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