A harbor with boats docked, a pier, and a row of houses along the water.

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Check availability on Chesapeake Beach Family Hotels

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Chesapeake Beach family-friendly hotels

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
A modern bar area with a long counter and multiple bar stools.
A hotel room with a large bed, a TV mounted on the wall, a desk, and a chair.
A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

1. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
  • A marina retreat with kids' fun in mind—arcade games, pool adventures, and free bicycle rentals at this waterfront escape.
₩191,828
₩212,929 total
includes taxes & fees
Oct 28 - Oct 29
Rod 'N' Reel Resort
A multi-story hotel with a central entrance, a landscaped garden with flowers, and a metal sculpture.
A modern kitchen with a large island, bar stools, and a wine rack.
A marina with boats docked at wooden piers, surrounded by greenery and houses in the background.
A hotel room with a bed, a TV, a bathroom with a mirror, and a painting on the wall.

2. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
₩246,099
₩280,553 total
includes taxes & fees
Oct 29 - Oct 30
Anchored Inn at Hidden Harbour Marina
A hotel room with a large bed, bedside tables, a desk, a chair, a flat-screen TV, and a window with a view.
A bathroom with a granite countertop sink, a large mirror, a shower with grab bars, and a white bathtub.
A modern hotel lobby with a blue carpet, seating areas, a reception desk, and a clock on the wall.
A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

3. Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
Prince Frederick
₩156,557
₩188,505 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Inn Express Prince Frederick by IHG
A hotel lobby with a reception desk, a glass-top table with a bowl, potted plants, a vending machine, and a large window.
An indoor swimming pool with clear water, a tiled floor, and a few lounge chairs.
A lobby with two yellow armchairs, a glass-top coffee table, a lamp, and a decorative bamboo wall.
A hotel with a brick facade, a covered entrance, and a sign reading "Springhill Suites."

4. Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
Prince Frederick
₩156,756
₩174,000 total
includes taxes & fees
Oct 26 - Oct 27
Springhill Suites by Marriott Prince Frederick
A hot tub in a grassy area with a building in the background.
A luxurious living room with a leather sofa, a vintage trunk, and a fireplace.
A pool with two Adirondack chairs and a basket of items on the grass.
A room with a tufted armchair, a vase with white flowers, and a window with a view of the outdoors.

5. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
₩464,137
₩529,121 total
includes taxes & fees
Nov 18 - Nov 19
The Inn at Tacaro Estate
A swimming pool with multiple people swimming and lounging around.
A building with a sign reading "The Inn."
A waterfront property with houses, a dock, and a grassy area.
A covered patio area with wicker furniture and a view of a building with large windows.

6. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
₩199,013
₩218,914 total
includes taxes & fees
Oct 26 - Oct 27
Knapps Narrows Marina & Inn
A kitchen with a coffee station, a toaster, and a painting of a sunset on the wall.
A bathroom with a bathtub, toilet, and sink.
A reception area with a check-in counter, seating area, and a vending machine.
A two-story building with a brick facade, a covered entrance, and a bench outside.

7. SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
Prince Frederick
₩104,813
₩116,342 total
includes taxes & fees
Oct 29 - Oct 30
SureStay by Best Western Prince Frederick
A waterfront property with a covered patio, a dock, and a boat.
A waterfront hotel with a covered dock and a large building with multiple balconies.
A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

8. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
₩312,664
₩410,483 total
includes taxes & fees
Oct 22 - Oct 23
Wylder Tilghman Island
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A bedroom with a large bed, a wooden chair, a balcony with white curtains, and a view of greenery.
A room with a view of a wooden deck and a gazebo by the water.

9. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Your family's nautical paradise with maritime museum steps away, three tennis courts, outdoor pool, and babysitting services.
₩642,834
₩707,117 total
includes taxes & fees
Nov 11 - Nov 12
Inn at Perry Cabin
A two-story house with a porch, a front door, and a small garden area.
A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.
A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.
A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

10. The Wildset

The Wildset
Downtown St. Michaels
₩303,826
₩367,378 total
includes taxes & fees
Nov 9 - Nov 10
The Wildset
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Choose what matters most at family-friendly hotels in Chesapeake Beach

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Top Chesapeake Beach Hotel Reviews

Econo Lodge Andrews Air Force Base

Econo Lodge Andrews Air Force Base

10/10 Excellent
"Very nice staff"
Norman 1-night trip
Posted less than an hour ago
Econo Lodge Andrews Air Force Base
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"I was very pleased with the amenities, room size, cleanliness of the room. There were plenty of towel, blankets and shower items to make the stay warm and pleasant. Breakfast was delicious with lots of choices."
Ann Christine 2-night trip
Posted 10 hours ago
Sonesta ES Suites Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Loved the balcony."
Hildehardo F 4-night trip
Posted 1 day ago
Rod 'N' Reel Resort
Residence Inn by Marriott Waldorf

Residence Inn by Marriott Waldorf

10/10 Excellent
"They are remodeling so it's a work in progress. My room was huge and ver comfortable. No complains."
Israel 1-night trip
Posted 2 days ago
Residence Inn by Marriott Waldorf
Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

10/10 Excellent
"Staff was great and the room was clean!!"
Christopher 1-night trip
Posted 3 days ago
Candlewood Suites Annapolis by IHG
Fairfield by Marriott Inn & Suites Clinton

Fairfield by Marriott Inn & Suites Clinton

10/10 Excellent
"Naaaaaaaaaaaaaaaaaaaaaaaa"
ricky 2-night trip
Posted 6 days ago
Fairfield by Marriott Inn & Suites Clinton
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

10/10 Excellent
"Stay was exceptional!!"
Kaiya 1-night trip
Posted 6 days ago
SpringHill Suites by Marriott Annapolis

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.

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