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
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Chesapeake hotels with a pool

A swimming pool with lounge chairs and a view of the beach.
An outdoor bar area with wooden tables and chairs, a brick wall, and a view of the ocean at dusk.
A balcony with a view of the beach and ocean during sunset.
A hotel room with two beds, a sofa, a small table, and a balcony with a view of the sea.

1. Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Northeast Virginia Beach
  • Oceanfront pool sanctuary in Virginia Beach with beach cabanas and sunset views.
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
A modern indoor swimming pool with clear glass walls, a high ceiling, and a seating area with chairs and a table.
A hotel room with two beds, a desk, a chair, and artwork on the walls.
A beach with a paved walkway, palm trees, and beach umbrellas.
A banquet table set for a formal event with white tablecloths, gold chargers, and blue napkins.

2. Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG
Northwest
  • Indoor pool relaxation awaits with 24-hour fitness center access at this hotel where friendly staff ensures a comfortable stay.
$79 nightly
$93 total
Nov 22 - Nov 23
Total with taxes and fees
Crowne Plaza Virginia Beach Town Center by IHG
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.
$84 nightly
$99 total
Nov 22 - Nov 23
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A hotel room with a bed, a desk, a chair, a lamp, and a view of the ocean through a large window.
A hotel room with a wooden desk, a blue sofa, a small table, and a view of the ocean through large windows.
A beachfront hotel with a long, straight promenade leading to the beach.

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

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Northeast Virginia Beach
  • Dive into ocean bliss with indoor pool comfort steps from Virginia Beach's iconic boardwalk.
$93 nightly
$109 total
Nov 2 - Nov 3
Total with taxes and fees
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
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 lobby with a reception desk, seating area, and dining tables.

5. 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.
$81 nightly
$95 total
Nov 8 - Nov 9
Total with taxes and fees
Wingate by Wyndham Chesapeake
An indoor swimming pool with blue-tiled walls and a modern design.
A high-rise hotel with multiple balconies, a beachside location, and a well-lit facade.
A gym with large windows overlooking the ocean, exercise equipment, and a wooden floor.
A balcony with a view of a beach, a small table, and a chair.

6. Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach
Northeast Virginia Beach
  • Seaside pool bliss awaits with multiple aquatic options and beachside cocktail service.
$92 nightly
$108 total
Oct 25 - Oct 26
Total with taxes and fees
Hilton Vacation Club Ocean Beach Club Virginia Beach
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.
A hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.
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.

7. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
  • Splash into year-round aquatic bliss at this hotel's immaculate indoor pool sanctuary.
$107 nightly
$125 total
Nov 8 - Nov 9
Total with taxes and fees
Aloft by Marriott Chesapeake
A poolside area with lounge chairs and a person reading a book.
A rooftop patio with outdoor seating, a white coffee table, and a view of the ocean.
A beachside balcony with lounge chairs and a view of the ocean.
A pathway leading to a building with a view of the ocean.

8. Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront
Northeast Virginia Beach
  • Seasonal oceanfront pool beckons with boardwalk views and loungers for sun-soaked relaxation.
$110 nightly
$129 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Place Virginia Beach / Oceanfront
A modern indoor swimming pool with a city view, large windows, and a seating area with a poolside chair.
A hotel lobby with a long corridor, red seating area, marble reception desk, and a ceiling with a skylight.
A modern hotel with a curved exterior, outdoor seating area with fire pits, and a view of the city skyline.
A long, narrow hallway with dark wooden flooring, recessed lighting, and large framed artwork on the walls.

9. Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel
Portsmouth
  • Make a splash in this Portsmouth waterfront hotel with its year-round indoor pool and river views.
$127 nightly
$149 total
Nov 8 - Nov 9
Total with taxes and fees
Renaissance Portsmouth-Norfolk Waterfront Hotel
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.
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.
Reception
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.

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
Nov 1 - Nov 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

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
$84 nightly
$99 total
Nov 22 - Nov 23
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 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.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$105 nightly
$123 total
Nov 1 - Nov 2
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 room with a blue sofa, a small table, a microwave, a refrigerator, and a wall-mounted lamp.
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
$95 nightly
$111 total
Nov 22 - Nov 23
Total with taxes and fees
Holiday Inn Express Chesapeake - Norfolk by IHG
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 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.

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
$93 nightly
$109 total
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn and Suites By Marriott Chesapeake
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.
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
$107 nightly
$125 total
Nov 20 - Nov 21
Total with taxes and fees
Delta Hotels by Marriott 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 hotel room with a large bed, a desk, a chair, a television, and a small trash can.

