Title: Book the Best Hotels with POOL in Tilghman in 2025 | Expedia.ca [Hotels in Tilghman](https://expedia.ca/Tilghman-Hotels.d166219.Travel-Guide-Hotels)[Vacation Rentals in Tilghman](https://expedia.ca/Tilghman-Vacation-Rentals.d166219.Travel-Guide-VacationRentals)[Tilghman Car Rentals](https://expedia.ca/Car-Rentals-In-Tilghman.d166219.Car-Rental-Guide)[Tilghman Vacation Packages](https://expedia.ca/Tilghman.d166219.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/1ca30351e4977f025892a59a71c86d66.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kacy Kish # Find Hotels with a Pool in Tilghman, MD from CA $130 ![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 Tilghman Hotels with a Pool Tonight [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=166219&startDate=2025-10-05&endDate=2025-10-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=166219&startDate=2025-10-06&endDate=2025-10-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=166219&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=166219&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Tilghman Hotels with a Pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/67743db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/25d29217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Second Floor Bay View Double Room with Balcony ](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/4f8f8af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/e01c273a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knapps Narrows Marina & Inn Tilghman 9.4/10 Exceptional (342) "Beautiful view!" CA $140 CA $153 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) ![Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/97d2d16a.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/5139c564.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) ### Holiday Inn Express Annapolis East-Kent Island by IHG Grasonville 9.2/10 Wonderful (903) "The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!" CA $177 CA $197 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/5f0e7ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/08593556.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) ### St Michaels Inn St. Michaels 8.2/10 Very good (1002) "Great location, free parking, free breakfast excellent staff." CA $125 CA $138 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/97812c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Easton 7.6/10 Good (796) "the room was spacious and relaxing. it was nice and very comfortable. I would stay here again" CA $119 CA $130 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/937d59ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Suite | Living area](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/0787536d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Widows Walk Suite | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/ba45b764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/0efeb5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wylder Tilghman Island Tilghman 8.8/10 Excellent (82) "Very relaxing stay." CA $215 CA $298 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/b30d5f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/ee1a612d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Double Queen First Level - Dog Friendly | View from room](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/0c190249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/w2877h1800x0y0-f772721c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tilghman Island Inn Tilghman 9.6/10 Exceptional (111) "Great staff and food!" CA $279 CA $307 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Tilghman-Hotels-The-Tilghman-Island-Inn.h59854328.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/471400/471331/81cac71a.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) ### Holiday Inn Express Cambridge by IHG Cambridge 8.8/10 Excellent (740) "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 $208 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Cambridge-Hotels-Holiday-Inn-Express-Cambridge.h471331.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 (1001) "Great overall stay" CA $194 CA $213 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.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) ![Lobby](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/2322f180.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) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/418c08db.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 $236 CA $259 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Easton-Hotels-Fairfield-Inn-Suites-By-Marriott-Easton.h12009838.Hotel-Information) ![Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/9f6ae80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/d3121313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4750fa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Studio Suite | Balcony](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rod 'N' Reel Resort Chesapeake Beach 8.4/10 Very good (1001) "great place " CA $187 CA $236 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.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=2025-10-19&endDate=2025-10-20®ionId=166219&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Tilghman 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 "Hyatt regency is more like a Hyatt place … fewer people working , in room dining is in paper boxes with plastic cutlery , but still regency pricing . But excellent pet policy and everyone so kind to pets " [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Hilton Garden Inn Kent Island Marina](//images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/367a733a_y.jpg) ### Hilton Garden Inn Kent Island Marina 10/10 Excellent "This is also a relatively new hotel to area and has an excellent lounge and it okay dining options. The rooms were clean and wonderfully decorated. The location is superb. " [](https://expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) ![Best Western Kent Narrows Inn](//images.trvl-media.com/lodging/1000000/20000/11300/11278/3968d160_y.jpg) ### Best Western Kent Narrows Inn 10/10 Excellent "Very nice" [](https://expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63_y.jpg) ### Quality Inn 10/10 Excellent "the room was spacious and relaxing. it was nice and very comfortable. I would stay here again" [](https://expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ![Rod 'N' Reel Resort](//images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5_y.jpg) ### Rod 'N' Reel Resort 10/10 Excellent "Everything was so nice " [](https://expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.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 "Room was so roomy and comfortable. Only glitch is satellite tv went out the first night." [](https://expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information) ![Days Inn & Suites by Wyndham Cambridge](//images.trvl-media.com/lodging/1000000/920000/912600/912574/6ce9bb8f_y.jpg) ### Days Inn & Suites by Wyndham Cambridge 10/10 Excellent "Everything was clean. Well-designed interior. Good security and lighting. Ample parking. Nice breakfast." [](https://expedia.ca/Cambridge-Hotels-Days-Inn-Suites-By-Wyndham-Cambridge.h912574.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) ![Holiday Inn Express Annapolis East-Kent Island by IHG](//images.trvl-media.com/lodging/1000000/120000/117000/116919/a8fad934_y.jpg) ### Holiday Inn Express Annapolis East-Kent Island by IHG 10/10 Excellent "The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!" [](https://expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Tilghman? > [Wylder Tilghman Island](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information): Features a private beach, a seasonal outdoor pool, and a sauna. [The Tilghman Island Inn](https://www.expedia.ca/Tilghman-Hotels-The-Tilghman-Island-Inn.h59854328.Hotel-Information): Offers daily, a seasonal outdoor pool, and free self parking. [Knapps Narrows Marina & Inn](https://www.expedia.ca/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information): Provides 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): Features 2 outdoor pools, a children's pool, and a private beach. [St Michaels Inn](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information): Offers daily, a seasonal outdoor pool, and free self parking. ### What is there to see and do in Tilghman? > Make a point to visit attractions like Phillips Wharf Environmental Center. During your stay, check out sights such as Tilghman Watermen's Museum, Tilghman Island Marina, and Talbot County Library Tilghman Branch. Take in the natural beauty of Tilghman with the island views and sunsets. ### When is the best time to book a hotel with a pool in Tilghman? > You may want to consider a place to stay with an outdoor swimming pool if you plan to visit Tilghman in the hottest months of July, August, or June when the average temp is 75°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 41°F. ## Explore a world of travel with Expedia - Lodging - Flights - Cars - 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) - [Honeymoon Resorts and in Baltimore](https://www.expedia.ca/Baltimore-Hotels-Honeymoon-Hotels.0-0-d178235-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Baltimore](https://www.expedia.ca/Baltimore-Hotels-Hotels-With-A-Lazy-River.0-0-d178235-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Apartments in Bellevue](https://www.expedia.ca/Bellevue-Apartments.d553248635975867527-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Bellevue](https://www.expedia.ca/Bellevue-Condos.d553248635975867527-aaCondos.Travel-Guide-Accommodation) - [Motels in Bellevue](https://www.expedia.ca/Bellevue-Motels.d553248635975867527-aaMotels.Travel-Guide-Accommodation) - 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