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 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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 modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.
A hotel room with a large bed, a TV mounted on the wall, a desk, and a chair.

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.
₩167,851
₩186,315 total
includes taxes & fees
Nov 4 - Nov 5
Rod 'N' Reel Resort
A multi-story hotel with a central entrance, a landscaped garden with flowers, and a metal sculpture.
A marina with boats docked at wooden piers, surrounded by greenery and houses in the background.
A marina with docked boats, a picnic area, and a grassy lawn with a tree.
A modern kitchen with a large island, bar stools, and a wine rack.

2. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
₩245,420
₩279,780 total
includes taxes & fees
Oct 27 - Oct 28
Anchored Inn at Hidden Harbour Marina
A Holiday Inn Express hotel with a modern facade, a prominent sign, and a well-lit entrance.
A swimming pool with clear blue water, surrounded by sunlit arched windows and a row of chairs.
A spacious living area with a fireplace, a television, and a seating area with two chairs.
A buffet with various food items, including omelets and other dishes, served in metal containers.

3. Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
Prince Frederick
₩152,155
₩183,578 total
includes taxes & fees
Nov 24 - Nov 25
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.
A hotel with a brick facade, a covered entrance, and a sign reading "Springhill Suites."
A lobby with two yellow armchairs, a glass-top coffee table, a lamp, and a decorative bamboo wall.
An indoor swimming pool with clear water, a tiled floor, and a few lounge chairs.

4. Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
Prince Frederick
₩150,700
₩167,277 total
includes taxes & fees
Oct 29 - Oct 30
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 room with a tufted armchair, a vase with white flowers, and a window with a view of the outdoors.
A pool with two Adirondack chairs and a basket of items on the grass.

5. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
₩462,856
₩527,656 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Tacaro Estate
A swimming pool with multiple people swimming and lounging around.
A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.
A covered patio area with wicker furniture and a view of a building with large windows.
A building with a sign reading "The Inn."

6. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
₩172,002
₩189,202 total
includes taxes & fees
Nov 1 - Nov 2
Knapps Narrows Marina & Inn
A kitchen with a coffee station, a toaster, and a painting of a sunset on the wall.
A hotel room with a large bed, two bedside tables with lamps, a window with curtains, and a wall-mounted heater.
A bathroom with a bathtub, toilet, and sink.
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
₩104,524
₩116,022 total
includes taxes & fees
Oct 27 - Oct 28
SureStay by Best Western Prince Frederick
A waterfront property with a covered patio, a dock, and a boat.
A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.
A view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

8. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
₩321,511
₩419,817 total
includes taxes & fees
Nov 1 - Nov 2
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 large, well-lit banquet hall with round tables, chairs, and chandeliers.
A waterfront property with a grassy lawn, white chairs, a dock, and a large building with multiple windows and a flag.
A sailboat docked at a marina with a grassy area and a large white building in the background.

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.
₩641,060
₩705,166 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 bathroom with white tiled walls, a showerhead, and a door.
A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.
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.

10. The Wildset

The Wildset
Downtown St. Michaels
₩302,988
₩366,364 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

St Michaels Inn

St Michaels Inn

8/10 Good
"The parking was very convenient, close to your room. The breakfast was continental, however, more seating would be helpful. The rooms were very clean and minimal furnishings. We were there for a wedding nearby and the location was great for us."
Travis 2-night trip
Posted 11 hours ago
St Michaels Inn
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Very quiet great location."
Panagiotis 2-night trip
Posted 12 hours ago
Sonesta ES Suites Annapolis
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

10/10 Excellent
"The hotel is close to lots of shopping and dining options."
FRANK 3-night trip
Posted 14 hours ago
SpringHill Suites by Marriott Annapolis
Spark by Hilton Waldorf

Spark by Hilton Waldorf

10/10 Excellent
"Front desk staff very friendly, helpful, and personable, especially Kia (sorry if i misspelled your name) Rooms were clean and beds were comfy, would definitely stay again"
Lakeya 2-night trip
Posted 18 hours ago
Spark by Hilton Waldorf
Residence Inn by Marriott Waldorf

Residence Inn by Marriott Waldorf

10/10 Excellent
"Great place to feel home away from home."
Aubrey 1-night trip
Posted 3 days ago
Residence Inn by Marriott Waldorf
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"The Hotel was excellent. However, Expedia did not disclose that there was an additional charge for resort fee that was not included in the quoted price from Expedia. There was an additional $33.00 when I checked into the hotel. I could have gone with a different online reservation cheaper."
William 1-night trip
Posted 4 days ago
Rod 'N' Reel Resort
Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

8/10 Good
"The room was clean and away from the elevators with no issues for the specific room. The only reason this is not a 5 star review is that there is no accommodation for customers / guests that need a nightstand on both sides of the bed. In our situation both customers have a CPAP machine. The reservation was for 2 guests and the room was a queen bed and upon arrival we had to decide who was going to sleep without their CPAP machine because the room has no bedside table or electrical outlets on the outer edge of the bed. Regardless of the medical need when will Hotels learn that both sides of the bed need a place to hold their CPAP or book or tea."
Christina 1-night trip
Posted 11 days ago
Hilton Garden Inn Solomons
Fairfield by Marriott Inn & Suites Clinton

Fairfield by Marriott Inn & Suites Clinton

10/10 Excellent
"Naaaaaaaaaaaaaaaaaaaaaaaa"
ricky 2-night trip
Posted 11 days ago
Fairfield by Marriott Inn & Suites Clinton

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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