Photo by Ronanne Vinson

Chesapeake Beach Hotel Guide - Family Friendly Hotels in Chesapeake Beach, Maryland

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Beach Family Friendly Hotels

Next weekend
In two weeks

Top Chesapeake Beach Family Friendly Hotels

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
  • Arcade/games room
8.4 out of 10, Very good, (1002)
Splash between indoor and seasonal outdoor pools while youngsters delight in the arcade room at this shoreside haven. Parents appreciate the marina activities, paddleboard adventures, kayaking excursions, and proximity to Chesapeake Beach Water Park. Soul food dining completes memorable family moments.
The price is €117
includes taxes & fees
30 Nov - 1 Dec
Rod 'N' Reel Resort

Spark by Hilton Waldorf

3.0 star property
Waldorf
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
8.6 out of 10, Excellent, (35)
Families delight in this suburban retreat featuring a lively bowling alley and premium TV channels for evening entertainment. Children love exploring the nearby Cheltenham Acres Recreation Area while parents appreciate the free breakfast and parking.
The price is €76
includes taxes & fees
5 Dec - 6 Dec
Spark by Hilton Waldorf

Candlewood Suites Annapolis by IHG

2.5 star property
Annapolis
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
  • Business services
8.8 out of 10, Excellent, (170)
The price is €78
includes taxes & fees
20 Dec - 21 Dec
Candlewood Suites Annapolis by IHG

SpringHill Suites by Marriott Annapolis

3.0 star property
Annapolis
  • Cots/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (1002)
Adventure awaits at this family-centric hotel featuring an indoor pool, hot tub, and children's games for endless entertainment. Netflix and premium TV channels keep kids delighted while parents appreciate the complimentary breakfast, spacious rooms, and 24-hour fitness centre.
The price is €91
includes taxes & fees
4 Dec - 5 Dec
SpringHill Suites by Marriott Annapolis

Holiday Inn Express Waldorf by IHG

2.5 star property
Waldorf
  • Indoor pool
8.2 out of 10, Very good, (1009)
The price is €83
includes taxes & fees
5 Dec - 6 Dec
Holiday Inn Express Waldorf by IHG

Walk to Beach! King Bed & Free Beach Passes

North Beach
  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
  • Free WiFi
  • Air conditioning
10.0 out of 10, Exceptional, (16)
The price is €290
includes taxes & fees
1 Dec - 2 Dec
Walk to Beach! King Bed & Free Beach Passes

Sleep Inn & Suites Near Joint Base Andrews - Washington Area

2.5 star property
Upper Marlboro
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
  • Business services
7.4 out of 10, Good, (839)
The price is €74
includes taxes & fees
21 Dec - 22 Dec
Sleep Inn & Suites Near Joint Base Andrews - Washington Area

Inn at Perry Cabin

5.0 star property
St. Michaels
  • Childcare
  • Cots/infant beds provided
  • Outdoor pool
9.6 out of 10, Exceptional, (370)
Family adventures flourish at this bayfront haven where children splash in the outdoor pool while parents unwind. Free bicycle rentals, tennis courts, and babysitting services create perfect days, complemented by spa treatments and seaside dining for all ages.
The price is €376
includes taxes & fees
4 Dec - 5 Dec
Inn at Perry Cabin

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

North Beach
  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
  • Air conditioning
  • Gym
10.0 out of 10, Exceptional, (31)
The price is €386
includes taxes & fees
30 Nov - 1 Dec
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict
  • Free WiFi
  • Air conditioning
  • Outdoor space
  • Parking available
  • Barbecue grill
  • Beach view
9.2 out of 10, Wonderful, (7)
The price is €264
includes taxes & fees
30 Nov - 1 Dec
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
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 holidays?
If you've been thinking about a trip with your children, 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 destination for family holidays. Take to the air and fly into Easton, MD (ESN-Easton - Newnam), which is located 26.5 mi (42.7 km) from the city centre.
What's the best family accommodation in 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 holiday in Chesapeake Beach?
The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Chesapeake Beach is 1331 mm.
What's there to see and do with your family in Chesapeake Beach?
While you are holidaying in Chesapeake Beach, you and the family may want to see some interesting spots such as Chesapeake Beach Water Park and Rod n Reel Charter Fishing. Make sure that you have lots of time for activities such as Tilghman Island Marina and Knapp's Narrows Marina & Inn.