Guest Rooms

We offer both single and double bed guest rooms.

Deluxe Rooms & Suites

Everything featured in our guest rooms plus:

A few fascinating facts:
  • Frank Sinatra, Dean Martin and Shirley McClaine stayed at the Hillside Inn during the filming of "Some Came Running" in 1958.
  • Madison contains 133 blocks of the most notable 19th century architecture in the United States.
  • Madison has been selected as one of a "dozen distinctive destinations" for 2001 by the National Trust for Historic Preservation.
  • Nestled in the rolling hills of Southern Indiana and overlooking the majestic Ohio River, experience one of this historic region's most elegant, upscale and charming hotels. The Hillside Inn, a hotel that once hosted such stars as Frank Sinatra, Dean Martin, and Shrley McClaine, is a newly renovated property offering 30 beautifully appointed guestrooms along with several Deluxe Rooms and Suites.

    Stay at the Hillside Inn and let us exceed your every expectation! Choose from a beautifully appointed guest room, a deluxe queen room, or an exquisite suite, all of which include the finest of amenities, while relaxing in one of our soothing whirlpools in select rooms or simply enjoying our spectacular panoramic view of downtown, historic Madison and the Ohio River from your private balcony.