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

Find Hotels with a Pool in Chesapeake, VA

Check availability on Chesapeake Hotels with a Pool

Tonight
Oct 16 - Oct 17
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Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Chesapeake hotels with a pool

A swimming pool with lounge chairs and a view of the beach.
A hotel room with two beds, a sofa, a small table, and a balcony with a view of the sea.
A balcony with a view of the beach and ocean during sunset.
A bar area with wooden furniture, a surfboard decoration, and a large ceiling with a wooden design.

1. Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Northeast Virginia Beach
  • Oceanfront pool sanctuary in Virginia Beach with beach cabanas and sunset views.
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.
A beach with a paved walkway, palm trees, and beach umbrellas.
A hotel room with two beds, a desk, a chair, and artwork on the walls.
A banquet table set for a formal event with white tablecloths, gold chargers, and blue napkins.

2. Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG
Northwest
  • Indoor pool relaxation awaits with 24-hour fitness center access at this hotel where friendly staff ensures a comfortable stay.
$75 nightly
$88 total
Nov 16 - Nov 17
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.
A hotel room with a bed, a desk, a chair, a sofa, and a small table.
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.
$84 nightly
$99 total
Nov 15 - Nov 16
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A hotel room with a bed, a desk, a chair, a lamp, and a view of the ocean through a large window.
A multi-story hotel with balconies, a flag, and a well-maintained lawn.
A beachfront hotel with a long, straight promenade leading to the beach.

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

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Northeast Virginia Beach
  • Dive into ocean bliss with indoor pool comfort steps from Virginia Beach's iconic boardwalk.
$93 nightly
$109 total
Nov 3 - Nov 4
Total with taxes and fees
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
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.
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.

5. 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.
$79 nightly
$93 total
Nov 15 - Nov 16
Total with taxes and fees
Wingate by Wyndham Chesapeake
An indoor swimming pool with blue-tiled walls and a modern design.
A balcony with a view of a beach, a small table, and a chair.
A gym with large windows overlooking the ocean, exercise equipment, and a wooden floor.
A high-rise hotel with multiple balconies, a beachside location, and a well-lit facade.

6. Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach
Northeast Virginia Beach
  • Seaside pool bliss awaits with multiple aquatic options and beachside cocktail service.
$96 nightly
$113 total
Oct 22 - Oct 23
Total with taxes and fees
Hilton Vacation Club Ocean Beach Club Virginia Beach
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.
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
A hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.

7. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
  • Splash into year-round aquatic bliss at this hotel's immaculate indoor pool sanctuary.
$107 nightly
$125 total
Nov 1 - Nov 2
Total with taxes and fees
Aloft by Marriott Chesapeake
A poolside area with lounge chairs and a person reading a book.
A beachside balcony with lounge chairs and a view of the ocean.
A high-rise building with a visible "Hyatt Place" sign, a rooftop terrace with outdoor seating, and a beach view.
A rooftop patio with outdoor seating, a white coffee table, and a view of the ocean.

8. Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront
Northeast Virginia Beach
  • Seasonal oceanfront pool beckons with boardwalk views and loungers for sun-soaked relaxation.
$110 nightly
$129 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Place Virginia Beach / Oceanfront
A modern indoor swimming pool with a city view, large windows, and a seating area with a poolside chair.
A long, narrow hallway with dark wooden flooring, recessed lighting, and large framed artwork on the walls.
A hotel lobby with a long corridor, red seating area, marble reception desk, and a ceiling with a skylight.
A hotel with a modern architectural design, featuring a prominent tower and a waterfront location.

9. Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel
Portsmouth
  • Make a splash in this Portsmouth waterfront hotel with its year-round indoor pool and river views.
$131 nightly
$154 total
Nov 1 - Nov 2
Total with taxes and fees
Renaissance Portsmouth-Norfolk Waterfront Hotel
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.
Reception
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.
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.

10. 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.
$134 nightly
$156 total
Nov 1 - Nov 2
Total with taxes and fees
SpringHill Suites by Marriott Chesapeake Greenbrier
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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

A modern lobby with a wooden reception desk, seating area, and a vending machine.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
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
$84 nightly
$99 total
Nov 15 - Nov 16
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk
A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
A hotel lobby with multiple seating areas, including sofas, chairs, and round tables. There are wall-mounted lamps, a television, and framed pictures on the walls.
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
$98 nightly
$114 total
Nov 12 - Nov 13
Total with taxes and fees
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
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 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.

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
$100 nightly
$117 total
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn and Suites By Marriott Chesapeake
A hotel lobby with a reception desk, seating area, and dining tables.
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.
A hotel room with a gray sofa, a small table, a lamp, a patterned carpet, and a wooden desk with a lamp.

