
Connecting or adjoining rooms can be requested, but all rooms are subject to availability. Contact the property using the phone number on your booking confirmation.
No cribs or infant beds are available.

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

Are free cancellation options available at Wingate by Wyndham Chesapeake?

Wingate by Wyndham Chesapeake provides free cancellation on certain room rates. For specific requirements, take a look at the cancellation policy on our site.

What's there to do around Wingate by Wyndham Chesapeake?

This hotel is located in Chesapeake within a short 5-minute walk of Chesapeake Conference Center. You'll also find Greenbrier Mall and AMF Indian River Lanes within a short drive.

Is parking available on site at Wingate by Wyndham Chesapeake?

Yes, self parking is offered for free at the hotel. Accessible parking and free RV/bus/truck parking are also available for guests.

Does Wingate by Wyndham Chesapeake feature a casino?

No, Wingate by Wyndham Chesapeake doesn't have a casino.

Will I find an indoor pool at Wingate by Wyndham Chesapeake?

Yes, this hotel has an indoor pool along with a hot tub. Guests have pool access between 1:00 PM and 10 PM.

What do couples enjoy most about Wingate by Wyndham Chesapeake?

Couples staying at this hotel will appreciate amenities like premium bedding as well as an indoor pool and free breakfast.

Are there hot tubs at Wingate by Wyndham Chesapeake?

Yes, this hotel has a spa tub.

Does Wingate by Wyndham Chesapeake have a restaurant with a breakfast menu?

Wingate by Wyndham Chesapeake offers free continental breakfast each morning though there is no restaurant.

Does Wingate by Wyndham Chesapeake allow pets to stay free of charge?

No, pets aren't allowed at Wingate by Wyndham Chesapeake though service animals are welcome.

Are there connecting rooms at Wingate by Wyndham Chesapeake?

Yes, this hotel has connecting guestrooms you can book for your group event or vacation.

How close is the airport from Wingate by Wyndham Chesapeake?

The closest major airport to Wingate by Wyndham Chesapeake is Norfolk Intl. Airport (ORF), which is 8.8 mi away (14 minutes by car). Another top airport is Newport News - Williamsburg Intl. Airport (PHF), which is around 27.6 mi away.

Are there rooms with balconies at Wingate by Wyndham Chesapeake?

No, there aren't any guestrooms with balconies at Wingate by Wyndham Chesapeake.

Wingate by Wyndham Chesapeake Reviews

8.0

Very Good

8.0/10

Cleanliness

8.4/10

Staff & service

7.8/10

Amenities

7.6/10

Property conditions & facilities

8.2/10

Eco-friendliness

10/10 Excellent

William

Jun 23, 2025

Liked: Cleanliness, property conditions & facilities

Was unable to connect with wifi despite several attempts.

Stayed 3 nights in Jun 2025

6/10 Okay

Angelo

Traveled with family

Jun 20, 2025

Liked: Staff & service

Had a unique smell to the hotel and the carpet was dirty

Stayed 1 night in Jun 2025

10/10 Excellent

TeRey

May 27, 2025

Stayed 2 nights in May 2025

8/10 Good

Chris

May 6, 2025

Stayed 3 nights in May 2025

4/10 Poor

Toni

May 5, 2025

Liked: Cleanliness, amenities

Disliked: Staff & service, property conditions & facilities

No out door camera outside did not feel safe staying or leaving my jeep there the people or India people and really did not care about u we ask about the parking alot being safe he really did not answer the place looks old from the inside

Stayed 1 night in May 2025

6/10 Okay

Angela

Traveled with family

May 4, 2025

Disliked: Cleanliness, staff & service, amenities

The front desk clerk was not at all friendly when we checked in. The bathroom was fully cleaned ..there was hair around the bathroom and the room smelled stale.

Stayed 1 night in May 2025

10/10 Excellent

Brittany

Traveled with family

May 4, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Stayed 3 nights in May 2025

10/10 Excellent

Brad

Traveled with partner

May 4, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Comfortable stay

Stayed 1 night in May 2025

4/10 Poor

Michelle

Traveled with family

May 3, 2025

Disliked: Cleanliness, staff & service, property conditions & facilities

Avoid at all costs

Front desk logged me in by first and middle name instead of last causing chaos and confusion and missed connections. Front desk did not answer the phone from 4-8pm causing further chaos. There were cockroaches in the room and tub.

Stayed 2 nights in May 2025

6/10 Okay

Kelsey

May 3, 2025

Stayed 6 nights in Apr 2025

10/10 Excellent

TeRey

May 1, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Good

Stayed 1 night in Apr 2025

10/10 Excellent

Verified traveler

Traveled with family

Apr 30, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Very nice stay

Everything was great, the hotel was clean and welcoming.

Stayed 1 night in Apr 2025

10/10 Excellent

Ian

Apr 30, 2025

Stayed 1 night in Apr 2025

6/10 Okay

irish

Apr 29, 2025

Disliked: Staff & service, amenities, property conditions & facilities

The lobby was wore, not like the pictures on line. The front desk staff didn’t interact friendly

Stayed 1 night in Feb 2025

8/10 Good

Howell

Traveled with family

Apr 28, 2025

Liked: Cleanliness, property conditions & facilities, room comfort

Stayed 1 night in Apr 2025

4/10 Poor

Melynda

Traveled with family

Apr 27, 2025

Liked: Staff & service

Disliked: Cleanliness, property conditions & facilities

The property is tired and in much need of updating. Not what we would expect for $200.

Stayed 1 night in Apr 2025

6/10 Okay

Deborah

Apr 25, 2025

Liked: Staff & service

Stayed 4 nights in Apr 2025

10/10 Excellent

Howell

Apr 25, 2025

Stayed 1 night in Apr 2025

10/10 Excellent

Kaylea

Traveled with partner

Apr 25, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Great weekend! Enjoyed my time. Staff were super friendly and considerate. Will stay again

Stayed 2 nights in Apr 2025

8/10 Good

Tazmen

Apr 24, 2025

Stayed 1 night in Apr 2025

6/10 Okay

Carla

Traveled with group

Apr 22, 2025

Disliked: Property conditions & facilities

It was clean but furniture in the lobby was peeling and needs to be replaced. Trash and used towels were left overnight in the hallways The staff was pleasant and the rooms were clean.

Stayed 3 nights in Apr 2025

2/10 Terrible

Mary

Traveled with family

Apr 21, 2025

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort

This hotel was a joke. Checked in late at night, received room key, the room was used, bed unmade, towels on bathroom floor and tv on, when i returned to desk, no other room offered, the clerks response was to ask someone "who was suppose to clean the room?". Had to go to another hotel!

Stayed 1 night in Apr 2025

10/10 Excellent

Marya

Apr 21, 2025

Stayed 1 night in Mar 2025

10/10 Excellent

Sebastian

Traveled with group, Business traveler, Traveled with family

Apr 21, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Don’t skip this hotel!!

We loved our stay. The breakfast is where this hotel shines. My daughter who is only a morning herbal tea drinker was impressed there was something other than black tea. This is now our new monthly hotel when we go for hockey games!

Stayed 2 nights in Mar 2025