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$81 nightly
$95 total
Nov 8 - Nov 9
Total with taxes and fees
Wingate by Wyndham Chesapeake
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
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 hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
$107 nightly
$125 total
Nov 8 - Nov 9
Total with taxes and fees
Aloft 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 Staybridge Suites hotel with a brick facade, multiple windows, and a parking lot with cars.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$123 nightly
$143 total
Nov 1 - Nov 2
Total with taxes and fees
Staybridge Suites Chesapeake by IHG
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
$110 nightly
$129 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Place Chesapeake
An outdoor patio area with brick walls, a fire pit, and outdoor furniture.
A pool table with a billiard cue and balls, large windows, and a patterned carpet.
A spacious living area with a stone fireplace, comfortable seating, and large windows.
A spacious lobby with a fireplace, comfortable seating, and a dining area.

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
$147 nightly
$171 total
Nov 1 - Nov 2
Total with taxes and fees
Residence Inn by Marriott Chesapeake Greenbrier
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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 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.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$105 nightly
$123 total
Nov 1 - Nov 2
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 hotel room with a large bed, a desk, a chair, a television, and a small trash can.

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$81 nightly
$95 total
Nov 8 - Nov 9
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 Staybridge Suites hotel with a brick facade, multiple windows, and a parking lot with cars.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$123 nightly
$143 total
Nov 1 - Nov 2
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 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.
A modern dining area with multiple tables and chairs, a large central table, and a television mounted on the wall.

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
$79 nightly
$93 total
Nov 22 - Nov 23
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.
A lobby with a reception desk, a fireplace, and a seating area.
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
$152 nightly
$174 total
Nov 1 - Nov 2
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 lobby with a fireplace, potted plants, and wooden decor.
A buffet with various food items including fruits, pastries, and beverages.

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
$163 nightly
$188 total
Nov 8 - Nov 9
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
A compact hotel room with a kitchenette, including a microwave, coffee maker, and dishwasher. There's a bed with a TV and a small table.
A lobby with a fireplace, potted plants, and wooden decor.
An outdoor patio with stone walls, a round table, and green chairs.
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

Studio | Free Breakfast. Indoor Pool & Hot Tub.

Studio | Free Breakfast. Indoor Pool & Hot Tub.
Chesapeake
$158 nightly
$182 total
Oct 25 - Oct 26
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.

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
$162 nightly
$187 total
Nov 8 - Nov 9
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 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.

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
$179 nightly
$206 total
Nov 8 - Nov 9
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Close to 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.
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. Your Next Trip!

Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Chesapeake
$306 nightly
$351 total
Nov 8 - Nov 9
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
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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Find out more about Chesapeake

Discover top Chesapeake attractions

Chesapeake offers a delightful blend of natural beauty and engaging activities that will captivate any traveler. First, explore the stunning landscapes at Great Dismal Swamp National Wildlife Refuge, where you can embark on scenic trails and enjoy birdwatching in a serene environment. For those seeking adventure, head to the Chesapeake City Park, where you can partake in leisurely walks, enjoy picnics, or let the kids enjoy the expansive play areas. If you're interested in history, the Chesapeake Planetarium offers fascinating programs and exhibits that bring the wonders of the universe closer to you. In addition, take a leisurely stroll along the Chesapeake Arboretum, where you can admire diverse plant collections and beautifully landscaped gardens. For a unique local experience, the Chesapeake Regional Park features a lovely lake perfect for a relaxing afternoon or a family outing. After a day of exploration, consider staying in the vibrant Greenbrier area, where you'll find a selection of upscale accommodations that provide exceptional service, ensuring your stay is both comfortable and memorable.

Top Chesapeake Hotel Reviews

Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

10/10 Excellent
"This hotel was amazing! Super clean room, friendly staff and a bang for your buck compared to other prices in the area. The restaurant downstairs is also actually yummy and super convenient. I couldn’t find one thing I didn’t like about my stay here:)"
Delia 2-night trip
Posted 9 hours ago
Crowne Plaza Virginia Beach Town Center by IHG
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

8/10 Good
"Parking was included and lot well lit."
Mark 1-night trip
Posted 14 hours ago
Comfort Suites Chesapeake - Norfolk
Boardwalk Resort and Villas

Boardwalk Resort and Villas

10/10 Excellent
"Beachside balcony."
Dennis 7-night trip
Posted 16 hours ago
Boardwalk Resort and Villas
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

8/10 Good
"Stayed for two days just to get away. Nice view of the ocean. Flyovers are loud and constant."
Joy 2-night trip
Posted 16 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
"The room was clean and wonderful! The beds and pillows were very comfortable. The views from the big window and balcony were beautiful. And the walks were so convenient and enjoyable. I would definitely return here again!"
Vicki 3-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, 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 $95 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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