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

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Check availability on Chesapeake Family friendly Hotels

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 family-friendly hotels

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

1. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
  • Holiday bliss for families with a sparkling pool and kid-friendly entertainment, just minutes from the USS Wisconsin battleship.
S$126
includes taxes & fees
2 Nov - 3 Nov
Comfort Suites Chesapeake - Norfolk
A pool table, seating area, and a mural of a bridge.
A hotel room with two beds, a desk, a chair, and a large window offering a view of trees.
A hotel exterior with a 'tru by Hilton' sign, a parking area, and a fire lane.
A modern hotel lobby with a curved reception desk, seating area, and a large digital screen.

2. TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
S$143
includes taxes & fees
1 Nov - 2 Nov
TRU by Hilton Chesapeake, VA
A modern hotel exterior with outdoor seating, a covered patio, and a car parked nearby.
A hotel room with two beds, a desk, a chair, a sofa, and a coffee table.
A multi-story hotel with a modern design, featuring a parking lot with several cars.
A modern dining area with a wooden table and chairs, a counter with a plant, and a view of the street through large windows.

3. Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
Greenbrier
S$164
includes taxes & fees
5 Oct - 6 Oct
Hyatt Studios Chesapeake
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with large windows and a balcony.
A spacious living area with a sofa, coffee table, and dining set.
A hotel room with a large bed, a desk with a chair, a small table, and a lamp.

4. 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 buffet with labeled containers of omelets and other dishes.
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 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
S$147
includes taxes & fees
1 Nov - 2 Nov
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 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.

6. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
S$118
includes taxes & fees
1 Nov - 2 Nov
Wingate by Wyndham Chesapeake
A pool table with colorful artwork above it, a blue chair, and a green ottoman.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
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.

7. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
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 bathroom with a toilet, shower, vanity with a mirror, and shelves with towels.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.

8. 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 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 gym with treadmills, weight machines, and dumbbells.

9. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
  • Family retreat with swimming fun—cots provided and just minutes from USS Wisconsin BB-64.
S$152
includes taxes & fees
11 Oct - 12 Oct
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 room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.
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.

10. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
  • Create a vibrant family splash zone at SpringHill Suites with indoor pool, children's games, and quick access to USS Wisconsin.
S$151
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott Chesapeake Greenbrier
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Choose what matters most at family-friendly hotels in Chesapeake

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with 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 room with a bed, a desk, a chair, a sofa, and a small table.
A hotel sign with a crescent moon logo and the name 'Comfort Suites'.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
S$126
includes taxes & fees
2 Nov - 3 Nov
Comfort Suites Chesapeake - Norfolk
A modern lounge area with seating, tables, and hanging lights.
A hotel room with two beds, a desk, a chair, and a large window offering a view of trees.
A hotel exterior with a 'tru by Hilton' sign, a parking area, and a fire lane.
A modern hotel lobby with a curved reception desk, seating area, and a large digital screen.

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
S$143
includes taxes & fees
1 Nov - 2 Nov
TRU by Hilton Chesapeake, VA
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 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 buffet with labeled containers of omelets and other dishes.
A modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.
A room with a blue sofa, a small table, a microwave, a refrigerator, and a wall-mounted lamp.
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
S$147
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Chesapeake - Norfolk by IHG
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 bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
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
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 conference room with a long table, multiple chairs, a sofa, and large windows with blinds.

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
S$194
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Chesapeake Greenbrier
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.
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.

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 kitchen with a built-in microwave, white cabinets, and a stone backsplash.
Exterior
Accessible bathroom
A modern indoor space with a flat ceiling, recessed lighting, and a wall-mounted TV. There are three tables with red chairs, a bulletin board with various items, and a potted plant.

Days Inn by Wyndham Chesapeake

Days Inn by Wyndham Chesapeake
Chesapeake
S$80
includes taxes & fees
6 Oct - 7 Oct
Days Inn by Wyndham Chesapeake
A hotel room with a bed, desk, and chair, a TV, and a bathroom visible through an archway.
A clean, modern kitchen with a coffee station, wooden tables, and chairs.
A hotel room with a flat-screen TV, an ATM, two armchairs, a sofa, a small table, and a zebra-patterned carpet.
A spacious hotel lobby with a high ceiling, a staircase, a reception desk, and a seating area.

Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
Chesapeake
S$108
includes taxes & fees
25 Oct - 26 Oct
Sleep Inn & Suites Chesapeake - Portsmouth
A person sitting on a bed with a laptop, wearing a white shirt and a patterned tie.
A hallway with a computer monitor, an exit sign, and a phone on the wall.
A multi-story hotel with a sign reading "Woodspring Suites." There are several cars parked in front, and the building has a symmetrical facade with evenly spaced windows.
A person operating a front-loading washing machine in a laundromat with multiple machines.

WoodSpring Suites Chesapeake - Norfolk South

WoodSpring Suites Chesapeake - Norfolk South
Greenbrier
S$119
includes taxes & fees
5 Oct - 6 Oct
WoodSpring Suites Chesapeake - Norfolk South
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Family-friendly hotels with pools 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 room with a bed, a desk, a chair, a sofa, and a small table.
A hotel sign with a crescent moon logo and the name 'Comfort Suites'.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
S$126
includes taxes & fees
2 Nov - 3 Nov
Comfort Suites Chesapeake - Norfolk
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 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 buffet with labeled containers of omelets and other dishes.
A modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.
A room with a blue sofa, a small table, a microwave, a refrigerator, and a wall-mounted lamp.
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
S$147
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Chesapeake - Norfolk by IHG
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 bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
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
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 conference room with a long table, multiple chairs, a sofa, and large windows with blinds.

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
S$194
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Chesapeake Greenbrier
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.
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.

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 hotel room with a bed, desk, and chair, a TV, and a bathroom visible through an archway.
A clean, modern kitchen with a coffee station, wooden tables, and chairs.
A hotel room with a flat-screen TV, an ATM, two armchairs, a sofa, a small table, and a zebra-patterned carpet.
A spacious hotel lobby with a high ceiling, a staircase, a reception desk, and a seating area.

Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
Chesapeake
S$108
includes taxes & fees
25 Oct - 26 Oct
Sleep Inn & Suites Chesapeake - Portsmouth
A Comfort Inn & Suites sign with a large 'C' logo, a building entrance, and a parking lot.
An indoor swimming pool with dolphin murals, a sunroof, and seating areas.
A hotel room with a bed, a red sofa, a wooden table, a desk with a chair, and a window with curtains.
A spacious lobby with a blue sofa, red chairs, a coffee table, and a patterned carpet.

Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth
Chesapeake
S$123
includes taxes & fees
2 Nov - 3 Nov
Comfort Inn & Suites Chesapeake - Portsmouth
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 8 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 9 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 10 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 16 hours ago
Hilton Virginia Beach Oceanfront

Frequently asked questions

What's Chesapeake like for family-friendly holidays?
The destination of Chesapeake is a great choice if you've been thinking about a holiday with your children. The beaches, football matches and theatres are just a few things that make this an attractive place for families. Take to the air and fly into Norfolk, VA (ORF-Norfolk Intl.), which is located 10.1 mi (16.3 km) from the city centre.
What's the best family accommodation in Chesapeake?
SpringHill Suites by Marriott Chesapeake Greenbrier is a hotel with an indoor pool and free breakfast, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Days Inn by Wyndham Chesapeake and Delta Hotels by Marriott Chesapeake Norfolk.
When's the best time to book a family-friendly holiday in Chesapeake?
The hottest months are usually July and August, with an average temperature of 25°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for Chesapeake is 1359 mm.
What's there to see and do with your family in Chesapeake?
Greenbrier Mall, Chesapeake Square Mall and Dominion Marketplace are interesting attractions that you and your family will enjoy exploring while you are staying in Chesapeake. Make sure that you have plenty of time to take in activities in the area such as Naval Station Norfolk and Sandbridge Beach.

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