Experience the refreshing, modern style and genuine service of the DoubleTree by Hilton Deadwood at Cadillac Jack's hotel and casino, located steps away from historic Main Street in the heart of Black Hills' most popular attractions. We’ll greet you at check-in with a warm DoubleTree chocolate chip cookie. At our tranquil retreat, you’ll feel at home in a stylish guest room with a microwave and mini fridge. Upgrade to a suite for more space and a separate living area. Some suites have wet bars, or sofa beds, ideal for families. Enjoy a diverse range of appetizers, entrees, and desserts at our restaurant, FLYT Steakhouse, open daily for breakfast, lunch, and dinner. Enjoy Starbuck’s® coffee at the coffee shop, Mexican food at Guadalajara’s restaurant, or deli-style subs, sandwiches, and wraps at Earl of Sandwich. Visit our casino bar for beer, wine, and mixed drinks. Grab a snack, sandwich, and other fresh selections at Made Market.