A golf course, a large building complex, and a marina by a river.

Find Hotels with a Pool in Chesapeake, VA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Hotels with a Pool

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Chesapeake hotels with a pool

A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.

1. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
2.5 star property
Greenbrier
8.0 out of 10, Very good, (1,001 reviews)
"Rooms was clean and great service"
United States
NATASHA
The price is NT$3,434
NT$4,015 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Room

2. STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE
2.0 star property
South Norfolk
7.2 out of 10, Good, (983 reviews)
"Great place to stay. Staff was awesome and very clean."
United States
Eric
The price is NT$1,973
NT$2,334 total
includes taxes & fees
Nov 4 - Nov 5
STUDIOS & SUITES 4 LESS CHESAPEAKE
A hotel reception area with a sofa, a coffee table, a magazine rack, and a reception desk.

3. Quality Inn Chesapeake - Greenbrier

Quality Inn Chesapeake - Greenbrier
2.5 star property
Greenbrier
5.6 out of 10, (880 reviews)
"The room wasn’t too bad but could have been cleaned a little better. There was a car sitting in the lot that I don’t think ran. There was plenty of parking. I had two towels and two wash cloths which was plenty for my two night stay. I would stay there again."
United States
Debora
The price is NT$1,571
NT$2,034 total
includes taxes & fees
Dec 3 - Dec 4
Quality Inn Chesapeake - Greenbrier
A multi-story hotel with a sign indicating weekly rates are available.

4. WoodSpring Suites Chesapeake - Norfolk Greenbrier

WoodSpring Suites Chesapeake - Norfolk Greenbrier
2.5 star property
Chesapeake
6.0 out of 10, (555 reviews)
"Very pet friendly"
United States
Amanda
The price is NT$2,411
NT$2,838 total
includes taxes & fees
Nov 17 - Nov 18
WoodSpring Suites Chesapeake - Norfolk Greenbrier
A modern hotel room with a bed, sofa, and a painting on the wall.

5. YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake
3.0 star property
Western Branch North
9.6 out of 10, Exceptional, (270 reviews)
"Enjoyed my stay. Very nice hotel to stay at!"
United States
Tyrone
The price is NT$2,932
NT$3,438 total
includes taxes & fees
Nov 12 - Nov 13
YourSpace Hotels Chesapeake
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.

6. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
2.5 star property
Greenbrier
9.0 out of 10, Wonderful, (1,150 reviews)
"Clean room, breakfast, parking"
United States
George
The price is NT$2,893
NT$3,392 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Suites Chesapeake - Norfolk
A modern lounge area with seating, tables, and hanging lights.

7. TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
2.5 star property
Greenbrier
8.6 out of 10, Excellent, (610 reviews)
"I enjoyed my stay"
United States
Jeffrey
The price is NT$2,880
NT$3,443 total
includes taxes & fees
Nov 8 - Nov 9
TRU by Hilton Chesapeake, VA
A modern hotel exterior with outdoor seating, a covered patio, and a car parked nearby.

8. Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
2.0 star property
Greenbrier
8.8 out of 10, Excellent, (206 reviews)
"Great place"
United States
Deandre
The price is NT$3,714
NT$4,337 total
includes taxes & fees
Nov 4 - Nov 5
Hyatt Studios Chesapeake
An outdoor patio area with stone walls, outdoor furniture, and string lights.

9. Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Fairfield Inn & Suites by Marriott Chesapeake Suffolk
3.0 star property
Western Branch North
8.2 out of 10, Very good, (830 reviews)
"Staff was real friendly"
United States
Darrell
The price is NT$2,912
NT$3,414 total
includes taxes & fees
Nov 22 - Nov 23
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.

10. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
3.0 star property
Greenbrier
8.6 out of 10, Excellent, (1,001 reviews)
"First hotel that had live music was very impress food cooked was fantastic bar workers was very friendly"
United States
Vernon
The price is NT$3,493
NT$4,082 total
includes taxes & fees
Nov 22 - Nov 23
Aloft by Marriott Chesapeake
A poolside area with lounge chairs and umbrellas, a swimming pool, and a multi-story building with stone facade and large windows.

11. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
2.5 star property
Chesapeake
8.6 out of 10, Excellent, (1,001 reviews)
"Everything was nice and pleasant"
United States
Felicia
The price is NT$3,030
NT$3,550 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Chesapeake - Norfolk by IHG
A rectangular swimming pool with a clear blue water, surrounded by lounge chairs and red umbrellas.

12. Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
2.5 star property
Chesapeake
8.4 out of 10, Very good, (1,001 reviews)
"Nice staff, clean room and the good ol Hampton Inn waffles!"
United States
James
The price is NT$2,825
NT$3,314 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.

