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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

Desk, iron/ironing board, free cribs/infant beds, rollaway beds - Hillside Inn (Madison)
Balcony - Hillside Inn (Madison)
Property amenity - Hillside Inn (Madison)
Exterior - Hillside Inn (Madison)
Suite, 1 King with Jetted Tub and Panoramic River View (Fireplace) | Desk, iron/ironing board, free cribs/infant beds, rollaway beds - 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, free cribs/infant beds, rollaway beds

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

9.0 out of 10
Wonderful
(17 reviews)
  • 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 cribs/infant beds, rollaway beds

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

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

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

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

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

8.4 out of 10
Very good
(19 reviews)
  • 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 cribs/infant beds, rollaway beds

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

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

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, free cribs/infant beds, rollaway beds

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)

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

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

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

  • The First Congregational Church at the Historic District in Downtown Madison, Connecticut, USA
    Historic District
    11 min walk - 0.6 miles
  • Madison, Indiana
    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
    2 min drive - 1.1 miles

Getting around

  • Louisville Intl. Airport (SDF)
    66 min drive

Restaurants

  • Circle K
    6 min drive
  • Dairy Queen
    2 min drive
  • Moose Lodge
    4 min drive
  • The Red Pepperoni
    2 min drive
  • Subway
    6 min drive

About this property

Hillside Inn

Property highlights
Hillside Inn provides amenities like 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, 1 meeting room, and a vending machine
  • A banquet hall
  • Guest reviews say great things about the helpful staff and location
Room features
All guestrooms at Hillside Inn include comforts such as air conditioning, in addition to amenities like free WiFi. Guest reviews speak positively of the clean rooms at the property.
More conveniences in all rooms include:
  • Rollaway/extra beds (surcharge) and free cribs/infant beds
  • Bathrooms with tubs or showers and free toiletries
  • TVs with premium channels
  • Refrigerators, 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 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

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 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 Thomas Family Winery, Ohio River, and Historic District. Dr. William Hutching's Office & Hosptal and Schroeder Saddletree Factory Museum 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. 529 out of 1000 reviews
Rating 8 - Good. 318 out of 1000 reviews
Rating 6 - Okay. 99 out of 1000 reviews
Rating 4 - Poor. 27 out of 1000 reviews
Rating 2 - Terrible. 27 out of 1000 reviews

Reviews

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

Roy

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

DENA HANNAH

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

10/10 Excellent

Kenneth

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

Marla

Liked: Cleanliness, amenities, property conditions & facilities
The room was very clean, comfortable and quiet. The staff was exceptionally helpful and friendly. The young man who cleaned my room found my medications I left and called me right away so I was able to return quickly before I was out of town. I loved this place and will return.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Lorna

Liked: Cleanliness, staff & service, amenities
The room was very clean. The bed was very comfortable. The view was fabulous !
Stayed 1 night in Nov 2025
Verified

8/10 Good

Diane

Liked: Cleanliness
It’s a very old hotel but the balcony is great.
Stayed 1 night in Oct 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
Verified

8/10 Good

LINDA

Liked: Cleanliness, staff & service, property conditions & facilities
Would have liked a higher floor for better balcony view. Breakfast was okay
Stayed 1 night in Dec 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

Linda

Liked: Cleanliness, staff & service, property conditions & facilities
Good value. Great view of the town from the hilltop location.
Stayed 1 night in Sep 2025
Verified

8/10 Good

bill

Liked: Cleanliness, amenities, property conditions & facilities
The room was great. The view was nice but comes at the cost of traffic noise on the main street below the hotel. I think the walls of the private balcony funnels the sound of occasional loud mufflers into the room.
Stayed 1 night in Jan 2026
Verified

8/10 Good

William

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The inn is convenient to the city and affords a good view of Madison from the room's balcony. It is a good value.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Michelle

Liked: Cleanliness, amenities, property conditions & facilities
Room was nice and clean. The 3rd shift front desk clerk, Lesley was wonderful and helpful.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Rena

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Wonderful hotel. I will be staying here again. The history about it is fascinating. The view from the balcony is amazing. Very comfortable and warm feeling. Staff was excellent. I loved it.
Stayed 1 night in Oct 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, property conditions & facilities
We had a wonderful time in Madison. The hotel is quite charming and the history behind it is so fascinating. There are some minor updates that need to be repaired in Room 104, but overall, it's fine. Merry Christmas!
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Mark

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a great location in Madison. Our room overlooked the town. Very convenient to pretty much anywhere.
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Shannon

Liked: Cleanliness, amenities, property conditions & facilities
While an older hotel and not modern, our stay was clean and quiet. Parking can be a little tight since no one seems to park within the lines anymore. The view from the balconies is unmatched. You can see all the way down main street, and at Christmas time, is a beautiful view.
Stayed 1 night in Nov 2025
Verified

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
Verified

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, property conditions & facilities
The staff would very informative and super nice people to deal with.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

john

Liked: Cleanliness, amenities, property conditions & facilities
People that work there are very nice. Breakfast was good. Views are great. Room was clean. Kinda tired. Could use touch up paint and re-fresh.
Stayed 1 night in Oct 2025