Title: Book the Best BEACH RESORTS in Woodlawn, Chicago - Woodlawn Hotels on the Beach| Expedia.ca [Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Woodlawn Car Rentals](https://expedia.ca/Car-Rentals-In-Woodlawn.d6132422.Car-Rental-Guide)[Woodlawn Vacations](https://expedia.ca/Woodlawn.d6132422.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/7d94e81b9801269da869c6a2279a6290.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Richard Remington # Find Beach Hotel in Woodlawn, Chicago ![](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 Woodlawn Beach Hotel Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6132422&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woodlawn Beach Hotel ![Smart TV](https://images.trvl-media.com/lodging/76000000/75880000/75872400/75872313/d9384fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75880000/75872400/75872313/96e74c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75880000/75872400/75872313/62733ecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75880000/75872400/75872313/52f65179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodlawn Oasis...10 Minutes to Dining & Downtown Woodlawn 9.4/10 Exceptional (13) "I would book the house again" [](https://www.expedia.ca/Chicago-Hotels-Woodlawn-Oasis10-Minutes-To-Dining-Downtown.h75872313.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/62000000/61540000/61539500/61539477/857ad1cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61540000/61539500/61539477/70b13463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61540000/61539500/61539477/a5a1e8a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/62000000/61540000/61539500/61539477/b3c49b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment! Woodlawn 10/10 Exceptional (4) "We had such a good time, the apartment is beautiful and the owners of this property are amazing, with making sure we are comfortable and know where everything is, their gratitude was really appreciated." [](https://www.expedia.ca/Chicago-Hotels-The-Woodlawn-Oasis-Is-An-Absolutely-Beautiful-Newly-Rehabbed-Apartment.h61539477.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=2025-10-28&endDate=2025-10-29®ionId=6132422&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Top Woodlawn Hotel Reviews ![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Staff was outstanding. Very helpful. " [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Hilton Garden Inn Chicago Downtown/Magnificent Mile](//images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8_y.jpg) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile 10/10 Excellent "Excellent location for visiting Chicago, near major attractions, walking distance to mig mile and Chicago river. Subway station is beside the hotel. Many restaurants are around. Hotel is a little old but condition is good and the price is reasonable. Staffs are very friendly. " [](https://expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Clean rooms, great service." [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![InterContinental Chicago Magnificent Mile by IHG](//images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg) ### InterContinental Chicago Magnificent Mile by IHG 10/10 Excellent "The bell hops were awesome!! If i needed to know anything, all i had to do was ask them. " [](https://expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![The Royal Sonesta Chicago Downtown](//images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "This was the best hotel I ever stayed at! I did not want to leave. It was very clean and the cleaning staff was attentive and thorough. The staff at the desk were friendly and knowledgeable, and never acted disgruntled or impatient. The bellhops were excellent and trustworthy and anticipated our needs. The hotel was just beautiful and clean in the lobby with boutique atmosphere and art. The room was spacious with comfortable bed and furnishings. The coffee was excellent and the bathroom felt luxurious. We just loved everything! The restaurant food was great quality and not overpriced. And, our location downtown couldn’t be better, near Riverwalk and Michigan Avenue. We thoroughly enjoyed our stay. Thank you, Sonesta!" [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "Clean.Comfortable beds. Great location .Includes a great breakfast." [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "All the staff had great energy and were very helpful. Nice bar/lounge area and cozy space. I had a private room and though it wasn’t huge, it was exactly what we needed for our staycation." [](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Warwick Allerton - Chicago](//images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "Everything was great. It was awesome being back in Chicago again. " [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ![Holiday Inn Chicago Dwtn - The Mart by IHG](//images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344_y.jpg) ### Holiday Inn Chicago Dwtn - The Mart by IHG 10/10 Excellent "Great hotel - great location. It's a bummer that the view from the restaurant/bar isn't as cool as it used to be, because of the new buildings in front of it, but it's still pretty - and the drinks and food are very good. Room was very nice and clean. " [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information) ## Frequently asked questions ### What is Woodlawn like for travelers who love the beach? > Reserve your ideal place to stay in Woodlawn, which has a lot to offer the traveler planning a beach vacation. ### What is there to see and do around Woodlawn? > After arriving and settling in at your accommodation of choice, you might want to venture out and explore. If you're eager to check out the beaches, head to Ohio Street Beach or Oak Street Beach for some relaxation by the water. Discover a variety of local attractions, which include Lake Michigan and 63rd Street Beach. You can also pay a visit to Lorado Taft's Midway Studios or Bob-O-Link Meadow for more to see and do. ### What's the best way to get to my beach hotel in Woodlawn? > This travel information can help you get to and around your beach accommodation in Woodlawn more easily: Make your way to Woodlawn with a flight to Chicago Midway Airport (MDW), the closest major airport which is located 7.6 mi (12.3 km) away. 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