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

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Check availability on Chesapeake Family Hotels

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Chesapeake family-friendly hotels

A modern lobby with a wooden reception desk, seating area, and a vending machine.
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
  • Vacation bliss for families with a sparkling pool and kid-friendly entertainment, just minutes from the USS Wisconsin battleship.
₩134,162
₩157,021 total
includes taxes & fees
Sep 8 - Sep 9
Comfort Suites Chesapeake - Norfolk
A pool table with colorful artwork above it, a blue chair, and a green ottoman.
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.
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.

2. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
₩135,392
₩158,435 total
includes taxes & fees
Sep 20 - Sep 21
Aloft by Marriott Chesapeake
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.
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.

3. 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.
₩118,844
₩139,405 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Chesapeake Greenbrier
A buffet with labeled containers of omelets and other dishes.
A Holiday Inn Express building with a covered entrance, stone pillars, and a landscaped garden area.
A poolside area with lounge chairs and umbrellas, a swimming pool, and a multi-story building with stone facade and large windows.
A tray of freshly baked cinnamon rolls with icing.

4. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
₩138,128
₩161,583 total
includes taxes & fees
Sep 7 - Sep 8
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.

5. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
  • Family retreat with swimming fun—cribs provided and just minutes from USS Wisconsin BB-64.
₩138,128
₩161,581 total
includes taxes & fees
Sep 7 - Sep 8
Delta Hotels by Marriott Chesapeake Norfolk
A pool table, seating area, and a mural of a bridge.
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.
A modern office space with a herringbone-patterned carpet, multiple seating areas with colorful geometric cushions, and a large window providing a view of the outside.

6. TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
₩133,478
₩158,969 total
includes taxes & fees
Sep 13 - Sep 14
TRU by Hilton Chesapeake, VA
An outdoor patio area with brick walls, a fire pit, and outdoor furniture.
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.
A spacious lobby with a fireplace, comfortable seating, and a dining area.

7. Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
₩154,539
₩180,456 total
includes taxes & fees
Sep 7 - Sep 8
Residence Inn by Marriott Chesapeake Greenbrier
A hotel room with a desk, chair, and a large TV mounted on the wall.
A sign for 'STUDIOS & SUITES 4 LESS' with a large logo and the address '2222'.
A reception area with a counter, a phone, a no smoking sign, and a wall-mounted notice board.

8. STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE
South Norfolk
₩86,405
₩102,103 total
includes taxes & fees
Sep 3 - Sep 4
STUDIOS & SUITES 4 LESS CHESAPEAKE
A hotel room with a bed, desk, and chair, a TV, and a bathroom visible through an archway.
A modern hotel room with a sofa, a blue ottoman, a bathroom with a bathtub, and a kitchenette.
A spacious hotel lobby with a high ceiling, a staircase, a reception desk, and a seating area.
A bathroom with a bathtub, a sink, and a mirror.

9. Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
Chesapeake
₩97,647
₩115,028 total
includes taxes & fees
Sep 22 - Sep 23
Sleep Inn & Suites Chesapeake - Portsmouth
A family of three sleeping in a bedroom with a wooden headboard, white bedding, and a plain wall.
A person operating a front-loading washing machine in a laundromat with multiple machines.
A multi-story hotel with a sign reading "Woodspring Suites".
A hallway with a wooden floor, a small black desk with a mirror, and a door with a glass panel.

10. WoodSpring Suites Chesapeake - Norfolk South

WoodSpring Suites Chesapeake - Norfolk South
Greenbrier
₩108,040
₩126,981 total
includes taxes & fees
Sep 3 - Sep 4
WoodSpring Suites Chesapeake - Norfolk South
View all properties