13. Hyatt Place Chesapeake

Hyatt Place Chesapeake
3.0 star property
Greenbrier
8.4 out of 10, Very good, (1,003 reviews)
"Nice place , great location , nice people working there"
United States
Steven
The price is NT$3,930
NT$4,584 total
includes taxes & fees
Dec 2 - Dec 3
Hyatt Place Chesapeake
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.

14. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
3.0 star property
Chesapeake
7.8 out of 10, Good, (1,120 reviews)
"Really enjoyed the breakfast 😋"
United States
GLORIA
The price is NT$2,504
NT$2,944 total
includes taxes & fees
Nov 22 - Nov 23
Wingate by Wyndham Chesapeake
An indoor swimming pool with a hot tub, surrounded by lounge chairs and potted plants.

15. Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
3.0 star property
Chesapeake
8.6 out of 10, Excellent, (569 reviews)
"This hotel has a friendly, courteous, professional, and very helpful staff, from check-in to check-out. The room was excellent!"
United States
Arthur D
The price is NT$3,684
NT$4,301 total
includes taxes & fees
Nov 15 - Nov 16
Staybridge Suites Chesapeake by IHG
A hotel room with a bed, a desk with a chair, a sofa, a TV, and a window with curtains.

16. Candlewood Suites Chesapeake/Suffolk by IHG

Candlewood Suites Chesapeake/Suffolk by IHG
2.5 star property
Western Branch North
8.0 out of 10, Very good, (657 reviews)
"Definitely a 2-star spot. Good location and a safe environment overall."
United States
Lamont
The price is NT$2,737
NT$3,213 total
includes taxes & fees
Nov 13 - Nov 14
Candlewood Suites Chesapeake/Suffolk by IHG
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.

17. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier
8.0 out of 10, Very good, (1,003 reviews)
"Nice place to stay before our cruise"
United States
Alice Mahala
The price is NT$4,203
NT$4,899 total
includes taxes & fees
Nov 28 - Nov 29
SpringHill Suites by Marriott Chesapeake Greenbrier
A Red Roof Inn reception area with a stone wall backdrop, two leather chairs, a wooden side table, and a digital display indicating free Wi-Fi availability.

18. Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center
2.0 star property
Chesapeake
7.0 out of 10, Good, (1,001 reviews)
"Quiet"
United States
Jennifer
The price is NT$2,316
NT$2,729 total
includes taxes & fees
Nov 8 - Nov 9
Red Roof Inn Chesapeake Conference Center
An indoor swimming pool with clear lane markings and safety railings.

19. Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
2.5 star property
Chesapeake
6.8 out of 10, (715 reviews)
"I love staying here!!! Only place I'll stay !!! Awesome waffles at breakfast & I love the buttery soft sheets and bed you just melt into !! Rested, Relaxed Renewed & Rejuvenated after my stay !!!!"
United States
Crystal
The price is NT$2,326
NT$2,741 total
includes taxes & fees
Nov 24 - Nov 25
Sleep Inn & Suites Chesapeake - Portsmouth
An indoor swimming pool with clear water, a 'No Diving' sign, and a view of the outside through large windows.

20. Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier
8.4 out of 10, Very good, (634 reviews)
"Greeting staff was amazing , We had a good time"
United States
Isis
The price is NT$4,529
NT$5,274 total
includes taxes & fees
Nov 29 - Nov 30
Residence Inn by Marriott Chesapeake Greenbrier
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Chesapeake

Breakfast included
Hot tub

Hotels with pools and free breakfast in Chesapeake

A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
2.5 star property
Greenbrier
8.0 out of 10, Very good, (1001)
The price is NT$3,434
NT$4,015 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Chesapeake Hotel Reviews

Schooner Inn

Schooner Inn

10/10 Excellent
"We decided to stay a extra night and the front desk worked on it so we did not have to move rooms."
Cynthia 2-night trip
Posted 1 hour ago
Schooner Inn

Frequently asked questions

What are some hotels with pools in Chesapeake?
Comfort Suites Chesapeake - Norfolk: Hotel located near Greenbrier Mall. Features buffet, a seasonal outdoor pool, and complimentary wired internet access. Hyatt Place Chesapeake: Hotel located near Greenbrier Mall. Offers buffet, an indoor pool, and free self parking.
What is there to see and do in Chesapeake?
Explore places like Naval Station Norfolk and Sandbridge Beach while you're in the area. Make a point to visit attractions like Broadmoor Play Area and Parkview Play Area. Chesapeake appeals to visitors with its beautiful beaches, major shopping area, and array of dining options.
When is the best time to book a hotel with a pool in Chesapeake?
You may want to consider an accommodation with an outdoor swimming pool if you plan to visit Chesapeake in the warmest months of July, August, or June when the average temperature is 77°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 45°F.

Explore a world of travel with Expedia