The best area to stay in Madison is the historic downtown district, particularly along Main Street and its surrounding blocks.This area is the heart of Madison, known for its beautifully preserved 19th-century architecture and direct access to the Ohio Riverfront. Main Street itself is lined with independent shops, local restaurants, and galleries, making it a very walkable and engaging area. The Jefferson County Courthouse, a prominent landmark, anchors the eastern end of Main Street.Couples will find downtown Madison particularly appealing. The historic homes, many operating as charming bed and breakfasts, offer a romantic setting. Dinner cruises on the Ohio River are easily accessible from the riverfront, and the many antique shops and wine-tasting rooms provide enjoyable daytime activities.For those interested in history and architecture, staying downtown provides direct access to the Madison Historic District, a National Historic Landmark. Many walking tours start from this area, allowing visitors to explore the meticulously maintained federal and Greek Revival buildings.