Title: Book the Best Assateague Pointe WINERY Hotels in 2026 | 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)[Assateague Pointe Car Rentals](https://expedia.ca/Car-Rentals-In-Assateague-Pointe.d553248635976473325.Car-Rental-Guide)[Assateague Pointe Vacations](https://expedia.ca/Assateague-Pointe.d553248635976473325.Destination-Travel-Guides) ![Panoramic sunset over wetlands at Assateague Island in Maryland](https://images.trvl-media.com/place/553248635976473325/44d1591c-f7ea-4059-818e-33e30189a9a8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635976473325/44d1591c-f7ea-4059-818e-33e30189a9a8.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 Assateague Pointe Winery Hotels Tonight [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976473325&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 7 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976473325&startDate=2026-02-07&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976473325&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=553248635976473325&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Assateague Pointe hotels with winery ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/eb718924.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/14000000/13280000/13279600/13279522/9050a3a2.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/14000000/13280000/13279600/13279522/54e2685b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279522/41a02ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Place Hotel [](https://www.expedia.ca/Ocean-City-Hotels-Park-Place-Hotel.h13279522.Hotel-Information) Downtown Ocean City 9.2/10 Wonderful (1,094 reviews) "Always a good place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason [](https://www.expedia.ca/Ocean-City-Hotels-Park-Place-Hotel.h13279522.Hotel-Information) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/w3837h2556x3y3-8b958879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/793897ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/83b7c1f9.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) ### Hyatt Place Ocean City / Oceanfront [](https://www.expedia.ca/Ocean-City-Hotels-Hyatt-Place-Ocean-City-Oceanfront.h23511859.Hotel-Information) Downtown Ocean City 9.0/10 Wonderful (1,575 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $115 CA $129 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Ocean-City-Hotels-Hyatt-Place-Ocean-City-Oceanfront.h23511859.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/9a672eb2.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) ![Indoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/b40314a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/3000000/2480000/2475100/2475053/19cea38d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Ocean City Oceanfront [](https://www.expedia.ca/Ocean-City-Hotels-Courtyard-Ocean-City-Oceanfront.h2475053.Hotel-Information) Downtown Ocean City 9.2/10 Wonderful (1,001 reviews) "Room was clean and staff was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanette CA $119 CA $133 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Ocean-City-Hotels-Courtyard-Ocean-City-Oceanfront.h2475053.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/7762f1e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking, Bay View | View from room](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/80db1a62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Comfort Inn Gold Coast [](https://www.expedia.ca/Ocean-City-Hotels-Comfort-Inn-Gold-Coast.h5604.Hotel-Information) North Ocean City 8.2/10 Very good (1,002 reviews) "Great staff and a great price very friendly, responsive hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James C CA $81 CA $91 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Ocean-City-Hotels-Comfort-Inn-Gold-Coast.h5604.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) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/50000000/49180000/49178600/49178587/49834831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49180000/49178600/49178587/w2062h1367x0y1-7da037aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/50000000/49180000/49178600/49178587/05127791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo [](https://www.expedia.ca/Ocean-City-Hotels-Beach-Paradise-IV-Downtown-Waterfront.h49178587.Hotel-Information) Downtown Ocean City 9.8/10 Exceptional (62 reviews) "Great location walking distance to everything. Thank you so much for a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) valerie0472 CA $62 CA $479 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Ocean-City-Hotels-Beach-Paradise-IV-Downtown-Waterfront.h49178587.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) ![Rooftop bar](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/5d8f1958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, Balcony, Partial Ocean View | Balcony view](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/07ae918d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, Balcony, Partial Ocean View | Balcony](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866913/a23d8af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Monte Carlo Ocean City [](https://www.expedia.ca/Ocean-City-Hotels-Hotel-Monte-Carlo-Ocean-City.h1866913.Hotel-Information) Downtown Ocean City 7.8/10 Good (1,000 reviews) "Room was updated, staff was very friendly, and the location was great for centrality to the boardwalk. