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.
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
831 E Main St, Madison, IN, 47250
What's nearby
Historic District
11 min walk - 1.0 km
Lanier Mansion
19 min walk - 1.6 km
Schofield House
14 min walk - 1.2 km
Jeremiah Sullivan House
16 min walk - 1.4 km
Madison Railroad Station Museum
2 min drive - 1.8 km
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
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 does it cost to stay at Hillside Inn?
As of Mar 6, 2026, prices found for a 1-night stay for 2 adults at Hillside Inn on Mar 8, 2026 start from ₩130,478, 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?
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
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
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.
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.
Marla
Stayed 3 nights in Dec 2025
10/10 Excellent
Lorna
Nov 28, 2025
Liked: Cleanliness, staff & service, amenities
The room was very clean. The bed was very comfortable.
The view was fabulous !
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.
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.
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!
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.