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Find Family Hotels in Chesapeake Beach, MD

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Check availability on Chesapeake Beach Family Hotels

Our top choices for Chesapeake Beach family-friendly hotels

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1003)
"Great location and friendly staff. "
United States
Shana
The price is ₩158,078
₩180,208 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SpringHill Suites by Marriott Annapolis

Holiday Inn Express Waldorf by IHG

Holiday Inn Express Waldorf by IHG
2.5 star property
Waldorf
8.2 out of 10, Very Good, (1001)
"The breakfast was very good. Rooms were very clean "
United States
Sandra
The price is ₩136,151
₩151,128 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Holiday Inn Express Waldorf by IHG

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (121)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is ₩325,892
₩358,481 total
includes taxes & fees
Jan 9 - Jan 10, 2026
The Tilghman Island Inn

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1002)
"This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool. "
United States
Stacy
The price is ₩131,856
₩175,328 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Rod 'N' Reel Resort

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (967)
"Clean, spacious, quiet, convenient location. I’d stay there again. "
United States
Michael
The price is ₩131,191
₩149,557 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Sonesta ES Suites Annapolis

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (181)
"The staff was extremely pleasant and enjoyable to work with!! "
United States
Laura
The price is ₩115,873
₩132,095 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Candlewood Suites Annapolis by IHG

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (372)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is ₩747,347
₩904,285 total
includes taxes & fees
Dec 29 - Dec 30
Inn at Perry Cabin

Courtyard Marriott Waldorf

Courtyard Marriott Waldorf
3.0 star property
Waldorf
8.2 out of 10, Very Good, (929)
"Clean room staff was friendly. "
United States
KaShaun
The price is ₩152,083
₩168,812 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard Marriott Waldorf

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.2 out of 10, Good, (554)
"The staff is so amazing here! "
United States
Selina
Executive Inn And Suites

Spark by Hilton Waldorf

Spark by Hilton Waldorf
3.0 star property
Waldorf
8.6 out of 10, Excellent, (53)
"Great stay, very clean, awesome front desk staff"
United States
te
The price is ₩117,034
₩129,908 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Spark by Hilton Waldorf
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.

Top Chesapeake Beach Hotel Reviews

Frequently asked questions

What's Chesapeake Beach like for family-friendly vacations?
If you've been thinking about a trip with your kids, the relaxing destination of Chesapeake Beach is a good choice. The exciting theme parks, beaches, and recreation options are just some of the things that make this a good place for family vacations. Take to the air and fly into Easton, MD (ESN-Easton - Newnam), which is located 26.5 mi (42.7 km) from the city center.
What's the best hotel when traveling with kids to Chesapeake Beach?
Rod 'N' Reel Resort is a hotel with an indoor pool and 2 restaurants, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Chesapeake Beach?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Chesapeake Beach is 52 inches.
What's there to see and do with your family in Chesapeake Beach?
While you are vacationing in Chesapeake Beach, you and the family might want to see interesting spots such as Chesapeake Beach Water Park and Rod n Reel Charter Fishing. Make sure you have lots of time for activities like Tilghman Island Marina and Knapp's Narrows Marina & Inn.