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

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Chesapeake hotels with a pool

An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.
A modern hotel with a prominent 'aloft' sign, large glass windows, and a colorful ceiling design.
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
A modern hotel lobby with a central seating area, a reception desk, and a staircase leading to an upper level.

1. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
  • Splash into year-round aquatic bliss at this hotel's immaculate indoor pool sanctuary.
$99 nightly
$116 total
Sep 13 - Sep 14
Total with taxes and fees
Aloft by Marriott Chesapeake
A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.
A bathroom with a toilet, shower, vanity with a mirror, and shelves with towels.
An interior hallway with a patterned carpet, an exit door, framed pictures on the wall, and an elevator.

2. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
  • Dive into relaxation at this hotel's pristine indoor pool and hot tub sanctuary.
$102 nightly
$119 total
Sep 7 - Sep 8
Total with taxes and fees
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A modern dining area with wooden flooring, yellow and blue chairs, and a central island with a coffee machine.
A hotel sign with a crescent moon logo and the name 'Comfort Suites'.
A modern lobby with a wooden reception desk, seating area, and a vending machine.

3. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
  • Splash into a Virginia escape with a pristine pool and 24-hour fitness center near Norfolk attractions.
$98 nightly
$115 total
Sep 7 - Sep 8
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.
A hotel with a modern design, featuring a prominent entrance with a covered area and a clear sky in the background.

4. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
  • Splash into refreshing elegance at this indoor pool oasis with post-adventure soaking awaits.
$87 nightly
$102 total
Sep 7 - Sep 8
Total with taxes and fees
SpringHill Suites by Marriott Chesapeake Greenbrier
A swimming pool with lounge chairs and umbrellas, surrounded by a building with large windows and a balcony.
A spacious living area with a sofa, coffee table, and dining set.
A hotel room with a large bed, a desk with a chair, a small table, and a lamp.
A Fairfield by Marriott hotel with a modern design, featuring a covered entrance and a prominent sign.

5. Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
  • Splash into summer with a refreshing seasonal outdoor pool experience at this Chesapeake hotel near shopping destinations.
$100 nightly
$117 total
Sep 7 - Sep 8
Total with taxes and fees
Fairfield Inn and Suites By Marriott Chesapeake
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
An outdoor patio area with tables and chairs, string lights, and a canopy.
A gym with treadmills, weight machines, and dumbbells.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.

6. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
  • Dive into year-round aquatic bliss at this indoor pool sanctuary with nearby zoo adventures and hiking trails.
$101 nightly
$118 total
Sep 7 - Sep 8
Total with taxes and fees
Delta Hotels by Marriott Chesapeake Norfolk
A buffet with labeled containers of omelets and other dishes.
A hotel room with two beds, a desk with a chair, a TV, and a window with a city view.
A Holiday Inn Express building with a covered entrance, stone pillars, and a landscaped garden area.
A poolside area with lounge chairs and umbrellas, a swimming pool, and a multi-story building with stone facade and large windows.

7. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
  • Seasonal splash paradise boasts poolside loungers and umbrellas for ultimate summer relaxation.
$105 nightly
$123 total
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn Express Chesapeake - Norfolk by IHG
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.
A hotel room with a gray sofa, a small table, a lamp, a patterned carpet, and a wooden desk with a lamp.
A hotel room with a large bed, a desk, a chair, a television, and a small trash can.
A hotel lobby with a reception desk, seating area, and dining tables.

8. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
  • Poolside respite with heated indoor pool and hot tub, perfect for a refreshing dip year-round.
$82 nightly
$96 total
Sep 7 - Sep 8
Total with taxes and fees
Wingate by Wyndham Chesapeake
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.
A bar area with a counter, a beverage dispenser, and several bar stools.
A modern lobby with a curved wall, seating area, and a fireplace.
A hotel bathroom with a glass shower door, a sink with a granite countertop, and a mirror above the sink.

9. Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
  • Dive into aquatic relaxation with an indoor pool experience that offers year-round swimming in a clean, refreshing environment.
$110 nightly
$129 total
Sep 6 - Sep 7
Total with taxes and fees
Hyatt Place Chesapeake
An indoor swimming pool with multiple lanes, surrounded by lounge chairs and a tiled floor.
A hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.
A spacious living room with a fireplace, sofas, and a flat-screen TV mounted above the fireplace.
An indoor swimming pool with a hot tub, surrounded by lounge chairs and potted plants.

10. Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
  • Indoor pool getaway provides relaxing aquatic escapes with extended hours and hot tub access.
$135 nightly
$157 total
Sep 6 - Sep 7
Total with taxes and fees
Staybridge Suites Chesapeake by IHG
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Choose what matters most at hotels with a pool in Chesapeake

Breakfast included
Hot tub
Water park
Spa
4 stars

Hotels with pools and free breakfast in Chesapeake

An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
A modern hotel lobby with a central seating area, a reception desk, and a staircase leading to an upper level.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
$99 nightly
$116 total
Sep 13 - Sep 14
Total with taxes and fees
Aloft by Marriott Chesapeake
A modern lobby with a wooden reception desk, seating area, and a vending machine.
A hotel sign with a crescent moon logo and the name 'Comfort Suites'.
A hotel room with a bed, a desk, a chair, a sofa, and a small table.
A modern dining area with wooden flooring, yellow and blue chairs, and a central island with a coffee machine.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
$98 nightly
$115 total
Sep 7 - Sep 8
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.
A bar area with a counter, a beverage dispenser, and several bar stools.
A modern Hyatt Place hotel with a covered entrance, a parking area, and a landscaped garden.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
$110 nightly
$129 total
Sep 6 - Sep 7
Total with taxes and fees
Hyatt Place Chesapeake
A modern restaurant with a central bar area, multiple seating options including high tables and bar stools, and a flat-screen TV mounted on a wooden panel.
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.
A hotel with a modern design, featuring a prominent entrance with a covered area and a clear sky in the background.

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
$87 nightly
$102 total
Sep 7 - Sep 8
Total with taxes and fees
SpringHill Suites by Marriott Chesapeake Greenbrier
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
A snack and beverage area with shelves stocked with snacks and a refrigerator with beverages.
A spacious living area with a sofa, coffee table, and dining set.
A hotel room with a large bed, a desk with a chair, a small table, and a lamp.

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
$100 nightly
$117 total
Sep 7 - Sep 8
Total with taxes and fees
Fairfield Inn and Suites By Marriott Chesapeake
A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.
A row of stationary bikes labeled "Hotel Fitness" in a gym with large windows.
An interior hallway with a patterned carpet, an exit door, framed pictures on the wall, and an elevator.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$102 nightly
$119 total
Sep 7 - Sep 8
Total with taxes and fees
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
A Holiday Inn Express building with a covered entrance, stone pillars, and a landscaped garden area.
A poolside area with lounge chairs and umbrellas, a swimming pool, and a multi-story building with stone facade and large windows.
A tray of freshly baked cinnamon rolls with icing.
A gym with treadmills, exercise balls, and dumbbells.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
$105 nightly
$123 total
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn Express Chesapeake - Norfolk by IHG
A hotel lobby with a reception desk, seating area, and dining tables.
A hotel room with a gray sofa, a small table, a lamp, a patterned carpet, and a wooden desk with a lamp.
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.
A hotel room with a large bed, a desk, a chair, a television, and a small trash can.

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$82 nightly
$96 total
Sep 7 - Sep 8
Total with taxes and fees
Wingate by Wyndham Chesapeake
An outdoor patio area with tables and chairs, string lights, and a canopy.
A modern hotel building with a prominent sign for Delta Hotels Marriott.
A gym with treadmills, weight machines, and dumbbells.
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
$101 nightly
$118 total
Sep 7 - Sep 8
Total with taxes and fees
Delta Hotels by Marriott Chesapeake Norfolk
An outdoor patio area with brick walls, a fire pit, and outdoor furniture.
A pool table with a billiard cue and balls, large windows, and a patterned carpet.
A spacious lobby with a fireplace, comfortable seating, and a dining area.
A spacious living area with a stone fireplace, comfortable seating, and large windows.

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
$113 nightly
$132 total
Sep 7 - Sep 8
Total with taxes and fees
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.
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Top Chesapeake Hotel Reviews

Hampton Inn Virginia Beach-Oceanfront South

Hampton Inn Virginia Beach-Oceanfront South

10/10 Excellent
"Very nice place to stay with good breakfast included. Lots of gift shops and restaurants within walking distance."
James 3-night trip
Posted 1 hour ago
Hampton Inn Virginia Beach-Oceanfront South
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

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

10/10 Excellent
"Towels and toiletries were provided upon request. Breakfast was delicious. Front desk staff was impressive."
James 3-night trip
Posted 4 hours ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
La Quinta Inn by Wyndham Norfolk Virginia Beach

La Quinta Inn by Wyndham Norfolk Virginia Beach

8/10 Good
"Staff was very kind and good location."
Margaret 1-night trip
Posted 4 hours ago
La Quinta Inn by Wyndham Norfolk Virginia Beach
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent
"What can you complain about with a view like that!"
Erich 3-night trip
Posted 6 hours ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Schooner Inn

Schooner Inn

10/10 Excellent
"Enjoyed our stay. Customer service was great. Booking our room from Expedia did not meet our standards. Manager updated our room. Great appreciated!!"
Regina 3-night trip
Posted 7 hours ago
Schooner Inn
Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

10/10 Excellent
"Everything was perfect. My first time there. I definitely will be returning."
Felicia 2-night trip
Posted 8 hours ago
Sandcastle Resort On The Beach
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

10/10 Excellent
"Best hotel i have stayed in a very very long time. Amazing place"
julio 3-night trip
Posted 22 hours ago
Crowne Plaza Virginia Beach Town Center by IHG
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

10/10 Excellent
"The place was clean and smelled amazing. It was quiet and staff was friendly and helpful."
Kristin 2-night trip
Posted 1 day ago
Comfort Suites Chesapeake - Norfolk

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 $96 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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