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