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Hillside Inn

2.5 star property
Hills and natural beauty surround this convenient getaway where friendly staff ensure a stress-free stay at every turn of the journey

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Photo gallery for Hillside Inn

A balcony with a metal railing and a round table with a chair. - Hillside Inn (Madison)
A hallway with a stone planter, a staircase, and a door leading to another room. - Hillside Inn (Madison)
Desk, iron/ironing board, cribs (free), rollaway beds (surcharge) - Hillside Inn (Madison)
A multi-story hotel with balconies and a curved section. - Hillside Inn (Madison)
Suite, 1 King with Jetted Tub and Panoramic River View (Fireplace) | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge) - Hillside Inn (Madison)
Hillside Inn offers a charming retreat with practical comforts. Enjoy continental breakfast, in-room WiFi, a 24-hour front desk, vending machine, and meeting room. Staff helpfulness consistently earns praise.

Reviews

8.6 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)

Room, 1 Queen Bed (Non River View & No Balcony) | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

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

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

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

Double Room, 2 Double Beds, Panoramic River View (Private Balcony) | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

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

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

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

Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

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

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

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
(34 reviews)
  • River view
  • Sleeps 3
  • 1 King Bed
  • Free WiFi

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

Deluxe, 1 Queen Bed, Jetted Tub, Panoramic River View (Private Balcony) | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

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
  • Free WiFi

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

Suite, 1 King with Jetted Tub and Panoramic River View (Fireplace) | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

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

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

About the neighborhood

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
  • Thomas Family Winery
    11 min walk - 0.6 miles
  • Dr. William Hutching's Office & Hosptal
    11 min walk - 0.6 miles
  • Francis Costigan House
    16 min walk - 0.9 miles

Getting around

  • Louisville Intl. Airport (SDF)
    66 min drive

Restaurants

  • Dairy Queen
    2 min drive
  • Circle K
    6 min drive
  • Moose Lodge
    4 min drive
  • Taco Truck
    6 min drive
  • Central Hotel
    12 min walk

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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

  • Bedsheets 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

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?

Situated in Madison, 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.

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Reviews

Hillside Inn Reviews

8.6

Excellent

9.0

Cleanliness

9.2

Location

9.2

Staff & service

8.2

Property conditions & facilities
Rating 10 - Excellent. 531 out of 1003 reviews
Rating 8 - Good. 317 out of 1003 reviews
Rating 6 - Okay. 99 out of 1003 reviews
Rating 4 - Poor. 28 out of 1003 reviews
Rating 2 - Terrible. 28 out of 1003 reviews

Reviews

Verified

10/10 Excellent

Ellie

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

8/10 Good

Robert

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

10/10 Excellent

Beth

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

10/10 Excellent

Cynthia

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

8/10 Good

Regina

Liked: Cleanliness, staff & service, property conditions & facilities
Was nice, good breakfast, BUT room was not ADA compliant (no grab bars in shower) only one single serve coffee pod, no microwave in room
Stayed 2 nights in Jun 2026
Verified

10/10 Excellent

JayCee

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room and hotel were clean. The staff was friendly. It was my first time in madison so I booked this hotel not really knowing much about it or the area but I will definitely book again!
Stayed 6 nights in Jun 2026
Verified

10/10 Excellent

Alta

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

10/10 Excellent

Scott

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

8/10 Good

Kristine

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

10/10 Excellent

Felicia

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

10/10 Excellent

Roy

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

10/10 Excellent

Justin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was clean. Staff was friendly!
Stayed 2 nights in Mar 2026
Verified

8/10 Good

Craig

Liked: Cleanliness, staff & service, property conditions & facilities
Breakfast leaves a lot to be desired (wet eggs, floppy over-thin bacon), but otherwise, it’s a great view, friendly and professional staff, clean room, comfortable stay.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Dustin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice view of the river and downtown, staff is very friendly nice older place with very reasonable prices
Stayed 1 night in Dec 2025
Verified

8/10 Good

Cliff

Liked: Cleanliness, staff & service, property conditions & facilities
Nice balcony view overlooking town and river. The inn is a bit outdated but clean, the staff was nice, and Madison is a nice place for a weekend getaway.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Dennis

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
First time here. We were impressed, for the age of the hotel it is well kept and in great shape. My wife loved the balcony, we spent some time out there watching the world roll by. Breakfast was standard hotel fare, but on the good side....scrambled eggs instead of those horrible little pre-made omelets, bacon (very thin sliced, my wife's favorite hotel bacon so far), sausage links, potatoes, waffle maker, bagels, bread, rolls, cereal, a very nice selection. The kitchen people were on the ball and kept things refilled when needed. Everyone was very friendly and personable, from the desk to the breakfast people. Room was nice and clean, with a huge bed. Water pressure was good, and you didn't lose 30 minutes of your life waiting for hot water. All in all, we'd definitely stay here again and likely will as we want to do the jet boat rides which we couldn't get this trip.
Stayed 2 nights in Jul 2026
Verified

10/10 Excellent

DENA HANNAH

Liked: Cleanliness, amenities, property conditions & facilities
Clean courteous people great view
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Kenneth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was very friendly.
Stayed 2 nights in Oct 2025
Verified

8/10 Good

Rhonda

Liked: Cleanliness, staff & service
Disliked: Amenities
Room was clean. AC was loud. Room was adequate. A good, inexpensive motel in a great town. I have stayed before and probably will again. Each room has a balcony.
Stayed 3 nights in Mar 2026
Verified

8/10 Good

norman stan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Established place with character. ...Of an era.... Great locale and view. Some physical limitations, electrical and heat. Breakfast was fine.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Christina

Liked: Cleanliness, staff & service, amenities
Very nice room with a view of downtown
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Tony

Liked: Staff & service, amenities, property conditions & facilities
Great staff, great property, great price with a great view. My favorite place to stay in Madison.
My view from our private balcony.
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Scott

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

10/10 Excellent

Thomas

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

10/10 Excellent

Mary

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was exceptional and we greatly enjoyed the balcony.
Stayed 3 nights in Sep 2025