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If you're looking for a romantic date spot in Chicago, consider ROOF on theWit. This lounge within the Wit Hotel offers a breathtaking city view from its outdoor patio and hangover space. Whether you're in the mood for steak or pizza, their dinner menu offers a wide range of delicious entrees. ROOF is a luxurious retreat that can be found on the 27th floor, offering unique hand-crafted cocktails, delectable cuisine, stunning views of the skyline, and vibrant design and entertainment. It has been crowned Hotel Bar of the Year by the Nightclub & Bar Awards and recognized by Travel+Leisure as one of the top 3 rooftop bars in the world. Guests can indulge in the finest acoustic music series, world-class DJs, and live runway shows.

City Winery is a unique venue that offers live entertainment and a wide selection of wine in a warm and welcoming atmosphere. With a working winery on site, guests can enjoy up to 18 varieties of wine while being entertained. The venue can accommodate up to 300 guests, and each location offers a distinctive culinary and cultural experience for wine enthusiasts. City Winery has expanded to provide intimate concerts, food and wine seminars, private event spaces, upscale dining, and a fully functioning winery. Experience the charm of wine country with modern comfort and convenience in an urban setting. The performance venues are equipped with state-of-the-art acoustics provided by Meyer Sound. Before the concert, you can visit the tasting room to try a flight of wines. After the show, stop by the bar for more drinks. City Winery offers a range of functional spaces that can host a memorable night out for two or an unforgettable private event. There is something for everyone at City Winery, whether it's discovering new wines while enjoying an intimate concert or celebrating your wedding in the wine garden followed by an epic party.

The National Veterans Art Museum is committed to collecting, preserving, and exhibiting art created by military personnel inspired by their experiences during active duty. The museum's focus is mainly on the Vietnam War, and its primary goal is to increase the public's understanding of the impact of conflict. By showcasing artworks created by military veterans, the museum aims to encourage dialogue about the effects of war, including its physical, mental, and emotional consequences. Since its establishment, the museum has amassed a significant collection of artwork created by veterans who have served in various wars, including WWII, Korea, the Gulf War, and the Global War on Terror. The collection now comprises over 2,000 pieces, a considerable increase from the 700 works created by 115 artists who served in the Vietnam War. These veterans come from different parts of the world, such as the United States, Australia, Cambodia, Hungary, Thailand, and North and South Vietnam. The museum's collection includes paintings, drawings, photography, sculpture, and literary works by military writers like Kurt Vonnegut and Tim O'Brien. The museum also offers interactive exhibitions, allowing visitors to engage with the ideas and themes presented.