Hotel deals on Lakeside Hotel Casino in Osceola (IA). Located in Osceola, just off Interstate 35, Lakeside is a premiere Midwest entertainment destination for exciting games, concerts, events, dining and more. Stay at this 3-star hotel in Osceola. Free Wi-Fi access is available. Book now - online with your phone. OSCEOLA, IOWA — Lakeside Hotel and Casino in Osceola, Iowa remains open for the holiday season despite ongoing drought conditions in Clarke. Guests can relax in the comfort of the all-suite hotel, which overlooks West Lake. Lakeside Hotel Casino is an excellent choice for travelers visiting Osceola, offering many helpful amenities designed to enhance your stay. Enjoy free WiFi, free parking, and a fitness center. With. Lakeside Hotel & Casino · Map · Casino Dr. prices, updated photos. Our guests praise the helpful staff and the clean rooms in our. Osceola, IA Directions · () Call Now · More Info. Jeffereys Dr. Casino offers two decks, over slot machines and several table games. Overlooking West Lake in Osceola, Iowa, this resort features an on-site casino with slots, table games, and video games. No. 24/7 customer support. Osceola, IA Ph: miles away. Hours · Known For. The rooms offer a. The casino's square foot gaming space features . Accepts Credit Cards. Lakeside Hotel Casino is a stationary boat casino in Osceola, Iowa and is open daily 24 hours. Yes.