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Find Family Hotels in Chesapeake, VA

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Check availability on Chesapeake Family Hotels

Our top choices for Chesapeake family-friendly hotels

Lobby
TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
2.5 star property
Greenbrier East
8.6 out of 10, Excellent, (350)
"Wonderful stay"
United States
Janet
The price is ₩128,058
₩153,141 total
includes taxes & fees
Jan 15 - Jan 16, 2026
TRU by Hilton Chesapeake, VA
Suite | Individually decorated, individually furnished, desk, laptop workspace
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
2.5 star property
Greenbrier East
8.6 out of 10, Excellent, (1004)
"Room was great Staff was excellent Highly recommend this establishment "
United States
David
The price is ₩98,613
₩116,342 total
includes taxes & fees
Dec 21 - Dec 22
Comfort Suites Chesapeake - Norfolk
Exterior
Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
2.5 star property
Chesapeake
8.6 out of 10, Excellent, (1002)
"Friendly staff, clean establishment, decent breakfast. "
United States
Camisha
The price is ₩116,015
₩136,353 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Express Chesapeake - Norfolk by IHG
Free daily full breakfast
SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier East
8.2 out of 10, Very Good, (1008)
"Safe...clean rooms...staff froendly"
United States
Karen
The price is ₩121,890
₩143,110 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SpringHill Suites by Marriott Chesapeake Greenbrier
Check-in/check-out kiosk
STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE
2.0 star property
South Norfolk
6.8 out of 10, (666)
"Great stay"
United States
Crystal
The price is ₩81,192
₩96,307 total
includes taxes & fees
Dec 17 - Dec 18
STUDIOS & SUITES 4 LESS CHESAPEAKE
Property amenity
Aloft Chesapeake

Aloft Chesapeake

Aloft Chesapeake
3.0 star property
Greenbrier East
8.4 out of 10, Very Good, (1006)
"Great stay."
United States
Eizabeth
The price is ₩121,890
₩143,110 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Aloft Chesapeake
In-room safe, individually decorated, individually furnished, desk
Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth
2.5 star property
Chesapeake
6.4 out of 10, (941)
"Strange smell in the room but nothing too crazy other than that was happy with the stay"
United States
Diamond
The price is ₩99,509
₩126,183 total
includes taxes & fees
Dec 21 - Dec 22
Comfort Inn & Suites Chesapeake - Portsmouth
View from property
Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
3.5 star property
Chesapeake
8.6 out of 10, Excellent, (1005)
"The staff were super friendly, the salad i ate at the bar was fresh and tasty. My room was very comfortable, bed and shower excellent. "
United States
Victoria
The price is ₩130,701
₩153,243 total
includes taxes & fees
Dec 21 - Dec 22
Delta Hotels by Marriott Chesapeake Norfolk
Exterior
Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier East
8.4 out of 10, Very Good, (583)
"Clean room, friendly staff, will definitely book again!"
United States
Traci
The price is ₩165,946
₩193,773 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Residence Inn by Marriott Chesapeake Greenbrier
Desk, iron/ironing board, free WiFi, bed sheets
Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
2.5 star property
Chesapeake
6.8 out of 10, (550)
"Great price for a good hotel"
United States
Christina
The price is ₩104,414
₩123,013 total
includes taxes & fees
Dec 23 - Dec 24
Sleep 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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Family-friendly hotels with free breakfast in Chesapeake

Reception
TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
2.5 star property
Greenbrier East
8.6 out of 10, Excellent, (350)
The price is ₩128,058
₩153,141 total
includes taxes & fees
Jan 15 - Jan 16, 2026
TRU by Hilton Chesapeake, VA
View all properties

Family-friendly hotels with pools in Chesapeake

Suite | Individually decorated, individually furnished, desk, laptop workspace
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
2.5 star property
Greenbrier East
8.6 out of 10, Excellent, (1004)
The price is ₩98,613
₩116,342 total
includes taxes & fees
Dec 21 - Dec 22
Comfort Suites Chesapeake - Norfolk
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

Schooner Inn

Schooner Inn

10/10 Excellent
"Clean and very friendly staff. Older motel but on the water! "
Randall 2-night trip
Posted 3 days ago
Schooner Inn

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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?
Comfort Suites Chesapeake - Norfolk is a hotel with free parking 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 Portlock Galleries at SoNo are interesting attractions you and your family will enjoy exploring while you are staying in Chesapeake. Make sure you have lots of time for activities like Dominion Marketplace and Dominion Station Shopping Center.