Title: Book the Best Eastern Maryland FAMILY FRIENDLY Hotels - Kid-Friendly Hotels in Eastern Maryland, MD | Expedia.ca [Eastern Maryland Travel Guide](https://expedia.ca/Eastern-Maryland.dx6057488)[Hotels in Eastern Maryland](https://expedia.ca/Eastern-Maryland-Hotels.d6057488.Travel-Guide-Hotels)[Vacation Rentals in Eastern Maryland](https://expedia.ca/Eastern-Maryland-Vacation-Rentals.d6057488.Travel-Guide-VacationRentals)[Flights to Eastern Maryland](https://expedia.ca/Cheap-Flights-To-Eastern-Maryland.d6057488.Travel-Guide-Flights)[Things to do in Eastern Maryland](https://expedia.ca/Things-To-Do-In-Eastern-Maryland.d6057488.Travel-Guide-Activities)[Eastern Maryland Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Maryland.d6057488.Car-Rental-Guide)[Eastern Maryland Vacation Packages](https://expedia.ca/Eastern-Maryland.d6057488.Destination-Travel-Guides) ![Long Wharf Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253260-Eastern-Maryland.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Eastern Maryland, MD ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Eastern Maryland Family Hotels Tonight [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6057488&startDate=2025-10-11&endDate=2025-10-12&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=6057488&startDate=2025-10-12&endDate=2025-10-13&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6057488&startDate=2025-10-17&endDate=2025-10-19&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6057488&startDate=2025-10-24&endDate=2025-10-26&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Eastern Maryland Family Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/fc311cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 King Bed (Safari Suite (at Tidewater House))](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/17d21ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/18961763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/e0eae32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tidewater Inn Easton 8.8/10 Excellent (831) "Great hotel! Stayed there multiple times." CA $251 CA $276 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/94fd6605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 King Bed, Accessible, Bathtub (Mobility & Hearing) | Living area](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/1c228349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed, Balcony, Partial Ocean View | View from room](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/9ca3b695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/11c5a97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Ocean City Oceanfront Midtown Ocean City 9.0/10 Wonderful (1006) "Nice hotel good restaurant " CA $130 CA $144 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/2f4799ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 3 Bedrooms, Oceanfront | Bathroom](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/7a852b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 3 Bedrooms, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/c287fac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Ocean City Oceanfront Suites Midtown Ocean City 8.8/10 Excellent (1263) "Great location, close to everything" CA $161 CA $178 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ![Arcade](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/e0e83584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/3a0853bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/f64c44e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/4cb67a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Ocean City Oceanfront Downtown Ocean City 9.0/10 Wonderful (3245) "My family and I love this place" [](https://www.expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/w3837h2557x3y4-d297081d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/8cb72b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/w3837h2546x3y0-2a92d744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/01fa9013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Ocean City / Oceanfront Downtown Ocean City 9.0/10 Wonderful (1557) "The hotel and staff were great we will be back." CA $118 CA $131 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ocean-City-Hotels-Hyatt-Place-Ocean-City-Oceanfront.h23511859.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/a8fad934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/8e62a1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/6b94b388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Annapolis East-Kent Island by IHG Grasonville 9.2/10 Wonderful (906) "Nice Holiday Inn Express with great water views." CA $167 CA $185 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/04865cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/8326d2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/f8ede22a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/1b0dc62e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Cambridge Cambridge 8.2/10 Very good (777) "This is my favorite place to stay in Cambridge. Affordable and the staff is always so friendly. " CA $160 CA $177 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Cambridge-Hotels-Comfort-Inn-Suites-Cambridge.h2007686.