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$79 nightly
$93 total
Nov 15 - Nov 16
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.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
$102 nightly
$119 total
Oct 25 - Oct 26
Total with taxes and fees
Delta Hotels by Marriott Chesapeake Norfolk
A buffet with labeled containers of omelets and other dishes.
A modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.
A laundry area with a sign indicating it's for guest use only, a washing machine, and a dryer.
A hotel room with two beds, a desk with a chair, a TV, and a window with a city view.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
$93 nightly
$109 total
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express Chesapeake - Norfolk by IHG
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
A hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
$107 nightly
$125 total
Nov 1 - Nov 2
Total with taxes and fees
Aloft by Marriott Chesapeake
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A spacious living room with a fireplace, sofas, and a flat-screen TV mounted above the fireplace.
A Staybridge Suites hotel with a brick facade, multiple windows, and a parking lot with cars.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$113 nightly
$132 total
Nov 1 - Nov 2
Total with taxes and fees
Staybridge Suites Chesapeake by IHG
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
A modern Hyatt Place hotel with a covered entrance, a parking area, and a landscaped garden.
A bar area with a counter, a beverage dispenser, and several bar stools.
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
$111 nightly
$130 total
Nov 15 - Nov 16
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.
Reception
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
$134 nightly
$156 total
Nov 1 - Nov 2
Total with taxes and fees
SpringHill Suites by Marriott Chesapeake Greenbrier
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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.
A hotel lobby with multiple seating areas, including sofas, chairs, and round tables. There are wall-mounted lamps, a television, and framed pictures on the walls.
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
$98 nightly
$114 total
Nov 12 - Nov 13
Total with taxes and fees
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
A hotel lobby with a reception desk, seating area, and dining tables.
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.
A hotel room with a gray sofa, a small table, a lamp, a patterned carpet, and a wooden desk with a lamp.

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$79 nightly
$93 total
Nov 15 - Nov 16
Total with taxes and fees
Wingate by Wyndham Chesapeake
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A spacious living room with a fireplace, sofas, and a flat-screen TV mounted above the fireplace.
A Staybridge Suites hotel with a brick facade, multiple windows, and a parking lot with cars.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$113 nightly
$132 total
Nov 1 - Nov 2
Total with taxes and fees
Staybridge Suites Chesapeake by IHG
A spacious lobby with a reception desk, green seating, and a large TV screen.
A hotel with a brick facade, a flat roof, and a large entrance.
An indoor swimming pool with clear water, a reception desk, and a few lounge chairs.
A hotel lobby with a patterned carpet, a central sofa, and a dining area with wooden chairs and tables.

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
$83 nightly
$97 total
Nov 14 - Nov 15
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chesapeake by IHG
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
A buffet with various food items including fruits, pastries, and beverages.
A lobby with a reception desk, a fireplace, and a seating area.
An outdoor patio with stone walls, a round table, and green chairs.

Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
$147 nightly
$169 total
Nov 1 - Nov 2
Total with taxes and fees
Great Studio | Pool & Hot Tub. Your Next Vacation
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
An outdoor patio with stone walls, a round table, and green chairs.
A buffet with various food items including fruits, pastries, and beverages.
A lobby with a fireplace, potted plants, and wooden decor.

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
$171 nightly
$196 total
Nov 1 - Nov 2
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
A buffet with various food items including fruits, pastries, and beverages.
A lobby with a fireplace, potted plants, and wooden decor.
A lobby with a reception desk, a fireplace, and a seating area.

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Chesapeake
$170 nightly
$195 total
Nov 8 - Nov 9
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
An outdoor patio with stone walls, a round table, and green chairs.
A lobby with a fireplace, potted plants, and wooden decor.
A buffet with various food items including fruits, pastries, and beverages.

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Chesapeake
$188 nightly
$216 total
Nov 8 - Nov 9
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
An outdoor patio with stone walls, a round table, and green chairs.
A lobby with a fireplace, potted plants, and wooden decor.
A buffet with various food items including fruits, pastries, and beverages.

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
$169 nightly
$194 total
Nov 10 - Nov 11
Total with taxes and fees
1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
A lobby with a reception desk, a fireplace, and a seating area.
A buffet with various food items including fruits, pastries, and beverages.
An outdoor patio with stone walls, a round table, and green chairs.

Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!

Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Chesapeake
$313 nightly
$360 total
Nov 1 - Nov 2
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
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

Hilton Vacation Club Oceanaire Virginia Beach

Hilton Vacation Club Oceanaire Virginia Beach

10/10 Excellent
"Great stay , highly satisfied! 🙌"
Dorian 1-night trip
Posted 6 hours ago
Hilton Vacation Club Oceanaire Virginia Beach
Schooner Inn

Schooner Inn

8/10 Good
"Really a nice property with ocean waterfront views, and very reasonable Rates. The Room was clean and had everything a person needs in it."
Charlie 3-night trip
Posted 10 hours ago
Schooner Inn
Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent
"First time here but will definitely back. Very family friendly place, staff are very friendly and helpful.Recommend it for everyone. Pool’s are great and the kids love them. Rooms are great quiet and very clean and comfortable ."
Erika 3-night trip
Posted 11 hours ago
Hilton Vacation Club Ocean Beach Club Virginia Beach
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

8/10 Good
"Amazing experience"
Wendell 1-night trip
Posted 14 hours ago
Crowne Plaza Virginia Beach Town Center by IHG

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 $93 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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