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Check prices for these dates

Tonight
7 Nov - 8 Nov
Tomorrow
8 Nov - 9 Nov
Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

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.

1. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    A marina retreat with kids' fun in mind—arcade games, pool adventures, and free bicycle rentals at this waterfront escape.
The price is Rp2.621.709
Rp3.512.227 total
includes taxes & fees
30 Nov - 1 Dec
Rod 'N' Reel Resort
A multi-story hotel with a central entrance, a landscaped garden with flowers, and a metal sculpture.

2. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (522 reviews)
The price is Rp2.914.637
Rp3.322.686 total
includes taxes & fees
29 Nov - 30 Nov
Anchored Inn at Hidden Harbour Marina
A Holiday Inn Express hotel with a modern facade, a prominent sign, and a well-lit entrance.

3. Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (778 reviews)
The price is Rp2.133.676
Rp2.569.091 total
includes taxes & fees
10 Nov - 11 Nov
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.

4. Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (1,000 reviews)
The price is Rp2.136.388
Rp2.371.390 total
includes taxes & fees
10 Nov - 11 Nov
Springhill Suites by Marriott Prince Frederick
A hot tub in a grassy area with a building in the background.

5. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 reviews)
The price is Rp6.325.626
Rp7.211.214 total
includes taxes & fees
9 Nov - 10 Nov
The Inn at Tacaro Estate
A swimming pool with multiple people swimming and lounging around.

6. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (402 reviews)
The price is Rp1.808.200
Rp1.989.020 total
includes taxes & fees
8 Nov - 9 Nov
Knapps Narrows Marina & Inn
A kitchen with a coffee station, a toaster, and a painting of a sunset on the wall.

7. SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.4 out of 10, Good, (325 reviews)
The price is Rp1.428.478
Rp1.585.611 total
includes taxes & fees
9 Nov - 10 Nov
SureStay by Best Western Prince Frederick
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

8. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
  • cleanliness
    Your family's nautical paradise with maritime museum steps away, three tennis courts, outdoor pool, and babysitting services.
The price is Rp8.961.739
Rp9.857.912 total
includes taxes & fees
6 Dec - 7 Dec
Inn at Perry Cabin
A waterfront property with a covered patio, a dock, and a boat.

9. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (122 reviews)
The price is Rp3.256.020
Rp4.486.071 total
includes taxes & fees
1 Dec - 2 Dec
Wylder Tilghman Island
A two-story house with a porch, a front door, and a small garden area.

10. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (526 reviews)
The price is Rp3.598.318
Rp4.410.200 total
includes taxes & fees
8 Dec - 9 Dec
The Wildset
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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Choose what matters most at family-friendly hotels in Chesapeake Beach

Pool
Breakfast included

Top Chesapeake Beach Hotel Reviews

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach

10/10 Excellent

Excellent reception staff and our rooom was great, too. Fantastic spot with easy and walkable access to the town. Really good facilities, too.
United Kingdom
Paul
Reviewed June 12, 2025
Rod 'N' Reel Resort

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.