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/2000000/1460000/1458400/1458332/cda3adfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1460000/1458400/1458332/93d0980f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1460000/1458400/1458332/99af4aca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1458400/1458332/36f4bb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle in the Sand Midtown Ocean City 8.8/10 Excellent (1015) "My family and I really like the place" CA $103 CA $115 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Ocean-City-Hotels-Castle-In-The-Sand.h1458332.Hotel-Information) ![Arcade](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/08eee0e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds (No Pets Allowed)](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/971dc050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/0e716747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Bedroom (No Pets Allowed)](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/dc9cbbdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fenwick Inn North Ocean City 8.8/10 Excellent (1983) "Very nice place to stay friendly staff very clean." [](https://www.expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/b0d84a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/9a7a154a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/da06d995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chestertown Chestertown 8.6/10 Excellent (826) "Friendly staff, clean room, convenient location. " CA $143 CA $159 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27®ionId=6057488&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Maryland Hotel Reviews ![Grand Hotel Ocean City Oceanfront](//images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg) ### Grand Hotel Ocean City Oceanfront 10/10 Excellent "Very clean, friendly staff" [](https://expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Commander Hotel & Suites](//images.trvl-media.com/lodging/10000000/9720000/9713100/9713072/0acd7387_y.jpg) ### Commander Hotel & Suites 10/10 Excellent "Clean room, nice shower." [](https://expedia.ca/Ocean-City-Hotels-Commander-Hotel-Suites.h9713072.Hotel-Information) ![Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront](//images.trvl-media.com/lodging/1000000/10000/2300/2292/e439a1ab_y.jpg) ### Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront 10/10 Excellent "I love that the room wasnt ultra modern. It was cute, quirky, and comfy. The staff were amazing, and it is right on the boardwalk. I wish we could have stayed longer." [](https://expedia.ca/Ocean-City-Hotels-Howard-Johnson-Plaza-Hotel-By-Wyndham-Ocean-City-Oceanfront.h2292.Hotel-Information) ![Holiday Inn & Suites Ocean City by IHG](//images.trvl-media.com/lodging/1000000/790000/788000/787924/701b41f3_y.jpg) ### Holiday Inn & Suites Ocean City by IHG 10/10 Excellent "Nice property. Great view of beach and friendly staff. " [](https://expedia.ca/Ocean-City-Hotels-Holiday-Inn-Suites-Ocean-City.h787924.Hotel-Information) ![Hilton Ocean City Oceanfront Suites](//images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6_y.jpg) ### Hilton Ocean City Oceanfront Suites 10/10 Excellent "Great location, close to everything" [](https://expedia.ca/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ![Quality Inn Oceanfront](//images.trvl-media.com/lodging/1000000/20000/13300/13212/17228a7d_y.jpg) ### Quality Inn Oceanfront 10/10 Excellent "The hotel is dated, however; the staff were working and cleaning the whole time we were there. They are super friendly and the place is very well kept. If you are a beach person this is the hotel to stay at. You can bring food and cook, right on the beach, or eat at the restaurant right in the hotel. No crowds and quiet area. " [](https://expedia.ca/Ocean-City-Hotels-Quality-Inn-Oceanfront.h13212.Hotel-Information) ![Plim Plaza Hotel](//images.trvl-media.com/lodging/2000000/1570000/1565700/1565623/7715d51e_y.jpg) ### Plim Plaza Hotel 10/10 Excellent "Front desk was very nice " [](https://expedia.ca/Ocean-City-Hotels-Plim-Plaza-Hotel.h1565623.Hotel-Information) ![Quality Inn Ocean City Beachfront](//images.trvl-media.com/lodging/1000000/10000/6800/6796/e31fb3ed_y.jpg) ### Quality Inn Ocean City Beachfront 10/10 Excellent "Very nice" [](https://expedia.ca/Ocean-City-Hotels-Econo-Lodge-Oceanfront.h6796.Hotel-Information) ![Days Inn by Wyndham Ocean City Oceanfront](//images.trvl-media.com/lodging/1000000/180000/171500/171412/4b48a60c_y.jpg) ### Days Inn by Wyndham Ocean City Oceanfront 10/10 Excellent "We liked the pool area and the easy check-in and checkout process. Brandon at the front desk was very pleasant and helpful. We got to do an early check in which was very much appreciated! Location was walkable to the festival my friend and I attended." 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