Title: Book the Best Hotels with POOL in Secretary in 2025 | Expedia.ca [Hotels in Secretary](https://expedia.ca/Secretary-Hotels.d3000440876.Travel-Guide-Hotels)[Vacation Rentals in Secretary](https://expedia.ca/Secretary-Vacation-Rentals.d3000440876.Travel-Guide-VacationRentals)[Secretary Car Rentals](https://expedia.ca/Car-Rentals-In-Secretary.d3000440876.Car-Rental-Guide)[Secretary Vacation Packages](https://expedia.ca/Secretary.d3000440876.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Secretary, MD from CA $118 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Secretary Hotels with a Pool Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=3000440876&startDate=2025-09-29&endDate=2025-09-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=3000440876&startDate=2025-09-30&endDate=2025-10-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000440876&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000440876&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Secretary Hotels with a Pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/cd0addda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/16010c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/4e51f020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Easton 7.6/10 Good (794) "Always look forward to our stay here on our way to the ocean. It’s part of our yearly plan. " CA $118 CA $130 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/26f606ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ac21726a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/76eda657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/5f0e7ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Michaels Inn St. Michaels 8.2/10 Very good (1002) "Great place to stay" CA $125 CA $138 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/c52c5ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/557a347e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/3a599b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/ec18bd5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Easton Inn & Suites Easton 9.2/10 Wonderful (1011) "Great overall stay" CA $194 CA $213 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/480000/471400/471331/0e1b572a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/480000/471400/471331/d67e5e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/480000/471400/471331/7c80a262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/480000/471400/471331/7b3d3d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Cambridge by IHG Cambridge 8.8/10 Excellent (739) "Great stay! Clean room, comfy beds, looked recently updated, and nice breakfast included. One complaint was that the listing said their was a hot tub, but there was not." CA $187 CA $207 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Cambridge-Hotels-Holiday-Inn-Express-Cambridge.h471331.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/6e7eb9b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/6e42f8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/418c08db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/37c56e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Easton Easton 9.6/10 Exceptional (362) "Absolutely amazing staff! Nicest hotel ive ever been in!" CA $224 CA $247 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Easton-Hotels-Fairfield-Inn-Suites-By-Marriott-Easton.h12009838.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/d99fe929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/38f767b3.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) ![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) ### 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 $171 CA $189 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Cambridge-Hotels-Comfort-Inn-Suites-Cambridge.h2007686.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/912600/912574/d3c1ad72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/912600/912574/10123be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/912600/912574/318cc2da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/920000/912600/912574/90-63dd8996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn & Suites by Wyndham Cambridge Cambridge 6.6/10 (1011) "Everything was clean. Well-designed interior. Good security and lighting. Ample parking. Nice breakfast." CA $106 CA $118 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Cambridge-Hotels-Days-Inn-Suites-By-Wyndham-Cambridge.h912574.Hotel-Information) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/af06ef71.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/1000000/900000/890500/890486/7c147ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chesapeake Bay Cambridge 8.8/10 Excellent (1012) "Beautiful place" CA $266 CA $369 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2300/2264/a352e55b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2300/2264/0a98b647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/2300/2264/540d96d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/2300/2264/19a193ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Easton by IHG Easton 9.0/10 Wonderful (587) "I liked it. Nice staff!" CA $325 CA $357 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Easton-Hotels-Holiday-Inn-Express-Easton.h2264.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/d0af41e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/518088b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/3e21912d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/18678d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oaks Waterfront Easton 10/10 Exceptional (38) "Loved the Oaks! Fabulous accommodations and excellent staff" CA $576 CA $633 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Easton-Hotels-The-Oaks-Waterfront-Inn.h1721586.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=2025-10-13&endDate=2025-10-14®ionId=3000440876&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Secretary Hotel Reviews ![Hyatt Regency Chesapeake Bay](//images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "Indoor and outdoor pools were very clean and nice " [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Cambridge Inn](//images.trvl-media.com/lodging/1000000/900000/893000/892978/4d3db229_y.jpg) ### Cambridge Inn 10/10 Excellent "No comment " [](https://expedia.ca/Cambridge-Hotels-Cambridge-Inn.h892978.Hotel-Information) ![Comfort Inn & Suites Cambridge](//images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/04865cf6_y.jpg) ### Comfort Inn & Suites Cambridge 10/10 Excellent "They gave me cookies when I checked in and the lady was super nice. " [](https://expedia.ca/Cambridge-Hotels-Comfort-Inn-Suites-Cambridge.h2007686.Hotel-Information) ![The Tidewater Inn](//images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/fc311cc7_y.jpg) ### The Tidewater Inn 10/10 Excellent "Parking free and easy. Located right in the center of a vibrant downtown area with lots of great places to eat, drink and shop" [](https://expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) ![Fairfield Inn & Suites by Marriott Easton](//images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/6e42f8e0_y.jpg) ### Fairfield Inn & Suites by Marriott Easton 10/10 Excellent "Hotel was clean. Tiffany at the front desk was so helpful and professional. " [](https://expedia.ca/Easton-Hotels-Fairfield-Inn-Suites-By-Marriott-Easton.h12009838.Hotel-Information) ![Best Western Plus Easton Inn & Suites](//images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/bedcc35b_y.jpg) ### Best Western Plus Easton Inn & Suites 10/10 Excellent "Staff was friendly and helpful. Property was clean. Close to St. Michaels and Easton. " [](https://expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63_y.jpg) ### Quality Inn 10/10 Excellent "Front desk person friendly. Room clean but smelled like cleaning fluid. " [](https://expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ![Holiday Inn Express Cambridge by IHG](//images.trvl-media.com/lodging/1000000/480000/471400/471331/7b3d3d17_y.jpg) ### Holiday Inn Express Cambridge by IHG 10/10 Excellent "Great stay! Clean room, comfy beds, looked recently updated, and nice breakfast included. One complaint was that the listing said their was a hot tub, but there was not." [](https://expedia.ca/Cambridge-Hotels-Holiday-Inn-Express-Cambridge.h471331.Hotel-Information) ![Hampton Inn Easton](//images.trvl-media.com/lodging/2000000/1440000/1432500/1432437/w1504h992x0y8-f18eeee9_y.jpg) ### Hampton Inn Easton 10/10 Excellent "Front desk staff very helpful and hospitable. Clean room and accommodations. " [](https://expedia.ca/Easton-Hotels-Hampton-Inn-Easton.h1432437.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Secretary? > [St Michaels Inn](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information): Features daily, a seasonal outdoor pool, and free self parking. [Hyatt Regency Chesapeake Bay](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information): Offers 2 outdoor pools, a children's pool, and a private beach. [The Tidewater Inn](https://www.expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information): Features daily, a seasonal outdoor pool, and complimentary wired internet access. [Quality Inn](https://www.expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information): Offers complimentary wired internet access, an indoor pool, and free self parking. [Best Western Plus Easton Inn & Suites](https://www.expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information): Features daily, a seasonal outdoor pool, and free self parking. ### What is there to see and do in Secretary? > Make a point to visit attractions like Long Wharf Park and Easton Cycle and Sport. Discover sights such as Dorchester County Visitors Center, Choptank River Lighthouse, and Gerry Boyle Park at Great Marsh during your stay. ### When is the best time to book a hotel with a pool in Secretary? > You may want to consider an accommodation that has an outdoor pool if you will be visiting Secretary in the warmest months of July, August, or June when the average temperature is 74°F. 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