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Hillside Inn

2.5 star property
Hotel with free breakfast, steps from Ohio River Valley

Choose dates to view prices

Photo gallery for Hillside Inn

Property amenity
Exterior
Desk, iron/ironing board, free cots/infant beds, rollaway beds
Property amenity
Restaurant
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

  • Housekeeping
  • 24/7 front desk
  • Air conditioning
  • Parking included
  • Free WiFi
The current price is ฿2,882
฿3,315 total
includes taxes & fees
2 Nov - 3 Nov

Room options

Available filters for rooms
Showing 6 of 6 rooms

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

Desk, iron/ironing board, free cots/infant beds, rollaway beds

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

9.2 out of 10
Wonderful
(14 reviews)

Highlights

Air conditioning
Connecting rooms available
Free cots/infant beds
Fridge
TV
Hairdryer
Private bathroom
Coffee/tea maker
  • River view
  • Sleeps 3
  • 1 Queen Bed

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, free cots/infant beds, rollaway beds

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

9.0 out of 10
Wonderful
(22 reviews)

Highlights

Balcony
Air conditioning
Connecting rooms available
Free cots/infant beds
Fridge
TV
Hairdryer
Private bathroom
  • River view
  • Sleeps 4
  • 2 Double Beds

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

Room, 1 Queen Bed, Panoramic River View (Private Balcony) | Desk, iron/ironing board, free cots/infant beds, rollaway beds

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

8.4 out of 10
Very good
(17 reviews)

Highlights

Balcony
Air conditioning
Connecting rooms available
Free cots/infant beds
Fridge
TV
Hairdryer
Private bathroom
  • River view
  • Sleeps 3
  • 1 Queen Bed

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

Room, 1 King Bed, Panoramic River View (Private Balcony) | Desk, iron/ironing board, free cots/infant beds, rollaway beds

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

9.0 out of 10
Wonderful
(30 reviews)

Highlights

Balcony
Air conditioning
Connecting rooms available
Free cots/infant beds
Fridge
TV
Hairdryer
Private bathroom
  • River view
  • Sleeps 3
  • 1 King Bed

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

Desk, iron/ironing board, free cots/infant beds, rollaway beds

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

9.6 out of 10
Exceptional
(11 reviews)

Highlights

Balcony
Air conditioning
Connecting rooms available
Free cots/infant beds
Fridge
TV
Jetted bath
Private bathroom
  • River view
  • Sleeps 3
  • 1 Queen Bed

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, free cots/infant beds, rollaway beds

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

9.6 out of 10
Exceptional
(5 reviews)

Highlights

Fireplace
Air conditioning
Connecting rooms available
Free cots/infant beds
Fridge
TV
Jetted bath
Private bathroom
  • River view
  • Sleeps 3
  • 1 King Bed
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About the area

Map
831 E Main St, Madison, IN, 47250

What's nearby

  • Thomas Family Winery - 11 min walk - 1.0 km
  • Historic District - 11 min walk - 1.0 km
  • Lanier Mansion - 19 min walk - 1.6 km
  • Madison Railroad Station Museum - 2 min drive - 1.8 km
  • Clifty Falls State Park - 4 min drive - 4.6 km

Getting around

  • Louisville International Airport (SDF) - 66 min drive

Restaurants

  • ‪Dairy Queen - ‬2 min drive
  • ‪The Red Pepperoni - ‬2 min drive
  • ‪Moose Lodge - ‬4 min drive
  • ‪Vintage Lanes Wine Bar - ‬11 min walk
  • ‪Madison Lighthouse Restaurant - ‬19 min walk

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 banquet hall, a vending machine and a 24-hour front desk
  • 1 meeting room
  • 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

Similar properties

Interior entrance

Riverboat Inn and Suites

  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
9.4 out of 10, Exceptional, 91 reviews
The price is ฿3,596
฿4,135 total
includes taxes & fees
2 Nov - 3 Nov
Riverboat Inn and Suites

Property amenities

Internet

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

Parking and transport

  • 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 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

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 at the property

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

Property is also known as

Hillside Inn
Hillside Inn Madison
Hillside Madison
Hillside Hotel Madison
Hillside Inn Hotel
Hillside Inn Madison
Hillside Inn Hotel Madison

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 31 Oct 2025, prices found for a 1-night stay for 2 adults at Hillside Inn on 2 Nov 2025 start from ฿2,882.47, excluding 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 1 mi (2 km) of Thomas Family Winery and Ohio River Valley. Ohio River and Historic District are also within 15 minutes.

