Madison Historic District is one of the largest contiguous National Historic Landmark districts in the country — more than 130 blocks of preserved 19th-century Federal, Classical Revival and Italianate buildings. The Lanier Mansion State Historic Site on First Street is the crown jewel, a Greek Revival home built 1840-1844 with sweeping Ohio River views.
The Ohio Theatre downtown is a 1938 restored Art Deco cinema with live music and films year-round. Broadway Historic District is Madison's walkable Main Street with 19th-century storefronts, cafes, breweries and art galleries.
The Madison Regatta in July is one of the region's biggest events — Unlimited Hydroplane races on the Ohio River with fireworks, air shows and a downtown festival. Clifty Falls State Park just west of downtown has multiple waterfalls, hiking, swimming pool and cabin rentals, and the Hillside district hilltop overlooks offer sweeping Ohio River views south to Kentucky.
More within easy reach — Jeffersonville 45 minutes southwest for the Big Four Bridge into Louisville and Derby Dinner Playhouse; Louisville, KY 60 minutes south for the Bourbon Trail; and Cincinnati 90 minutes east for the riverfront. Spring pulls Madison in Bloom garden tours, summer runs on the Madison Regatta and Clifty Falls swimming, fall pairs with Chautauqua Festival of Art (late September) and Ohio River color drives, and winter drops to off-season with mild Ohio Valley winters and historic-district holiday lighting. Seasonal highlights include Madison Regatta (July), Chautauqua Festival of Art (late September), and Madison in Bloom garden tour (May).