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

Find Hotels with a Pool in Chesapeake, VA

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Check availability on Chesapeake Hotels with a Pool

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, (1,004 reviews)
"Clean, comfortable room in a convenient location. Good breakfast."
United States
William
$105 nightly
The price is $123
Nov 15 - Nov 16
Total with taxes and fees
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, (991 reviews)
"The staff is great sandie who just recently started he is great and very kind he works on day as far as 2nd shift nothing can compare to how kind they are i totally adore them"
United States
revonda
$67 nightly
The price is $79
Dec 10 - Dec 11
Total with taxes and fees
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
5.8 out of 10, (881 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
$51 nightly
The price is $60
Dec 6 - Dec 7
Total with taxes and fees
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
$74 nightly
The price is $87
Nov 15 - Nov 16
Total with taxes and fees
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, (279 reviews)
"Nice hotel and spacious. Definitely worth the price ."
United States
Jose
$88 nightly
The price is $103
Nov 15 - Nov 16
Total with taxes and fees
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, (1,157 reviews)
"Clean room, breakfast, parking"
United States
George
$84 nightly
The price is $99
Dec 9 - Dec 10
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk
A modern hotel exterior with outdoor seating, a covered patio, and a car parked nearby.

7. Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
2.0 star property
Greenbrier
8.8 out of 10, Excellent, (219 reviews)
"Great place"
United States
Deandre
$80 nightly
The price is $94
Dec 9 - Dec 10
Total with taxes and fees
Hyatt Studios Chesapeake
A swimming pool with lounge chairs and umbrellas, surrounded by a building with large windows and a balcony.

8. Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
3.0 star property
Greenbrier
9.0 out of 10, Wonderful, (1,000 reviews)
"Loved the stay"
United States
Alicia
$91 nightly
The price is $107
Nov 22 - Nov 23
Total with taxes and fees
Fairfield Inn and Suites By Marriott Chesapeake
A modern lounge area with seating, tables, and hanging lights.

9. TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
2.5 star property
Greenbrier
8.6 out of 10, Excellent, (617 reviews)
"I enjoyed my stay"
United States
Jeffrey
$90 nightly
The price is $106
Nov 15 - Nov 16
Total with taxes and fees
TRU by Hilton Chesapeake, VA
A poolside area with lounge chairs and umbrellas, a swimming pool, and a multi-story building with stone facade and large windows.

10. 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, (1,002 reviews)
"Rooms very clean…staff & complimentary breakfast Top Notch!"
United States
Michael
$93 nightly
The price is $109
Nov 22 - Nov 23
Total with taxes and fees
Holiday Inn Express Chesapeake - Norfolk by IHG
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.

11. Hyatt Place Chesapeake

Hyatt Place Chesapeake
3.0 star property
Greenbrier
8.4 out of 10, Very good, (1,001 reviews)
"Nice place , great location , nice people working there"
United States
Steven
$106 nightly
The price is $124
Nov 23 - Nov 24
Total with taxes and fees
Hyatt Place Chesapeake
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.

12. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
3.5 star property
Chesapeake
8.6 out of 10, Excellent, (1,001 reviews)
"It was an easy check in process, and my room was a good size and it was clean."
United States
kaila
$101 nightly
The price is $118
Nov 20 - Nov 21
Total with taxes and fees
Delta Hotels by Marriott Chesapeake Norfolk
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.

13. 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
$99 nightly
The price is $116
Nov 29 - Nov 30
Total with taxes and fees
Aloft by Marriott Chesapeake
A rectangular swimming pool with a clear blue water, surrounded by lounge chairs and red umbrellas.

14. Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
2.5 star property
Chesapeake
8.4 out of 10, Very good, (1,002 reviews)
"Nice staff, clean room and the good ol Hampton Inn waffles!"
United States
James
$87 nightly
The price is $102
Nov 22 - Nov 23
Total with taxes and fees
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
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, (570 reviews)
"I always come here when I travel to this area, always so clean, good location to everything and friendly service."
United States
Emmary
$101 nightly
The price is $118
Nov 29 - Nov 30
Total with taxes and fees
Staybridge Suites Chesapeake by IHG
An indoor swimming pool with clear water, a 'No Diving' sign, and a view of the outside through large windows.

16. 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
$139 nightly
The price is $162
Nov 29 - Nov 30
Total with taxes and fees
Residence Inn by Marriott Chesapeake Greenbrier
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.

17. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
3.0 star property
Chesapeake
7.8 out of 10, Good, (1,114 reviews)
"Nice hotel"
United States
Mandy
$77 nightly
The price is $90
Nov 22 - Nov 23
Total with taxes and fees
Wingate by Wyndham Chesapeake
An outdoor patio area with stone walls, outdoor furniture, and string lights.

18. 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, (833 reviews)
"Staff was real friendly"
United States
Darrell
$89 nightly
The price is $105
Nov 22 - Nov 23
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.

19. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier
8.0 out of 10, Very good, (1,002 reviews)
"Nice place to stay before our cruise"
United States
Alice Mahala
$124 nightly
The price is $145
Nov 10 - Nov 11
Total with taxes and fees
SpringHill Suites by Marriott Chesapeake Greenbrier
A hotel reception area with a reception desk, a coffee machine, and a self-service beverage station.

20. Homewood Suites by Hilton Chesapeake-Greenbrier

Homewood Suites by Hilton Chesapeake-Greenbrier
3.0 star property
Greenbrier
8.0 out of 10, Very good, (585 reviews)
"very outdated and small rooms"
United States
Elyse
$120 nightly
The price is $140
Nov 21 - Nov 22
Total with taxes and fees
Homewood Suites by Hilton 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.
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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, (1004)
$105 nightly
The price is $123
Nov 15 - Nov 16
Total with taxes and fees
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
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Hotels with pools and hot tubs 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, (1004)
$105 nightly
The price is $123
Nov 15 - Nov 16
Total with taxes and fees
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.
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Find out more about Chesapeake

Discover top Chesapeake attractions

Chesapeake offers a delightful blend of natural beauty and engaging activities that will captivate any traveler. First, explore the stunning landscapes at Great Dismal Swamp National Wildlife Refuge, where you can embark on scenic trails and enjoy birdwatching in a serene environment. For those seeking adventure, head to the Chesapeake City Park, where you can partake in leisurely walks, enjoy picnics, or let the kids enjoy the expansive play areas. If you're interested in history, the Chesapeake Planetarium offers fascinating programs and exhibits that bring the wonders of the universe closer to you. In addition, take a leisurely stroll along the Chesapeake Arboretum, where you can admire diverse plant collections and beautifully landscaped gardens. For a unique local experience, the Chesapeake Regional Park features a lovely lake perfect for a relaxing afternoon or a family outing. After a day of exploration, consider staying in the vibrant Greenbrier area, where you'll find a selection of upscale accommodations that provide exceptional service, ensuring your stay is both comfortable and memorable.

Top Chesapeake Hotel Reviews

Schooner Inn

Schooner Inn

10/10 Excellent
"We absolutely loved our stay! We were there for our honeymoon and we loved every single moment of our stay. The balcony was a huge plus! The view and location definitely cannot be beat! We would definitely stay here again!"
Genesis 5-night trip
Posted 7 hours ago
Schooner Inn

Frequently asked questions

How much does a hotel with outdoor pool in Chesapeake cost?
Enjoy staying in a hotel in Chesapeake with an outdoor pool. You can find a great deal from $90 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels with outdoor pools that are close to Greenbrier Mall?
The Fairfield Inn and Suites By Marriott Chesapeake is a fantastic option for families seeking a hotel with an outdoor pool near Greenbrier Mall. Guests consistently rave about the friendly and helpful staff, as well as the comfortable, clean rooms. With a traveller rating of 9.0, this hotel also offers free breakfast and internet, making it a convenient choice for busy families.

Just a short drive away, the Holiday Inn Express Chesapeake - Norfolk by IHG presents another excellent choice. This hotel features an inviting outdoor pool with sun loungers, great for some fun in the sun after a day of shopping. Rated 8.6, guests appreciate the clean and quiet rooms, along with the great breakfast options and the friendly front desk service.

For those looking for a spacious stay, the Comfort Suites Chesapeake - Norfolk, also rated 8.6, offers an outdoor pool and large rooms that are well-kept and comfortable. Families will love the free breakfast and the helpful staff who make your stay enjoyable.

Lastly, the Hampton Inn Norfolk/Chesapeake (Greenbrier Area) has an inviting space with an outdoor pool and a traveller rating of 8.4. Guests enjoy the clean rooms, excellent breakfast service, and the inviting ambiance created by the friendly staff.
Is it cheaper to book flights and a Chesapeake hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Chesapeake for you.

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