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

Find Hotels with a Pool in Chesapeake, VA

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Hotels with a Pool

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
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.
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.

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 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 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.

2. 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
$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 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.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.

3. 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.
$108 nightly
$126 total
Oct 4 - Oct 5
Total with taxes and fees
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
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 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.

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 4 - Oct 5
Total with taxes and fees
Wingate by Wyndham 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.

5. 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
A swimming pool with lounge chairs and umbrellas, surrounded by a building with large windows and a balcony.
A hotel room with a large bed, a desk with a chair, a small table, and a lamp.
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
A spacious living area with a sofa, coffee table, and dining set.

6. 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
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.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.

7. 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.
$116 nightly
$135 total
Oct 4 - Oct 5
Total with taxes and fees
Staybridge Suites Chesapeake by IHG
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
A gym with treadmills, weight machines, and dumbbells.
A modern hotel building with a prominent sign for Delta Hotels Marriott.

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 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 curved wall, seating area, and a fireplace.

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.
$118 nightly
$138 total
Oct 5 - Oct 6
Total with taxes and fees
Hyatt Place Chesapeake
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 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.

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
Sep 29 - Sep 30
Total with taxes and fees
SpringHill Suites by Marriott Chesapeake Greenbrier
View all properties

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 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.
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 hotel sign with a crescent moon logo and the name 'Comfort Suites'.
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.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
$98 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.
An interior hallway with a patterned carpet, an exit door, framed pictures on the wall, and an elevator.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$108 nightly
$126 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 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
$86 nightly
$101 total
Oct 4 - Oct 5
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 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 snack and beverage area with shelves stocked with snacks and a refrigerator with beverages.

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 bar area with a counter, a beverage dispenser, and several bar stools.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
$118 nightly
$138 total
Oct 5 - Oct 6
Total with taxes and fees
Hyatt Place Chesapeake
An outdoor patio area with tables and chairs, string lights, and a canopy.
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
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 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 Staybridge Suites hotel with a brick facade, multiple windows, and a parking lot with cars.
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.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$116 nightly
$135 total
Oct 4 - Oct 5
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 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.
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
$134 nightly
$156 total
Sep 29 - Sep 30
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.
An interior hallway with a patterned carpet, an exit door, framed pictures on the wall, and an elevator.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$108 nightly
$126 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 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
$86 nightly
$101 total
Oct 4 - Oct 5
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 Staybridge Suites hotel with a brick facade, multiple windows, and a parking lot with cars.
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.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$116 nightly
$135 total
Oct 4 - Oct 5
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 modern dining area with multiple tables and chairs, a large central table, and a television mounted on the wall.
A hotel with a brick facade, a flat roof, and a large entrance.
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
$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 reception desk, a fireplace, and a seating area.
An outdoor patio with stone walls, a round table, and green chairs.
A buffet with various food items including fruits, pastries, and beverages.

Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
$150 nightly
$172 total
Oct 4 - Oct 5
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.
A lobby with a fireplace, potted plants, and wooden decor.
A buffet with various food items including fruits, pastries, and beverages.
A lobby with a reception desk, a fireplace, and a seating area.

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
$159 nightly
$183 total
Oct 4 - Oct 5
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.
An outdoor patio with stone walls, a round table, and green chairs.
A lobby with a fireplace, potted plants, and wooden decor.

Studio | Free Breakfast. Indoor Pool & Hot Tub

Studio | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
$149 nightly
$171 total
Oct 4 - Oct 5
Total with taxes and fees
Studio | 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.
An outdoor patio with stone walls, a round table, and green chairs.
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
$149 nightly
$171 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 lobby with a reception desk, a fireplace, and a seating area.
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. Great for Business Travelers!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Chesapeake
$159 nightly
$183 total
Oct 4 - Oct 5
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 lobby with a reception desk, a fireplace, and a seating area.

Studio | Free Breakfast. Indoor Pool & Hot Tub.

Studio | Free Breakfast. Indoor Pool & Hot Tub.
Chesapeake
$179 nightly
$206 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.
View all properties

Top Chesapeake Hotel Reviews

Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

10/10 Excellent
"The Hilton on Virginia Beach offers the kind of amenities and service you would expect from a premium hotel. The only disappointment this time was their premium restaurant has closed. Nevertheless, from the rooftop pool and bar to the valet service everything is as it should be. Bathrooms are maybe starting to look a little dated when compared to newer hotels ... but the water is hot at all times and that more than compensates."
Mark 4-night trip
Posted less than an hour ago
Hilton Virginia Beach Oceanfront
Schooner Inn

Schooner Inn

10/10 Excellent
"Great location."
Christina 2-night trip
Posted 2 hours ago
Schooner Inn
Holiday Inn Va Beach-Oceanside (21st St) by IHG

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

8/10 Good
"The property was in a great location. The fact that it is on the beach is hard at times to maintain a very clean main floor. Lots of people think it is okay to come out of the pool all wet and walk on the main floor with no regards to others. The biggest problem I had was it appeared to be mold on the ceiling. I took several pictures and show the front desk when I checked out. The staff was very friendly. The restaurant attached to the holiday is very nice."
Carol 2-night trip
Posted 2 hours ago
Holiday Inn Va Beach-Oceanside (21st St) by IHG
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

8/10 Good
"Nice Hotel"
Paula 3-night trip
Posted 3 hours ago
Comfort Suites Chesapeake - Norfolk
Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

10/10 Excellent
"The room was very clean. The breakfast staff was friendly"
James 3-night trip
Posted 3 hours ago
Sandcastle Resort On The Beach
Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent
"."
Regine 2-night trip
Posted 4 hours ago
Hilton Vacation Club Ocean Beach Club Virginia Beach
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

8/10 Good
"|"
Katrina 3-night trip
Posted 4 hours ago
Wyndham Virginia Beach Oceanfront

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.

Explore a world of travel with Expedia