See all properties

Hillside Inn

Property class: 2.5

Choose dates to view prices

Photo gallery for Hillside Inn

A balcony with a metal railing and a round table with a chair. - Hillside Inn (Madison)
A multi-story hotel with balconies and a curved section. - Hillside Inn (Madison)
A hotel room with a large bed, a separate bed, a sitting area with a chair, a desk, a fireplace, and a view of the outdoors. - Hillside Inn (Madison)
A hallway with a stone planter, a staircase, and a door leading to another room. - Hillside Inn (Madison)
A hotel room with a dining area, kitchenette, and a view through the door. - Hillside Inn (Madison)
Hillside Inn provides amenities like free continental breakfast and a terrace. Stay connected with free in-room WiFi.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
  • Housekeeping

Room options

Available filters for rooms
Showing 6 of 6 rooms

View all photos for Room, 1 Queen Bed (Non River View & No Balcony)

A dimly lit hotel room with a bed, a nightstand, and a lamp.

Room, 1 Queen Bed (Non River View & No Balcony)

8.8 out of 10
Excellent
(19 reviews)
  • River view
  • Sleeps 3
  • 1 Queen Bed

View all photos for Double Room, 2 Double Beds, Panoramic River View (Private Balcony)

A hotel room with two beds, a desk, a chair, a wardrobe, and a window with a view.

Double Room, 2 Double Beds, Panoramic River View (Private Balcony)

9.0 out of 10
Wonderful
(27 reviews)
  • River view
  • Sleeps 4
  • 2 Double Beds

View all photos for Room, 1 Queen Bed, Panoramic River View (Private Balcony)

A hotel room with a large bed, two bedside lamps, a chair, and a balcony with outdoor furniture.

Room, 1 Queen Bed, Panoramic River View (Private Balcony)

8.4 out of 10
Very good
(21 reviews)
  • River view
  • Sleeps 3
  • 1 Queen Bed

View all photos for Room, 1 King Bed, Panoramic River View (Private Balcony)

A hotel room with a bed, a desk, a chair, a lamp, and a ceiling fan.

Room, 1 King Bed, Panoramic River View (Private Balcony)

9.0 out of 10
Wonderful
(38 reviews)
  • River view
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe, 1 Queen Bed, Jetted Tub, Panoramic River View (Private Balcony)

A hotel room with a large bed, a sitting area with a chair and table, a balcony with a view, and a separate bathroom with a bathtub.

Deluxe, 1 Queen Bed, Jetted Tub, Panoramic River View (Private Balcony)

9.6 out of 10
Exceptional
(11 reviews)
  • River view
  • Sleeps 3
  • 1 Queen Bed

View all photos for Suite, 1 King with Jetted Tub and Panoramic River View (Fireplace)

A hotel room with a dining area, kitchenette, and a view through the door.

Suite, 1 King with Jetted Tub and Panoramic River View (Fireplace)

9.8 out of 10
Exceptional
(8 reviews)
  • River view
  • Sleeps 3
  • 1 King Bed

About the neighborhood

Madison Historic District, a neighborhood in Madison, is home to Hillside Inn. Dr. William Hutching's Office & Hosptal and Schofield House are cultural highlights, and some of the area's activities can be experienced at Thomas Family Winery and Lanthier Winery. Visit our Madison travel guide
Map
831 E Main St, Madison, IN, 47250

What's nearby

  • A white neoclassical building with a tall tower and columns, surrounded by trees and a clear blue sky.
    Historic District
    11 min walk - 0.6 miles
  • A yellow building with white columns and a front door, surrounded by trees and a brick pathway.
    Lanier Mansion
    19 min walk - 1.0 mile
  • Schofield House
    14 min walk - 0.8 miles
  • Jeremiah Sullivan House
    16 min walk - 0.9 miles
  • Madison Railroad Station Museum
    1 min drive - 1.1 miles

Getting around

  • Louisville Intl. Airport (SDF)
    74 min drive

Restaurants

  • Dairy Queen
    2 min drive
  • Taco Bell
    6 min drive
  • Circle K
    6 min drive
  • Mi Viejo
    7 min drive
  • Circle K
    11 min walk

Similar properties

An outdoor dining area with wooden tables and chairs, large windows, and a view of a lake.
Riverboat Inn and Suites
Madison Historic District
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
9.2 out of 10, Wonderful, 178 reviews
Riverboat Inn and Suites
Compare similar properties

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • Wheelchair-accessible parking available

Food and drink

  • Free continental breakfast available 6:00 AM to 9:00 AM on weekdays and 6:00 AM to 10:00 AM on weekends

Family friendly

  • In-room crib
  • In-room refrigerator
  • Rollaway/extra bed (surcharge)

Conveniences

  • 24-hour front desk
  • Vending machine

Guest services

  • Housekeeping (daily)

Business services

  • Meeting room

Outdoors

  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible registration desk

More

  • Banquet hall
  • Designated smoking areas

Room amenities

Bedroom

  • Bed sheets provided
  • Free crib
  • Rollaway/extra bed (surcharge)

Bathroom

  • Bathtub or shower
  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Towels provided

Entertainment

  • TV with premium cable channels

Food and drink

  • Coffee/tea maker
  • Refrigerator

More

  • Air conditioning (climate-controlled)
  • Connecting rooms available
  • Desk
  • Free local calls
  • Iron/ironing board
  • Phone

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 20

Check-out

Check-out before 11 AM

Special check-in instructions

Front desk staff will greet guests on arrival at the property
This property doesn't offer after-hours check-in
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome
Rollaway/extra beds are available for USD 15.0 per night
Free cribs are available on request at the property

Property payment types

  • American Express
  • Discover
  • Mastercard
  • Visa

Important information

Optional extras

  • Rollaway bed fee: USD 15.0 per night

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards and cash
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

We should mention

This property does not have elevators
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation

Frequently asked questions

Is Hillside Inn pet-friendly?

