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

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Check availability on Chesapeake Hotels with a Pool

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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.
￥15,619
￥18,277 total
includes taxes & fees
Oct 11 - Oct 12
Aloft by Marriott Chesapeake
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.

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.
￥14,616
￥17,125 total
includes taxes & fees
Oct 25 - Oct 26
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 lobby with a reception desk, seating area, and dining tables.
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.
￥13,675
￥16,043 total
includes taxes & fees
Oct 18 - Oct 19
Wingate by Wyndham 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 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.

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.
￥17,391
￥20,317 total
includes taxes & fees
Oct 1 - Oct 2
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 Fairfield by Marriott hotel with a modern design, featuring a covered entrance and a prominent sign.
A spacious living area with a sofa, coffee table, and dining set.
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.

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.
￥17,327
￥20,243 total
includes taxes & fees
Oct 1 - Oct 2
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 modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.
A bathroom with a white tiled wall, a sink with a mirror, and a shower with grab bars.
A buffet with labeled containers of omelets and other dishes.

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.
￥16,144
￥18,882 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Chesapeake - Norfolk by IHG
An indoor swimming pool with multiple lanes, surrounded by lounge chairs and a tiled floor.
A spacious living room with a fireplace, sofas, and a flat-screen TV mounted above the fireplace.
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.

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.
￥18,359
￥21,429 total
includes taxes & fees
Oct 4 - Oct 5
Staybridge Suites Chesapeake 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 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.

8. 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.
￥18,579
￥21,681 total
includes taxes & fees
Oct 5 - Oct 6
Hyatt Place 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.
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.

9. 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.
￥16,967
￥19,828 total
includes taxes & fees
Sep 27 - Sep 28
SpringHill Suites by Marriott Chesapeake Greenbrier
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.

10. 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.
￥16,690
￥19,509 total
includes taxes & fees
Oct 5 - Oct 6
Delta Hotels by Marriott Chesapeake Norfolk
View all properties

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

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
￥15,619
￥18,277 total
includes taxes & fees
Oct 11 - Oct 12
Aloft by Marriott 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
￥14,616
￥17,125 total
includes taxes & fees
Oct 25 - Oct 26
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 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.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
￥17,391
￥20,317 total
includes taxes & fees
Oct 1 - Oct 2
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 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
￥13,675
￥16,043 total
includes taxes & fees
Oct 18 - Oct 19
Wingate by Wyndham Chesapeake
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.
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
￥18,359
￥21,429 total
includes taxes & fees
Oct 4 - Oct 5
Staybridge Suites Chesapeake by IHG
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
A hotel room with a large bed, a desk with a chair, a small table, and a lamp.
A snack and beverage area with shelves stocked with snacks and a refrigerator with beverages.
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
￥17,327
￥20,243 total
includes taxes & fees
Oct 1 - Oct 2
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 lobby with a curved wall, seating area, and a fireplace.
A bar area with a counter, a beverage dispenser, and several bar stools.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
￥18,579
￥21,681 total
includes taxes & fees
Oct 5 - Oct 6
Hyatt Place 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 gym with treadmills, exercise balls, and dumbbells.
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
￥16,144
￥18,882 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Chesapeake - Norfolk by IHG
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
￥16,690
￥19,509 total
includes taxes & fees
Oct 5 - Oct 6
Delta Hotels by Marriott Chesapeake Norfolk
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.
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.

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
￥16,967
￥19,828 total
includes taxes & fees
Sep 27 - Sep 28
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 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.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
￥17,391
￥20,317 total
includes taxes & fees
Oct 1 - Oct 2
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 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
￥13,675
￥16,043 total
includes taxes & fees
Oct 18 - Oct 19
Wingate by Wyndham Chesapeake
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.
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
￥18,359
￥21,429 total
includes taxes & fees
Oct 4 - Oct 5
Staybridge Suites Chesapeake by IHG
A spacious lobby with a reception desk, green seating, and a large TV screen.
A hotel lobby with a patterned carpet, a central sofa, and a dining area with wooden chairs and tables.
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.

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
￥13,136
￥15,423 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Hotel & Suites Chesapeake by IHG
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.

Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
￥17,406
￥23,638 total
includes taxes & fees
Oct 4 - Oct 5
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 lobby with a reception desk, a fireplace, and a seating area.
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
￥18,992
￥25,481 total
includes taxes & fees
Oct 25 - Oct 26
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 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.

Studio | Free Breakfast. Indoor Pool & Hot Tub

Studio | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
￥20,417
￥27,120 total
includes taxes & fees
Oct 25 - Oct 26
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 fireplace, potted plants, and wooden decor.
A lobby with a reception desk, a fireplace, and a seating area.

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
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 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
￥20,417
￥27,120 total
includes taxes & fees
Oct 25 - Oct 26
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.
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
￥18,992
￥25,481 total
includes taxes & fees
Oct 25 - Oct 26
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
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

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

10/10 Excellent
"Great stay, with the modernization of the name brand compared to Hyatt, Marriot. Give this hotel a try, excellent stay will visit again when I'm in Chesapeake area."
Vivekananda 3-night trip
Posted less than an hour ago
Comfort Suites Chesapeake - Norfolk
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

10/10 Excellent
"We loved it and cannot wait to return. We do wish the pool were open a little later, but other than that tho hotel met our entire family’s expectations"
Sonetta 2-night trip
Posted 1 hour ago
Hilton Virginia Beach Oceanfront
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent
"The Staff was very friendly and always prompt with servicve. The Hotel was a very clean and updated hotel. The views were breathtaking. We will be returning next year to this location. Thank you staff members for your hard work."
Anthony 3-night trip
Posted 9 hours ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

10/10 Excellent
"The hotel and room were really nice, decent price and everyone was so friendly, the desk clerk, the maintenance workers, the sweet ladies in the restaurant, even the other guests. Definitely would stay again!!"
Tim 2-night trip
Posted 21 hours ago
Wyndham Virginia Beach Oceanfront
Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

8/10 Good
"Excellent location"
Jonathan 1-night trip
Posted 23 hours ago
Hilton Vacation Club Ocean Beach Club Virginia Beach
Holiday Inn Va Beach-Oceanside (21st St) by IHG

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

10/10 Excellent
"Staff very friendly and helpful. Rooms clean and up to date. Beds comfortable. Above average media hookups."
John 1-night trip
Posted 1 day ago
Holiday Inn Va Beach-Oceanside (21st St) by IHG
Ocean Resort

Ocean Resort

8/10 Good
"Over all had a great stay. 8th floor air conditioners had condensation draining onto the balcony, No coffee pot but had the coffee and condiments. Staff was friendly and courtious. I would definitely stay again. Third year in row staying here for air show and vaction."
tim 3-night trip
Posted 2 days ago
Ocean Resort

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 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 like Naval Station Norfolk and Sandbridge Beach while you're in the area. Make a point to visit attractions like 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 an accommodation with an outdoor swimming pool if you plan to visit Chesapeake in the warmest months of July, August, or June when the average temperature is 77°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 45°F.

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