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

This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Chesapeake hotels with a pool

A swimming pool with lounge chairs and a view of the beach.

1. Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
3.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,603 reviews)
  • cleanliness
    Oceanfront pool sanctuary in Virginia Beach with beach cabanas and sunset views.
$76 nightly
The price is $89
Oct 28 - Oct 29
Total with taxes and fees
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
A modern indoor swimming pool with clear glass walls, a high ceiling, and a seating area with chairs and a table.

2. Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG
3.5 star property
Northwest
8.4 out of 10, Very good, (625 reviews)
  • cleanliness
    Indoor pool relaxation awaits with 24-hour fitness center access at this hotel where friendly staff ensures a comfortable stay.
$75 nightly
The price is $88
Nov 4 - Nov 5
Total with taxes and fees
Crowne Plaza Virginia Beach Town Center by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.

3. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
2.5 star property
Greenbrier
9.0 out of 10, Wonderful, (1,117 reviews)
  • cleanliness
    Splash into a Virginia escape with a pristine pool and 24-hour fitness center near Norfolk attractions.
$84 nightly
The price is $99
Nov 5 - Nov 6
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

4. Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
3.0 star property
Northeast Virginia Beach
8.6 out of 10, Excellent, (2,803 reviews)
  • cleanliness
    Dive into ocean bliss with indoor pool comfort steps from Virginia Beach's iconic boardwalk.
$89 nightly
The price is $104
Nov 3 - Nov 4
Total with taxes and fees
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
A poolside area with lounge chairs and a person reading a book.

5. Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront
3.0 star property
Northeast Virginia Beach
9.4 out of 10, Exceptional, (2,372 reviews)
  • cleanliness
    Seasonal oceanfront pool beckons with boardwalk views and loungers for sun-soaked relaxation.
$110 nightly
The price is $129
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Place Virginia Beach / Oceanfront
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.

6. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
3.0 star property
Greenbrier
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Splash into year-round aquatic bliss at this hotel's immaculate indoor pool sanctuary.
$107 nightly
The price is $125
Nov 1 - Nov 2
Total with taxes and fees
Aloft by Marriott Chesapeake
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.

7. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
3.0 star property
Chesapeake
7.8 out of 10, Good, (1,111 reviews)
  • cleanliness
    Poolside respite with heated indoor pool and hot tub, perfect for a refreshing dip year-round.
$78 nightly
The price is $92
Nov 1 - Nov 2
Total with taxes and fees
Wingate by Wyndham Chesapeake
An indoor swimming pool with lounge chairs and a table, large windows, and a view of buildings outside.

8. Hyatt Place Virginia Beach Town Center

Hyatt Place Virginia Beach Town Center
3.0 star property
Northwest
9.2 out of 10, Wonderful, (1,010 reviews)
  • cleanliness
    Splashy fun meets total comfort at this poolside retreat with sun loungers and 24-hour fitness center.
$101 nightly
The price is $118
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Place Virginia Beach Town Center
An indoor swimming pool with blue-tiled walls and a modern design.

9. Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach
3.5 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (1,584 reviews)
  • cleanliness
    Seaside pool bliss awaits with multiple aquatic options and beachside cocktail service.
$92 nightly
The price is $108
Oct 11 - Oct 12
Total with taxes and fees
Hilton Vacation Club Ocean Beach Club Virginia Beach
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.

10. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
3.5 star property
Chesapeake
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Dive into year-round aquatic bliss at this indoor pool sanctuary with nearby zoo adventures and hiking trails.
$102 nightly
The price is $119
Oct 11 - Oct 12
Total with taxes and fees
Delta Hotels by Marriott Chesapeake Norfolk
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 modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
Fairfield Inn and Suites By Marriott Chesapeake

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, (1005)
$100 nightly
The price is $117
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn and Suites By Marriott Chesapeake
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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, (1002)
$98 nightly
The price is $114
Nov 2 - Nov 3
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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Top Chesapeake Hotel Reviews

Sundial Inn

Sundial Inn

8/10 Good
"So the guys in the room next to me were outside yelling loud and woke me up but other than that I've never had a bad experience here rooms can be cleaner"
Dana 1-night trip
Posted 2 hours ago
Sundial 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 $92 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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