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
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 lobby with a central seating area, a reception desk, and a staircase leading to an upper level.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
A modern hotel with a prominent 'aloft' sign, large glass windows, and a colorful ceiling design.

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
Oct 25 - Oct 26
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 bathroom with a toilet, shower, vanity with a mirror, and shelves with towels.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.
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.
$109 nightly
$127 total
Oct 4 - Oct 5
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 hotel room with a bed, a desk, a chair, a sofa, and a small table.
A modern lobby with a wooden reception desk, seating area, and a vending machine.
A modern dining area with wooden flooring, yellow and blue chairs, and a central island with a coffee 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.
$97 nightly
$114 total
Oct 18 - Oct 19
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.
A hotel room with a flat-screen TV, a wooden desk, a grey sofa, and a large window with curtains.
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.

4. 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.
$86 nightly
$101 total
Oct 18 - Oct 19
Total with taxes and fees
Wingate by Wyndham Chesapeake
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 Fairfield by Marriott hotel with a modern design, featuring a covered entrance and a prominent sign.
A hotel room with a large bed, a desk with a chair, a small table, and a lamp.

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.
$109 nightly
$128 total
Oct 12 - Oct 13
Total with taxes and fees
Fairfield Inn and Suites 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.
A buffet with labeled containers of omelets and other dishes.
A bathroom with a white tiled wall, a sink with a mirror, and a shower with grab bars.
A hotel room with two beds, a desk with a chair, a TV, and a window with a city view.

6. 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
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express Chesapeake - Norfolk by IHG
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 hotel bathroom with a glass shower door, a sink with a granite countertop, and a mirror above the sink.
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.

7. 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.
$118 nightly
$138 total
Oct 7 - Oct 8
Total with taxes and fees
Hyatt Place Chesapeake
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
A modern hotel building with a prominent sign for Delta Hotels Marriott.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
A gym with treadmills, weight machines, and dumbbells.

8. 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.
$102 nightly
$119 total
Oct 4 - Oct 5
Total with taxes and fees
Delta Hotels by Marriott Chesapeake Norfolk
An indoor swimming pool with multiple lanes, surrounded by lounge chairs and a tiled floor.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.
A spacious living room with a fireplace, sofas, and a flat-screen TV mounted above the fireplace.
A hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.

9. 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.
$123 nightly
$143 total
Oct 25 - Oct 26
Total with taxes and fees
Staybridge Suites Chesapeake by IHG
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.
A hotel with a modern design, featuring a prominent entrance with a covered area and a clear sky in the background.
Reception
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
Oct 1 - Oct 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

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.
A modern hotel with a prominent 'aloft' sign, large glass windows, and a colorful ceiling design.
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
$99 nightly
$116 total
Oct 25 - Oct 26
Total with taxes and fees
Aloft by Marriott 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 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'.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
$97 nightly
$114 total
Oct 18 - Oct 19
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 row of stationary bikes labeled "Hotel Fitness" in a gym with large windows.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.
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
$109 nightly
$127 total
Oct 4 - Oct 5
Total with taxes and fees
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
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 snack and beverage vending area with multiple shelves stocked with various products.
A modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
$105 nightly
$123 total
Oct 4 - Oct 5
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 flat-screen TV, a wooden desk, a grey sofa, and a large window with curtains.
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.

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$86 nightly
$101 total
Oct 18 - Oct 19
Total with taxes and fees
Wingate by Wyndham Chesapeake
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 spacious living area with a sofa, coffee table, and dining set.

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
$109 nightly
$128 total
Oct 12 - Oct 13
Total with taxes and fees
Fairfield Inn and Suites By Marriott Chesapeake
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 modern Hyatt Place hotel with a covered entrance, a parking area, and a landscaped garden.
A modern lobby with a curved wall, seating area, and a fireplace.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
$118 nightly
$138 total
Oct 7 - Oct 8
Total with taxes and fees
Hyatt Place Chesapeake
An outdoor patio area with tables and chairs, string lights, and a canopy.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
A gym with treadmills, weight machines, and dumbbells.

