Title: Book the Best Ocean Pines WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in Berlin](https://expedia.ca/Berlin-Vacation-Rentals.d79155.Travel-Guide-VacationRentals)[Flights to Berlin](https://expedia.ca/Cheap-Flights-To-Berlin.d79155.Travel-Guide-Flights)[Things to do in Berlin](https://expedia.ca/Things-To-Do-In-Berlin.d79155.Travel-Guide-Activities)[Ocean Pines Car Rentals](https://expedia.ca/Car-Rentals-In-Ocean-Pines.d6287096.Car-Rental-Guide)[Ocean Pines Vacations](https://expedia.ca/Ocean-Pines.d6287096.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/8bd28d67570b5ec071a02c94785b83a7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Ocean Pines, MD from CA $106 ![](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 Ocean Pines Winery Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=6287096&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6287096&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6287096&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6287096&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ocean Pines Winery Hotels ![Sundeck](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/08f08113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/d6974a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/fcecd38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/607bb91a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Place Hotel Downtown Ocean City 9.2/10 Wonderful (1005) "Nice place, great staff." [](https://www.expedia.ca/Ocean-City-Hotels-Park-Place-Hotel.h13279522.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) ![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) ![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) ### Hyatt Place Ocean City / Oceanfront Downtown Ocean City 9.0/10 Wonderful (1558) "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) ![Standard Room, 2 Queen Beds, Oceanfront | Beach/ocean view](https://images.trvl-media.com/lodging/4000000/3670000/3660800/3660765/50868563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/4000000/3670000/3660800/3660765/298c40df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/4000000/3670000/3660800/3660765/52e157e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/4000000/3670000/3660800/3660765/9e9c92ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SeaLoft Oceanfront Hotel Midtown Ocean City 8.6/10 Excellent (364) "Great time with the family. Super walkable and beach front! " CA $111 CA $123 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ocean-City-Hotels-Atlantic-OceanFront-Inn.h3660765.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/a3a4bc50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/d3caf33c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking, Bay View](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/c80a3acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/f42afa08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Gold Coast North Ocean City 8.2/10 Very good (1005) "I liked that Denny's was right there and they honored a 10% discount with your stay at the hotel." CA $95 CA $106 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Ocean-City-Hotels-Comfort-Inn-Gold-Coast.h5604.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/53a12ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/4f3138fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Balcony, Oceanfront (Hearing Accessible)](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/0f74ca55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/c89c29dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Ocean City Oceanfront Downtown Ocean City 9.2/10 Wonderful (980) "Great hotel and service " CA $134 CA $149 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ocean-City-Hotels-Courtyard-Ocean-City-Oceanfront.h2475053.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/8bf1c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/w3633h2233x0y0-164d7bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, Balcony, Partial Ocean View](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/5a5080ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/9b7ea9e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Monte Carlo Ocean City Downtown Ocean City 7.8/10 Good (1012) "We stayed for the week and it was an excellent stay!" CA $90 CA $127 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ocean-City-Hotels-Hotel-Monte-Carlo-Ocean-City.h1866913.Hotel-Information) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/50000000/49180000/49178600/49178587/af034c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49180000/49178600/49178587/7b2adfe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49180000/49178600/49178587/97b30a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/50000000/49180000/49178600/49178587/019e05c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo Downtown Ocean City 9.8/10 Exceptional (56) "We had such a great time with such a beautiful view. Rooms were well kept and very nice. Overall 10 out of 10." CA $69 CA $496 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ocean-City-Hotels-Beach-Paradise-IV-Downtown-Waterfront.h49178587.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71930000/71927600/71927597/b7fb23e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71930000/71927600/71927597/a75124d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71930000/71927600/71927597/ca6a09e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/72000000/71930000/71927600/71927597/6ab2a88d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View Downtown Ocean City 9.2/10 Wonderful (19) "Really nice place,had everything we needed very elegant and relaxing,tvs nice and updated will come back again " CA $69 CA $434 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ocean-City-Hotels-Beach-Paradise-VII-Brand-New-Luxury-Townhouse-With-Pool.h71927597.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/19000000/18790000/18785800/18785781/53d8f7df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18790000/18785800/18785781/6592e12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18790000/18785800/18785781/w1080h810x0y765-b38c97dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/19000000/18790000/18785800/18785781/w1080h810x0y765-2ceead12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL"" Selbyville 9.2/10 Wonderful (118) "The whole family enjoyed our stay. We rode bikes, did some crabbing and fishing off the pier in back. Went to pool, it was very nice that the pool was so close. We especially enjoyed eatting our meals on deck out back. Had some issues but were quickly resolved. Ralph always replied to messages fast. Would stay again!!!" CA $86 CA $328 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Selbyville-Hotels-FENWICK-ISL-WATERFRONT-VACATION-HOME-AT-THE-BEACH-W-BOAT-DOCK.h18785781.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/12000000/11210000/11205500/11205496/6d09e882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11210000/11205500/11205496/d7cb1974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11210000/11205500/11205496/ea5c6097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11210000/11205500/11205496/0dc24e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fish Tales Boardwalk Inn Downtown Ocean City 7.6/10 Good (108) "my stay was flawless!!! " [](https://www.expedia.ca/Ocean-City-Hotels-Fish-Tales-Boardwalk-Inn.h11205496.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. 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