Title: Book the Best Hotels with CHILDCARE in Eastern Shore in 2026 | Expedia.ca [Eastern Shore Travel Guide](https://expedia.ca/Eastern-Shore.dx6025644)[Hotels in Eastern Shore](https://expedia.ca/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels)[Vacation Rentals in Eastern Shore](https://expedia.ca/Eastern-Shore-Vacation-Rentals.d6025644.Travel-Guide-VacationRentals)[Flights to Eastern Shore](https://expedia.ca/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)[Things to do in Eastern Shore](https://expedia.ca/Things-To-Do-In-Eastern-Shore.d6025644.Travel-Guide-Activities)[Eastern Shore Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Shore.d6025644.Car-Rental-Guide)[Eastern Shore Vacation Packages](https://expedia.ca/Eastern-Shore.d6025644.Destination-Travel-Guides) ![Long Wharf Park](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Shore Hotels with Childcare Tonight [Feb 3 - Feb 4](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-02-03&endDate=2026-02-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 4 - Feb 5](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-02-04&endDate=2026-02-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Eastern Shore hotels with childcare ![Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/9e0f5859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/dac34e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/b5b24819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chesapeake Bay [](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) Cambridge 8.8/10 Excellent (1,001 reviews) "Great service, great food and drinks. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $253 CA $326 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/9bb141ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/5d174fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/731b367f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/fef0b1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Ocean City by IHG [](https://www.expedia.ca/Ocean-City-Hotels-Holiday-Inn-Ocean-City.h27237.Hotel-Information) North Ocean City 8.4/10 Very good (1,003 reviews) "Clean room, great view, friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $89 CA $100 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Ocean-City-Hotels-Holiday-Inn-Ocean-City.h27237.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796841/d7e268f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796841/e900fe23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796841/b37e9313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796841/c285ad95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites West Ocean City by IHG [](https://www.expedia.ca/Ocean-City-Hotels-Holiday-Inn-Express-Suites-West-Ocean-City.h8796841.Hotel-Information) West Ocean City 8.2/10 Very good (1,000 reviews) "Front desk was extremely pleasant and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $89 CA $100 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Ocean-City-Hotels-Holiday-Inn-Express-Suites-West-Ocean-City.h8796841.Hotel-Information) ![Breakfast, lunch, dinner served; ocean views](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/b1a0ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/6a6b34d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/12b2f8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Perry Cabin [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) Downtown St. Michaels 9.6/10 Exceptional (374 reviews) "Beautiful place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen CA $698 CA $768 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/5d73c26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/86a08fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/e16941d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/f35d159c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge [](https://www.expedia.ca/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information) Downtown Cambridge 9.8/10 Exceptional (12 reviews) "This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren V. CA $191 CA $478 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/65fc84d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/3840464a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/ee3b6008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/167fd0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland [](https://www.expedia.ca/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information) Downtown Cambridge 10/10 Exceptional (10 reviews) "Just a beautiful place. I would stay here again. Everything was walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sylvie G. CA $205 CA $494 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/a6bebc5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/f0ee1781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/ac31e97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/ec0491b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come escape to Smith Island for the winter and enjoy nature, peace and quiet [](https://www.expedia.ca/Smith-Island-Hotels-Get-Away-To-Relax-On-Smith-Island-In-The-Chesapeake-Bay.h92745551.Hotel-Information) Smith Island 9.8/10 Exceptional (15 reviews) "This was our first visit to Smith Island and the Double H was perfect. It was close to the ferry landing so getting there was very easy. The house was well appointed and felt like home as soon as we arrived. We enjoyed the quiet of the island and we were able to fully disconnect and relax Thank you for a great day." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda W. CA $246 CA $412 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Smith-Island-Hotels-Get-Away-To-Relax-On-Smith-Island-In-The-Chesapeake-Bay.h92745551.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/756cfb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/dea9ce41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/e14723bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/aece230b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland [](https://www.expedia.ca/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information) Downtown Cambridge 8.4/10 Very good (6 reviews) "Perfectly located in town and well appointed, comfortable quarters. We would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard D. CA $170 CA $410 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/5d60937f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/509e8b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/c958eca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/23a5b2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ivy Hotel [](https://www.expedia.ca/Baltimore-Hotels-The-Ivy-Hotel.h9343273.Hotel-Information) Mid-Town Belvedere 10/10 Exceptional (199 reviews) "Everything about this experience was excellent! From the valet to the concierge to the check-in person, there was a warmth and sense of pride working for and on behalf of the hotel. We have traveled the world and stayed in the best hotels, but this is by far, the best experience ever." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wonya [](https://www.expedia.ca/Baltimore-Hotels-The-Ivy-Hotel.h9343273.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=2026-02-17&endDate=2026-02-18®ionId=6025644&adults=2&property_amenities_group_explore=babysitting_or_childcare&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Shore Hotel Reviews ![Holiday Inn Ocean City by IHG](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/2c2c5ee3_y.jpg) ### Holiday Inn Ocean City by IHG 10/10 Excellent "Amazing room!! Beautiful view! Impeccably clean room! Pool really nice and clean. Employees super friendly as well. " [](https://expedia.ca/Ocean-City-Hotels-Holiday-Inn-Ocean-City.h27237.Hotel-Information) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "I LOVED IT AS DID MY KIDS!!!!! " [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ## Frequently asked questions ### How much do hotels with childcare in Eastern Shore cost? ### What are the best hotels with childcare in Eastern Shore? ### How many hotels with childcare are there in Eastern Shore? ### Are there any family-friendly hotels with childcare in Eastern Shore? ### Why book your hotel with childcare in Eastern Shore with Expedia? ### How can I find cheap hotels with childcare in Eastern Shore? ### What is there to do in Eastern Shore near my hotel with childcare? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in St. Michaels ](https://www.expedia.ca/5Star-St-Michaels-Hotels.s50-0-d5940.Travel-Guide-Filter-Hotels) - [Hotels near Avalon Theatre ](https://www.expedia.ca/Avalon-Theatre-Hotels.0-l6286426-0.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Baltimore ](https://www.expedia.ca/Baltimore-Hotels-Honeymoon-Hotels.0-0-d178235-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - 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