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

Chesapeake Hotel Guide - Hotels with Pool in Chesapeake, Virginia

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Check availability on Chesapeake Hotels with Pool

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 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 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.
A hotel room with a bed, a desk, a chair, a sofa, and a small table.

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.
€87
includes taxes & fees
1 Nov - 2 Nov
Comfort Suites Chesapeake - Norfolk
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.

2. 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.
€104
includes taxes & fees
3 Nov - 4 Nov
Fairfield Inn and Suites By Marriott Chesapeake
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.
€80
includes taxes & fees
1 Nov - 2 Nov
Wingate by Wyndham 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.
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.

4. 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.
€101
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
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 hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.

5. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
  • Splash into year-round aquatic bliss at this hotel's immaculate indoor pool sanctuary.
€95
includes taxes & fees
1 Nov - 2 Nov
Aloft 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 modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.

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.
€102
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Chesapeake - Norfolk by IHG
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 kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
A modern hotel building with a prominent sign for Delta Hotels Marriott.

7. 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.
€106
includes taxes & fees
11 Oct - 12 Oct
Delta Hotels by Marriott Chesapeake Norfolk
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.

8. 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.
€109
includes taxes & fees
3 Nov - 4 Nov
SpringHill Suites by Marriott Chesapeake Greenbrier
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
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.

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
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Chesapeake
A hotel reception area with a reception desk, a coffee machine, and a self-service beverage station.
A hotel entrance with a sign for Homewood Suites Hilton, featuring a large building with multiple windows and a parking area.
A patio with a table and chairs, a flagpole with flags, and a building with a green roof.
A modern living room with a brick wall, a fireplace, a blue sectional sofa, leather ottomans, and a patterned rug.

10. Homewood Suites by Hilton Chesapeake-Greenbrier

Homewood Suites by Hilton Chesapeake-Greenbrier
Greenbrier
  • Seasonal outdoor pool creates summer bliss at this Chesapeake hotel with fitness perks.
€120
includes taxes & fees
18 Oct - 19 Oct
Homewood Suites by Hilton Chesapeake-Greenbrier
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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 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 swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
€87
includes taxes & fees
1 Nov - 2 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
€80
includes taxes & fees
1 Nov - 2 Nov
Wingate by Wyndham Chesapeake
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 room with a blue sofa, a small table, a microwave, a refrigerator, and a wall-mounted lamp.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
€102
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.
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.

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
€106
includes taxes & fees
11 Oct - 12 Oct
Delta Hotels by Marriott Chesapeake Norfolk
A bathroom with a bathtub, a shower, and a handrail.
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 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.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
€101
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 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.
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
€95
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
€104
includes taxes & fees
3 Nov - 4 Nov
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 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.
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
€105
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
€109
includes taxes & fees
3 Nov - 4 Nov
SpringHill Suites by Marriott Chesapeake Greenbrier
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
A modern lobby with a curved wall, seating area, and a fireplace.
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.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
€118
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Chesapeake
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Hotels with pools and hot tubs in Chesapeake

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
€80
includes taxes & fees
1 Nov - 2 Nov
Wingate by Wyndham Chesapeake
A bathroom with a bathtub, a shower, and a handrail.
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 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.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
€101
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
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 modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.
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
€105
includes taxes & fees
1 Nov - 2 Nov
Staybridge Suites Chesapeake by IHG
A spacious lobby with a reception desk, green seating, and a large TV screen.
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.
A hotel with a brick facade, a flat roof, and a large entrance.

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
€83
includes taxes & fees
1 Nov - 2 Nov
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.
An outdoor patio with stone walls, a round table, and green chairs.
A lobby with a fireplace, potted plants, and wooden decor.

Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
€155
includes taxes & fees
1 Nov - 2 Nov
Great Studio | Pool & Hot Tub. Your Next Vacation
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.

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
includes taxes & fees
1 Nov - 2 Nov
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
€166
includes taxes & fees
1 Nov - 2 Nov
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.
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.
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.

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
€135
includes taxes & fees
1 Nov - 2 Nov
1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
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.

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
€157
includes taxes & fees
1 Nov - 2 Nov
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
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

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

8/10 Good
"Parking is kind of a pain but the staff was really nice"
Christopher 2-night trip
Posted 1 hour ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Schooner Inn

Schooner Inn

10/10 Excellent
"This place never disappoints. Everything was clean, always a plus having a kitchenette while on vacation. You can't beat the location and the oceanview. Staff was welcoming and very helpful. Overall excellent place to stay."
Brandon 3-night trip
Posted 5 hours ago
Schooner Inn
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

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

10/10 Excellent
"I am in VA Beach once every September for the air show but I do not have a go-to place. I do try to stay on the beach searching by price and amenities. I really enjoyed my stay and the greatest compliment I can give is that I plan to stay here again next September."
Shawn 3-night trip
Posted 7 hours ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

8/10 Good
"It was good experience."
Jimmy 1-night trip
Posted 23 hours ago
Comfort Suites Chesapeake - Norfolk
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

10/10 Excellent
"Staff is fantastic and location could not be better. We enjoyed dinner at Catch 31, excellent. We loved the fire pits outside and rocking chairs. Perfect set up for a beach trip!"
Victoria 1-night trip
Posted 2 days 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.