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Reviews

Hillside Inn Reviews

8.6

Excellent

9.0

Cleanliness

9.0

Location

9.2

Staff & service

8.6

Eco-friendliness

8.2

Property conditions & facilities
Rating 10 - Excellent. 531 out of 1007 reviews
Rating 8 - Good. 319 out of 1007 reviews
Rating 6 - Okay. 101 out of 1007 reviews
Rating 4 - Poor. 27 out of 1007 reviews
Rating 2 - Terrible. 29 out of 1007 reviews

Reviews

10/10 Excellent

rene

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything about this hotel was top notch. Cant wait to stay again.
Stayed 1 night in Aug 2025

8/10 Good

Elizabeth

Liked: Staff & service, amenities
It was a pleasant place to stay, staff was wonderful, convenient to everything in town, could stand a little updating..
Stayed 2 nights in Jul 2025

8/10 Good

James

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The history of Hillside Inn is a draw. Restoration has take this into account. The building has good bones.
Balcony from inside room
Bridge from balcony
Main Street from balcony
Stayed 4 nights in Sep 2025

10/10 Excellent

Dana

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Fantastic

This was a fantastic hotel. It was very clean, nicely renovated. And the balconey view was great.
Stayed 1 night in Jul 2025

10/10 Excellent

Jeanne-Marie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This hotel has a retro vibe and sits on top a hill overlooking the town and river. It was lovely to sit outside and enjoy the beautiful view
Stayed 1 night in Jul 2025

8/10 Good

Greg

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Yes
Stayed 2 nights in Oct 2025

8/10 Good

susan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was lovely, comfortable, clean, and a pretty view of the Ohio River. The breakfast was unsatisfactory! When the eggs and bacon ran out twice, they were not replaced in a timely manner and people had to wait for them to be refilled twice in a 30 minute period even though there were only about a dozen and a half people in the dining room.
Stayed 1 night in Oct 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great anniversary over night stay
Stayed 1 night in Oct 2024

8/10 Good

Rick

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great river views.

Have stayed here a few times, it's a nice place convenient to the downtown of Madison.
Stayed 2 nights in Dec 2024

10/10 Excellent

Joyce

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Cute older hotel, beautiful view of river, Kentucky, and the town.

10/10 Excellent

steven

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful breakfast and view. Property has been upgrading over the years
Stayed 1 night in May 2025

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Appreciate the history of the location & like to check it out when traveling to the visit family.
Stayed 1 night in Nov 2024

10/10 Excellent

Josie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful room, quiet, clean, cozy, with a beautiful view! Definitely making this our new go to vacation spot! Absolutely loved this place!
Stayed 1 night in Dec 2024

10/10 Excellent

Rosa

Nice
Stayed 1 night in May 2025

10/10 Excellent

Julie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Madison is a beautiful little town! Hillside Inn was fabulous!
Stayed 3 nights in Nov 2024

6/10 Okay

Sarah

We paid extra for a balcony room because the whole premise of this hotel is hilltop views. Our “view” was of trees right outside the balcony, we asked to switch rooms but that request wasn’t granted. We felt like we did not get what we paid for or expected.
Stayed 1 night in Sep 2025

10/10 Excellent

William

Liked: Cleanliness, staff & service, property conditions & facilities
Staff was very courteous and helpful. Facilities were very clean and nice! We do plan to go back!
Stayed 1 night in Feb 2025

10/10 Excellent

Asilene

Liked: Cleanliness, staff & service, property conditions & facilities
Nice place
Stayed 1 night in Nov 2024

10/10 Excellent

Edward

Liked: Cleanliness, staff & service, property conditions & facilities
An historic hotel facing the Ohio River in a historical town. Staff was courteous and helpful in suggesting places to eat and how to get there.
Stayed 1 night in Oct 2024

10/10 Excellent

Yubin

Liked: Cleanliness, staff & service, property conditions & facilities
Good view
Stayed 2 nights in Mar 2025

10/10 Excellent

cynthia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
High up on a hill to see the Ohio River. Main street is filled with shops and eateries. Lots of antique stores. Easy walk from main street to park like riverfront.
Stayed 2 nights in Apr 2025

10/10 Excellent

James

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very friendly staff. Check in was pleasant. Very helpful about getting around town.
Stayed 1 night in Oct 2024

10/10 Excellent

Courtney

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice property for a visit to Madison and some hiking at Clifty Falls. Easy walk into town, reasonable price. Would stay here again.
Stayed 1 night in Mar 2024

10/10 Excellent

Vatsal Bhupendra

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Good propert
Stayed 1 night in Feb 2025

8/10 Good

Diane

Liked: Cleanliness, staff & service, property conditions & facilities
It had old fashion, comfort and charm. Convenient to downtown & surrounding area. Nice place for our first trip to the area.
Stayed 2 nights in Aug 2023