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $99 CA $138 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Ocean-City-Hotels-Hotel-Monte-Carlo-Ocean-City.h1866913.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/72000000/71610000/71601200/71601126/w1440h913x0y47-6108495e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71610000/71601200/71601126/57579df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/72000000/71610000/71601200/71601126/3f13242c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71610000/71601200/71601126/405e15c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway [](https://www.expedia.ca/Ocean-City-Hotels-Just-Imagine-Newly-Renovated.h71601126.Hotel-Information) North Ocean City 10/10 Exceptional (18 reviews) "The condo is beautifully decorated and only steps from the beach! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela H. CA $101 CA $309 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Ocean-City-Hotels-Just-Imagine-Newly-Renovated.h71601126.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71930000/71927600/71927597/653a8f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71930000/71927600/71927597/w2056h1362x4y0-bef2a8fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71930000/71927600/71927597/a9335651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71930000/71927600/71927597/b60941ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View [](https://www.expedia.ca/Ocean-City-Hotels-Beach-Paradise-VII-Brand-New-Luxury-Townhouse-With-Pool.h71927597.Hotel-Information) Downtown Ocean City 9.2/10 Wonderful (19 reviews) "Really nice place,had everything we needed very elegant and relaxing,tvs nice and updated will come back again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George H. CA $62 CA $416 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Ocean-City-Hotels-Beach-Paradise-VII-Brand-New-Luxury-Townhouse-With-Pool.h71927597.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111440000/111431400/111431346/aee7ac26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball](https://images.trvl-media.com/lodging/112000000/111440000/111431400/111431346/02969c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111440000/111431400/111431346/604010ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/112000000/111440000/111431400/111431346/b54cf723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ultra Luxurious New Pool Game Room Grill Bikes [](https://www.expedia.ca/Ocean-City-Hotels-Luxury-New-Townhouse-Game-Room-Pool-Grill-Bikes.h111431346.Hotel-Information) North Ocean City 10/10 Exceptional (2 reviews) "The place was very nice. Perfect for our family. Property Management compay was very responsive and professional. I would highly recommend them! I would definitely rent this home again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim N. CA $175 CA $781 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Ocean-City-Hotels-Luxury-New-Townhouse-Game-Room-Pool-Grill-Bikes.h111431346.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/35000000/34590000/34581400/34581331/a19f40ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34590000/34581400/34581331/w1170h1550x0y0-e23dab4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34590000/34581400/34581331/w1164h1876x5y0-c424458c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/35000000/34590000/34581400/34581331/c99799d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean calling & country concert availability! [](https://www.expedia.ca/Ocean-City-Hotels-Located-Next-To-Park.h34581331.Hotel-Information) North Ocean City 9.0/10 Wonderful (35 reviews) "Perfect place to stay for oceans calling! On bus route but not in the craziness of the direct festival area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer F. CA $86 CA $284 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Ocean-City-Hotels-Located-Next-To-Park.h34581331.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=2026-02-20&endDate=2026-02-21®ionId=553248635976473325&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Assateague Pointe Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [2 Star Hotels in Bayside ](https://www.expedia.ca/2Star-Bayside-Berlin-Hotels.s20-n553248635976480916-0.Travel-Guide-Filter-Hotels) - [Hotels near Assateague State Park ](https://www.expedia.ca/Assateague-State-Park-Hotels.0-l6075488-0.Travel-Guide-Filter-Hotels) - [Casino Hotels in Bayside ](https://www.expedia.ca/Bayside-Berlin-Hotels-Casino-Hotel.0-n553248635976480916-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Bayside ](https://www.expedia.ca/Bayside-Berlin-Hotels-Hotels-With-Childcare.0-n553248635976480916-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Bayside ](https://www.expedia.ca/Bayside-Berlin-Hotels-Hotels-With-Smoking-Rooms.0-n553248635976480916-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - 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