No, only service animals are welcome at the property.

How much is parking?

Self parking is free at this property.

What time is check-in at Hillside Inn?

Check-in begins at 3:00 PM. After-hours check-in is not available.

What time is check-out at Hillside Inn?

Check-out is at 11 AM.

Where is Hillside Inn located?

Located in Madison Historic District, this hotel is within a 15-minute walk of Ohio River Valley, Thomas Family Winery, and Ohio River. Historic District and Dr. William Hutching's Office & Hosptal are also within 15 minutes.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Hillside Inn Reviews

8.8

Excellent

9.0

Cleanliness

9.2

Location

9.2

Staff & service

8.4

Property conditions & facilities
Rating 10 - Excellent. 544 out of 1001 reviews
Rating 8 - Good. 310 out of 1001 reviews
Rating 6 - Okay. 93 out of 1001 reviews
Rating 4 - Poor. 29 out of 1001 reviews
Rating 2 - Terrible. 25 out of 1001 reviews

Reviews

Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved staying here. The staff were very friendly and helpful.
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great view from the balcony , friendly and helpful staff.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful place to stay, great view from the room friendly helpful staff. Will use again and recommend.
Stayed 1 night in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a balcony room and enjoyed the view. The location of this hotel is very convenient. It fully met our needs for our two-night stay.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Loved the view from the balcony and the staff was super friendly! Great AC and comfy beds!
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was super clean and we loved the private balcony. The staff was very warm and friendly. The breakfast was really good with several different options. We will definitely be back!
Stayed 1 night in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Hillside Inn was very nice. Room was clean and comfortable. Bed was comfortable. Balcony was very nice with a beautiful view of the city. All of the staff that I interacted with were lovely and very helpful. The overall building could use some maintenance. Would absolutely stay again.
Stayed 3 nights in Sep 2026
Verified review

4/10 Poor

Liked: Cleanliness, staff & service, property conditions & facilities
Disliked: Amenities
The staff was very nice and the breakfast was decent. However, if you are not staying on the south side of the hotel, not only do you not have a view but the room is tiny and dark, and there is nowhere to go to see the view that the south siders enjoy. Also, this is a golfcart town with carts for rent but they are not allowed on the property.
Stayed 1 night in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved the private balcony, the jetted tub, fireplace, and kitchenette in the room that we rented. The bed was comfortable, lots of comfy pillows, and overall it was clean. Loved the view from the balcony. It is a little walk to town and to the river, especially on the way back, up the hill, lol, but worth it. Every staff member that we encountered was very friendly and helpful, from check-in to breakfast, and housekeeping. We’ve stayed here a few times and will stay again!
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It had a beautiful balcony with its views and we enjoyed the location !
Stayed 1 night in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Enjoyed my stay here. Good location easy to get to main Madison district and good view of the river. Exterior looks dated but don’t let that put you off as the rooms are renewed and have high quality towels and bedding. Helpful staff and I really enjoyed the comfortable recliner in the room after riding a motorcycle through the area all day. I would definitely stay here again.
Stayed 2 nights in Jul 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice place with a great view.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great views conveniently located staff helpful and friendly
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
If you are looking to stay in an older Historic hotel with a great view give this one a try. The rooms are nicely finished and have as many modern amenities as one would expect. Your own private balcony is a real plus with views of the Ohio river and down town Madison. Walking to either is easy from this location as well if you so desire. The lobby is a neat tidy greeting place with it's own coy pond. Pictures of the original hotel in it's several iterations adorn the walls. One dating back to 1870! We enjoyed our stay and would highly recommend the experience.
Stayed 1 night in Oct 2026
Verified review

6/10 Okay

Liked: Cleanliness
Disliked: Staff & service, property conditions & facilities
The property was clean. However, the A/C did not work well and the room was warm.
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Hotel was in a great location. We could walk anywhere in town. The staff were very friendly. Breakfast could have a few mote options, more fruit.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This historic hotel has beautiful rooms and a great view of the Ohio and downtown Historic Madison. I highly recommend it if you are visiting Madison. Make sure you request a river-side room.
Stayed 1 night in May 2026
Verified review

6/10 Okay

Liked: Cleanliness, staff & service, amenities
The bed room was nice. The staff were friendly. The view was amazing especially at sunset. However the fact that there was a humidifier in the room that needed to be empty twice while in overnight stay and a meh breakfast makes it a little low on score.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
Great view, friendly staff.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We really enjoyed the stay and the staff was very helpful and friendly.
Stayed 1 night in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Easy parking. Room was clean and check in/out very easy and fast. Convenient to downtown Madison.
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities
The view was amazing!
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean, safe, great view and good breakfast.
Stayed 1 night in Apr 2025
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room, friendly staff. Rooms a little outdated but adequate
Stayed 2 nights in Mar 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff are some of the friendliest I have ever met in all my travels. The hotel is adequately maintained for being an older hotel. The room we initially stayed in had a dank smell and the bed linens felt damp. The manager put us in another room which was better. The lobby had a couple dehumidifiers running, so I think there is a moisture issue with the property. There were many happy guests, so most people, including my husband, aren't put off by the age of the Hillside Inn or the moisture Issues. It has views you can't find anywhere else.
Stayed 2 nights in Sep 2026