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

Hotels with Swimming Pools in Chesapeake

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Check availability on Chesapeake Hotels with Swimming Pools

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Chesapeake hotels with a pool

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

1. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
  • Splash into a Virginia escape with a pristine pool and 24-hour fitness centre near Norfolk attractions.
S$126
includes taxes & fees
2 Nov - 3 Nov
Comfort Suites Chesapeake - Norfolk
A poolside area with lounge chairs and umbrellas, a swimming pool, and a multi-story building with stone facade and large windows.
A modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.
A hotel room with two beds, a desk with a chair, a TV, and a window with a city view.
A bathroom with a white tiled wall, a sink with a mirror, and a shower with grab bars.

2. 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.
S$147
includes taxes & fees
1 Nov - 2 Nov
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 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.

3. 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.
S$118
includes taxes & fees
1 Nov - 2 Nov
Wingate by Wyndham Chesapeake
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.
A hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.

4. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
  • Splash into year-round aquatic bliss at this hotel's immaculate indoor pool sanctuary.
S$137
includes taxes & fees
1 Nov - 2 Nov
Aloft by Marriott Chesapeake
A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
An interior hallway with a patterned carpet, an exit door, framed pictures on the wall, and an elevator.
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 bathroom with a toilet, shower, vanity with a mirror, and shelves with towels.

5. 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.
S$145
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
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 Fairfield by Marriott hotel with a modern design, featuring a covered entrance and a prominent sign.

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.
S$150
includes taxes & fees
18 Oct - 19 Oct
Fairfield Inn and Suites By Marriott Chesapeake
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 hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.

7. 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.
S$151
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott Chesapeake Greenbrier
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 modern hotel building with a prominent sign for Delta Hotels Marriott.
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.
S$152
includes taxes & fees
11 Oct - 12 Oct
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.
S$170
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Chesapeake
An indoor swimming pool with multiple lanes, surrounded by lounge chairs and a tiled floor.
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.

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.
S$151
includes taxes & fees
1 Nov - 2 Nov
Staybridge Suites Chesapeake by IHG
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Choose what matters most at hotels with a pool in Chesapeake

Breakfast included
Hot tub
4 stars
Spa
5 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 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.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
S$126
includes taxes & fees
2 Nov - 3 Nov
Comfort Suites Chesapeake - Norfolk
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
S$118
includes taxes & fees
1 Nov - 2 Nov
Wingate by Wyndham Chesapeake
A buffet with labeled containers of omelets and other dishes.
A room with a blue sofa, a small table, a microwave, a refrigerator, and a wall-mounted lamp.
A modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.
A snack and beverage vending area with multiple shelves stocked with various products.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
S$147
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Chesapeake - Norfolk by IHG
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 modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
A gym with treadmills, weight machines, and dumbbells.

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
S$152
includes taxes & fees
11 Oct - 12 Oct
Delta Hotels by Marriott Chesapeake Norfolk
A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
An interior hallway with a patterned carpet, an exit door, framed pictures on the wall, and an elevator.
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.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
S$145
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
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 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
S$137
includes taxes & fees
1 Nov - 2 Nov
Aloft by Marriott 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 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
S$150
includes taxes & fees
18 Oct - 19 Oct
Fairfield Inn and Suites By Marriott Chesapeake
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.
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
S$151
includes taxes & fees
1 Nov - 2 Nov
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
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
S$151
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott Chesapeake Greenbrier
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
S$170
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Chesapeake
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

Schooner Inn

Schooner Inn

8/10 Good
"Nice location at the end of the boardwalk. The climate control system would not allow us to increase the temperature to a comfortable level for the evening. It would not go over 68.5 degrees. Otherwise very pleased with the stay."
Sam 3-night trip
Posted 10 hours ago
Schooner Inn
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

10/10 Excellent
"I would book again nice clean stay"
Tonya 1-night trip
Posted 12 hours ago
Holiday Inn & Suites Virginia Beach North Beach by IHG
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

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

10/10 Excellent
"Welcome to the Neptune Festival during a Nor Easter… lol, no one controls the weather but the room is beautifully situated with a view of rough seas, walking distance to everything. The staff were great at check in, the room is clean, well laid out and breakfast is yet to be decided but it is early, 5am to 9am. If people had decorum of any kind the weed smoking would be better managed but really in the world today who cares about others… RIGHT!!! Nothing staff can do and that’s okay… Our room smells fine it’s the idiots above us and the wind lowing it to us. The hotel is in a great location. Great stay, highly recommend."
Chaz 2-night trip
Posted 12 hours ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

8/10 Good
"Positive: Good views to the beach and close proximity to stores, wheel chair access in bathroom, balcony, room service Negative:AC takes awhile to cool, no ventilation in bathroom, elevators take too long to come, pay to park"
Kevin 3-night trip
Posted 18 hours ago
Hilton Virginia Beach Oceanfront

Frequently asked questions

What are some hotels with pools in Chesapeake?
Comfort Suites Chesapeake - Norfolk: Hotel located near Greenbrier Mall. Features buffet, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Hyatt Place Chesapeake: Hotel located near Greenbrier Mall. Offers buffet, an indoor pool and free self parking.
What is there to see and do in Chesapeake?
Explore places such as Naval Station Norfolk and Sandbridge Beach while you're in the area. Make a point to visit attractions such as Broadmoor Play Area and Parkview Play Area. Chesapeake appeals to visitors with its beautiful beaches, major shopping area and array of dining options.
When is the best time to book a hotel with a pool in Chesapeake?
You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Chesapeake in the warmest months of July, August or June, when the average temperature is 25°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temp is 7°C.

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