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
$102 nightly
$119 total
Oct 4 - Oct 5
Total with taxes and fees
Delta Hotels by Marriott Chesapeake Norfolk
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 hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.
A Staybridge Suites hotel with a brick facade, multiple windows, and a parking lot with cars.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$123 nightly
$143 total
Oct 25 - Oct 26
Total with taxes and fees
Staybridge Suites Chesapeake by IHG
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 with a modern design, featuring a prominent entrance with a covered area and a clear sky in the background.
Reception
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
Oct 1 - Oct 2
Total with taxes and fees
SpringHill Suites by Marriott Chesapeake Greenbrier
View all properties

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 row of stationary bikes labeled "Hotel Fitness" in a gym with large windows.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.
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
$109 nightly
$127 total
Oct 4 - Oct 5
Total with taxes and fees
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
A hotel lobby with a reception desk, seating area, and dining tables.
A hotel room with a flat-screen TV, a wooden desk, a grey sofa, and a large window with curtains.
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.

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$86 nightly
$101 total
Oct 18 - Oct 19
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 hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.
A Staybridge Suites hotel with a brick facade, multiple windows, and a parking lot with cars.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$123 nightly
$143 total
Oct 25 - Oct 26
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.
A modern dining area with multiple tables and chairs, a large central table, and a television mounted on the wall.
An indoor swimming pool with clear water, a reception desk, and a few lounge chairs.

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
$84 nightly
$99 total
Oct 4 - Oct 5
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 lobby with a fireplace, potted plants, and wooden decor.
An outdoor patio with stone walls, a round table, and green chairs.
A lobby with a reception desk, a fireplace, and a seating area.

Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
$164 nightly
$188 total
Oct 26 - Oct 27
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
$146 nightly
$168 total
Oct 18 - Oct 19
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.
An outdoor patio with stone walls, a round table, and green chairs.
A lobby with a reception desk, a fireplace, and a seating area.
A buffet with various food items including fruits, pastries, and beverages.

Studio | Free Breakfast. Indoor Pool & Hot Tub

Studio | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
Studio | Free Breakfast. Indoor Pool & Hot Tub
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.
A lobby with a fireplace, potted plants, and wooden decor.

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
$170 nightly
$196 total
Oct 4 - Oct 5
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 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.

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
$146 nightly
$168 total
Oct 25 - Oct 26
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.
A lobby with a reception desk, a fireplace, and a seating area.
A lobby with a fireplace, potted plants, and wooden decor.
An outdoor patio with stone walls, a round table, and green chairs.

Studio | Free Breakfast. Indoor Pool & Hot Tub.

Studio | Free Breakfast. Indoor Pool & Hot Tub.
Chesapeake
$173 nightly
$199 total
Oct 13 - Oct 14
Total with taxes and fees
Studio | Free Breakfast. Indoor Pool & Hot Tub.
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

Ocean Resort

Ocean Resort

10/10 Excellent
"Really enjoyed myself"
Frank 2-night trip
Posted 2 hours ago
Ocean Resort
Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

10/10 Excellent
"Good value and functional hotel. My allergies were acting up during the stay. But that is just me."
Nathan 1-night trip
Posted 9 hours ago
Sandcastle Resort On The Beach
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent
"I stayed in a room with an ocean view. The views were amazing and close to everything. The restaurant bar on the property was convenient with good ambiance."
Armando 2-night trip
Posted 9 hours ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

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

10/10 Excellent
"Very clean and friendly staff. Extend breakfast past 9am so there is adequate sitting because everyone won't be there at once"
Steven 5-night trip
Posted 10 hours ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

8/10 Good
"Second time here. I love the stay!"
Chrissy 2-night trip
Posted 11 hours ago
Hilton Virginia Beach Oceanfront
Holiday Inn Va Beach-Oceanside (21st St) by IHG

Holiday Inn Va Beach-Oceanside (21st St) by IHG

10/10 Excellent
"My family stayed in VA beach for the weekend. Place was clean. Staff were friendly and helpful. Great ocean view."
Aisha 2-night trip
Posted 13 hours ago
Holiday Inn Va Beach-Oceanside (21st St) by IHG
Schooner Inn

Schooner Inn

8/10 Good
"Seems I have a love/hate relationship here. Perfect location. Great old school lodging. I would stay here again, but I would be a little more persistent about getting the crew to stop by and give it a little daily care. We didn't get any clean towels or trash service while we were there. It's a little bit tired. There was a lot of dirt and dust on floorboards and other less obvious areas. The value was really great, but it isn't a luxury beach hotel."
dianne 4-night trip
Posted 20 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 $101 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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