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

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.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
₩135,392
₩158,435 total
includes taxes & fees
Sep 20 - Sep 21
Aloft by Marriott Chesapeake
A modern lobby with a wooden reception desk, seating area, and a vending machine.
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'.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
₩134,162
₩157,021 total
includes taxes & fees
Sep 8 - Sep 9
Comfort Suites 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.
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
₩118,844
₩139,405 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Chesapeake Greenbrier
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
₩138,128
₩161,581 total
includes taxes & fees
Sep 7 - Sep 8
Delta Hotels by Marriott Chesapeake Norfolk
A buffet with labeled containers of omelets and other dishes.
A Holiday Inn Express building with a covered entrance, stone pillars, and a landscaped garden area.
A poolside area with lounge chairs and umbrellas, a swimming pool, and a multi-story building with stone facade and large windows.
A tray of freshly baked cinnamon rolls with icing.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
₩138,128
₩161,583 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Chesapeake - Norfolk by IHG
A modern lounge area with seating, tables, and hanging lights.
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.
A breakfast area with a counter displaying various food options, including yogurt, pancakes, and eggs. There are signs indicating the availability of these items, and a coffee machine is visible on the counter.

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
₩133,478
₩158,969 total
includes taxes & fees
Sep 13 - Sep 14
TRU by Hilton Chesapeake, VA
An outdoor patio area with brick walls, a fire pit, and outdoor furniture.
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.
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
₩154,539
₩180,456 total
includes taxes & fees
Sep 7 - Sep 8
Residence Inn by Marriott Chesapeake Greenbrier
A hotel room with a bed, desk, and chair, a TV, and a bathroom visible through an archway.
A modern hotel room with a sofa, a blue ottoman, a bathroom with a bathtub, and a kitchenette.
A spacious hotel lobby with a high ceiling, a staircase, a reception desk, and a seating area.
A clean, modern kitchen with a coffee station, wooden tables, and chairs.

Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
Chesapeake
₩97,647
₩115,028 total
includes taxes & fees
Sep 22 - Sep 23
Sleep Inn & Suites Chesapeake - Portsmouth
A modern kitchen with a built-in microwave, white cabinets, and a stone backsplash.
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
₩75,560
₩106,040 total
includes taxes & fees
Sep 10 - Sep 11
Days Inn by Wyndham Chesapeake
A multi-story hotel with a sign reading "Woodspring Suites".
A person operating a front-loading washing machine in a laundromat with multiple machines.
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.

WoodSpring Suites Chesapeake - Norfolk South

WoodSpring Suites Chesapeake - Norfolk South
Greenbrier
₩108,040
₩126,981 total
includes taxes & fees
Sep 3 - Sep 4
WoodSpring Suites Chesapeake - Norfolk South
View all properties

Family-friendly hotels with pools in Chesapeake

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.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
₩135,392
₩158,435 total
includes taxes & fees
Sep 20 - Sep 21
Aloft by Marriott Chesapeake
A modern lobby with a wooden reception desk, seating area, and a vending machine.
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'.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
₩134,162
₩157,021 total
includes taxes & fees
Sep 8 - Sep 9
Comfort Suites 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.
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
₩118,844
₩139,405 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Chesapeake Greenbrier
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
₩138,128
₩161,581 total
includes taxes & fees
Sep 7 - Sep 8
Delta Hotels by Marriott Chesapeake Norfolk
A buffet with labeled containers of omelets and other dishes.
A Holiday Inn Express building with a covered entrance, stone pillars, and a landscaped garden area.
A poolside area with lounge chairs and umbrellas, a swimming pool, and a multi-story building with stone facade and large windows.
A tray of freshly baked cinnamon rolls with icing.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
₩138,128
₩161,583 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Chesapeake - Norfolk by IHG
An outdoor patio area with brick walls, a fire pit, and outdoor furniture.
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.
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
₩154,539
₩180,456 total
includes taxes & fees
Sep 7 - Sep 8
Residence Inn by Marriott Chesapeake Greenbrier
A hotel room with a bed, desk, and chair, a TV, and a bathroom visible through an archway.
A modern hotel room with a sofa, a blue ottoman, a bathroom with a bathtub, and a kitchenette.
A spacious hotel lobby with a high ceiling, a staircase, a reception desk, and a seating area.
A clean, modern kitchen with a coffee station, wooden tables, and chairs.

Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
Chesapeake
₩97,647
₩115,028 total
includes taxes & fees
Sep 22 - Sep 23
Sleep Inn & Suites Chesapeake - Portsmouth
A Comfort Inn & Suites sign with a large 'C' logo, a building entrance, and a parking lot.
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.
A spacious indoor dining area with multiple tables and booths, large windows, and a fireplace.

Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth
Chesapeake
₩99,999
₩134,134 total
includes taxes & fees
Sep 7 - Sep 8
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.
View all properties

Top Chesapeake Hotel Reviews

Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

10/10 Excellent
"Choose this hotel because it was away from the business of the main beach area. Very quiet and pretty clean. Hallways were a bit dark. Also the stairs coming out of the one side are a little steep. But overall would stay again!"
Stephanie 2-night trip
Posted 2 hours ago
Wyndham Virginia Beach Oceanfront
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

8/10 Good
"Great location but old facility, Gym needs attention and major upgrade"
Boghos 3-night trip
Posted 2 hours ago
Hilton Virginia Beach Oceanfront
Hampton Inn Virginia Beach-Oceanfront South

Hampton Inn Virginia Beach-Oceanfront South

10/10 Excellent
"The staff was very friendly and the room and amenities were all very clean. Also, they have a super nice continental breakfast!"
Krystle 4-night trip
Posted 7 hours ago
Hampton Inn Virginia Beach-Oceanfront South
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

10/10 Excellent
"what a wonderful place for a family vacation with young kids! 10/10 recommend!!"
Jacqueline 5-night trip
Posted 7 hours ago
Holiday Inn & Suites Virginia Beach North Beach by IHG
Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

8/10 Good
"My wife and I took my 2 toddlers here for a weekend vacation. Check-in was fairly easy, but the room was not ready when we got there. There are enough things to do near the hotel to kill time. When we got our room, we got an ocean view room and it was a great view and great room, with no issues. Room was clean and had every amenity you needed. When we did interact with the staff, they were friendly. Highlight of this hotel is the multiple pools and proximity to the ocean. The indoor and outdoor pools were nice and the children really enjoyed them. Being that the ocean is literally in the backyard, getting to the ocean was super easy. The only issue with the hotel is that there is no parking on sight. You have to park in a large garage, but it's free and relatively close. Overall, I would recommend staying here and would stay here again."
Keith 2-night trip
Posted 7 hours ago
Hilton Vacation Club Ocean Beach Club Virginia Beach
Ocean Resort

Ocean Resort

8/10 Good
"Air conditioning on balcony water running on it"
Vernon 4-night trip
Posted 9 hours ago
Ocean Resort
Schooner Inn

Schooner Inn

10/10 Excellent
"The hotel is definitely a little older, but it’s cute, clean, and has a nice feel to it. I really liked the staff—they were all super friendly, professional, and helpful. The location was also perfect and really convenient. The only thing I wish they had was luggage storage. So if you’re planning to leave your bags before check-in or after check-out, just keep that in mind because they don’t have a place to store them. Overall, I had a really nice stay and would definitely stay here again!"
Roman 2-night trip
Posted 9 hours ago
Schooner Inn
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent
"Everything was the 💣"
James 3-night trip
Posted 2 days ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Frequently asked questions

What's Chesapeake like for family-friendly vacations?
The destination of Chesapeake is a great choice if you've been thinking about a vacation with your kids. The beaches, sporting events, and theaters are just a few things that make this an attractive place for families. Take to the air and fly into Norfolk Intl. Airport (ORF), which is located 10.1 mi (16.3 km) from the city center.
What's the best hotel for a family vacation to 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 kid-friendly vacation include Days Inn by Wyndham Chesapeake and Delta Hotels by Marriott Chesapeake Norfolk.
When's the best time to book a family-friendly vacation in Chesapeake?
The hottest months are usually July and August with an average temp of 77°F, while the coldest months are January and February with an average of 45°F. Average annual precipitation for Chesapeake is 54 inches.
What's there to see and do with your family in Chesapeake?
Greenbrier Mall, Chesapeake Square Mall, and Dominion Marketplace are interesting attractions you and your family will enjoy exploring while you are staying in Chesapeake. Make sure you have plenty of time to take in activities in the area like Naval Station Norfolk and Sandbridge Beach.

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