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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

Choose dates to view prices

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 Wi-Fi
  • Air-conditioning
  • Business services
  • Housekeeping
The current price is NZ$227
includes taxes & fees
5 Aug - 6 Aug

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
  • Free Wi-Fi

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
(26 reviews)
  • River view
  • Sleeps 4
  • 2 Double Beds
  • Free Wi-Fi

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
(20 reviews)
  • River view
  • Sleeps 3
  • 1 Queen Bed
  • Free Wi-Fi

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
(35 reviews)
  • River view
  • Sleeps 3
  • 1 King Bed
  • Free Wi-Fi

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)

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 Wi-Fi

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
(7 reviews)
  • River view
  • Sleeps 3
  • 1 King Bed
  • Free Wi-Fi

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About the area

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 - 1.0 km
  • A yellow building with white columns and a front door, surrounded by trees and a brick pathway.
    Lanier Mansion
    19 min walk - 1.6 km
  • Thomas Family Winery
    11 min walk - 1.0 km
  • Dr. William Hutching's Office & Hosptal
    11 min walk - 1.0 km
  • Jeremiah Sullivan House
    16 min walk - 1.4 km

Getting around

  • Louisville International Airport (SDF)
    66 min drive

Restaurants

  • Dairy Queen
    2 min drive
  • Taco Bell
    6 min drive
  • Circle K
    6 min drive
  • Moose Lodge
    4 min drive
  • Yamato Japanese Steakhouse
    6 min drive

About this property

Hillside Inn

  • Property highlights
  • Hillside Inn provides amenities, such as free continental breakfast and a terrace. Guests can connect to free in-room WiFi.
  • You'll also enjoy perks such as:
    • Free self-parking
    • A 24-hour front desk, a banquet hall and 1 meeting room
    • A vending machine
    • Guest reviews speak highly of the helpful staff and location
  • Room features
  • All guest rooms at Hillside Inn have comforts, such as air conditioning, in addition to Guest reviews speak positively of the cleanliness rooms at the property.
  • Extra conveniences in all rooms include:
    • Rollaway/extra beds (surcharge) and free cots/infant beds
    • Bathrooms with baths or showers and free toiletries
    • TVs with premium channels
    • Fridges, coffee/tea makers and daily housekeeping

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Property amenities

Internet

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

Parking and transport

  • Free self parking on site
  • Limited on-site self parking
  • 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 cot
  • 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 cot
  • 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 cots are available on request at the 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

This property does not have any lifts
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 does it cost to stay at Hillside Inn?

As of 4 Aug 2026, prices found for a 1-night stay for 2 adults at Hillside Inn on 5 Aug 2026 start from NZ$227, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Hillside Inn?

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?

Checkout 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 selected 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. 530 out of 1001 reviews
Rating 8 - Good. 317 out of 1001 reviews
Rating 6 - Okay. 98 out of 1001 reviews
Rating 4 - Poor. 28 out of 1001 reviews
Rating 2 - Terrible. 28 out of 1001 reviews

Reviews

Verified review

8/10 Good

Paul

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

4/10 Poor

Jacob

Liked: Cleanliness, amenities, property conditions & facilities
Disliked: Staff & service
The hotel charged us twice and did not give us a refund. I dialed the charge with my credit card company and nothing. I really liked the town, but I won't stay here again ever.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Thomas

Liked: Cleanliness, staff & service
Loved the view and the history of this property,,will definitely stay again
Stayed 2 nights in Jun 2026
Verified review

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 review

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 review

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 review

10/10 Excellent

Andrew

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I am from Madison and always look forward to staying with the Hillside and staff. Everyone is always very nice. Now the building is old so you have to accept some of the blemishes. My recommendation is stay in the winter when all the leaves have fallen and at night you can look down the street and watch the snow fall then go walking down main late at night it’s so peaceful and quite all you hear is the snow falling.
Stayed 1 night in Jun 2026
Verified review

8/10 Good

Elizabeth

Liked: Cleanliness, staff & service, property conditions & facilities
This property has a lot of character and amazing views. It’s not a new or fancy place but it was clean and it’s a great location. We were checked in by Kathy who was very friendly and helpful. Our room was on the second floor and had a lovely balcony with a small table and two chairs. We really enjoyed sitting out there and looking at the river, bridge and downtown. The room was okay, the only negative was that the sheets were old and had “pills” of material. During the night of our stay there was a tornado warning and we had to go to the basement at 3:00 AM. The electricity went out. We got back to our room around 4:45 and at 6:30 someone from the hotel knocked on our door and woke us up. He said not to use the water as the electricity was still out. He left a couple of bottles of water by the door. It was not the fault of the hotel that the electricity went out but it sure made for a rough morning. Not even any coffee to help wake up after so little sleep. But we did like the place and would stay again.
Stayed 1 night in Jun 2026
Verified review

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 review

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 review

6/10 Okay

jeff

Liked: Staff & service, property conditions & facilities
For the price I would not stay here again. The rooms are ok but nothing great and are certainly showing their age. The breakfast was not very good. The best feature was that it was within walking distance of downtown.
Stayed 1 night in Jun 2026
Verified review

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 review

8/10 Good

Shelly

Liked: Staff & service
Disliked: Amenities
The location on the hill is great as we had a room that looked out over the downtown and hills of KY. We really enjoyed our balcony. The room was clean but the entire hotel is VERY dated. The bed was a 7 out of 10 for comfortability but the pillows were not good. Breakfast was average for continental. Our daughter was not feeling well the morning we were supposed to check out and I asked the lady at the desk in the morning if there was a possibility of having 1 extra hour before check out and she said it wasn't possible. We also had housekeeping knocking on our door at 7:40 a.m. to ask if they could clean our room. It was a mixed bag for us. Love the town of Madison!
Stayed 1 night in May 2026
Verified review

10/10 Excellent

julie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Super cute place to stay in Madison. Very clean. Highly recommended a balcony room.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Doreen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love the location and view. Walk to town challenging because of the hill.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Jamal

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice room, pretty clean
Stayed 3 nights in Apr 2026
Verified review

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 review

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 review

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 review

8/10 Good

Daphne

Liked: Cleanliness, staff & service, property conditions & facilities
Disliked: Amenities
Breakfast was good except for the powered scrambled eggs. Staff nice but we couldn’t adjust room temperature and there are no ‘extras’ like a workout room, pool, hot tub.
Stayed 2 nights in Mar 2026
Verified review

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 review

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 review

8/10 Good

Anthony

Liked: Cleanliness, staff & service, amenities
The rooms and commons areas are clean, though there is a stale smell throughout the hotel, that is covered by disinfectant and cleaners. The hotel is nice for the price and I stay at least once a year, but the property is very dated. The balconies are probably the chief selling point, giving a great view of the Ohio River valley. The breakfast is what you'd expect from a $100 per night hotel - bagels, toast, cold cereal, waffle-maker, and pre-cooked eggs and sausage. The front desk staff is friendly, but the property is managed by camera - there are security cameras everywhere and the management/owners are not very friendly (I've had 2 separate interactions with them). All-in-all, I'd say if you have limited funds and want a clean, comfortable room, this is a decent place to stay.
Stayed 3 nights in Mar 2026
Verified review

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 review

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