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Hillside Inn

2.5 star property
Hotel in Madison with free breakfast and a 24-hour front desk

Choose dates to view prices

Photo gallery for Hillside Inn

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
  • Housekeeping

Explore the area

View in a map
831 E Main St, Madison, IN, 47250
  • Place, Historic District
    ‪11 min walk‬
  • Place, Schofield House
    ‪14 min walk‬
  • Place, Jeremiah Sullivan House
    ‪16 min walk‬

Room options

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
(16 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
(30 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)

9.6 out of 10
Exceptional
(5 reviews)
  • River view
  • Sleeps 3
  • 1 King Bed

About the neighborhood

Madison

Hillside Inn places you next to Ohio River Valley and within a 15-minute walk of Thomas Family Winery. This hotel has 30 rooms and welcomes guests with conveniences like free breakfast, free in-room WiFi, and free self parking.

What's nearby

  • Historic District - 11 min walk - 0.6 miles
  • Schofield House - 14 min walk - 0.8 miles
  • Jeremiah Sullivan House - 16 min walk - 0.9 miles
  • Lanier Mansion - 19 min walk - 1.0 mile
  • Lanthier Winery - 2 min drive - 1.5 miles

Getting around

  • Louisville Intl. 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

Hotel in Madison with free breakfast and a 24-hour front desk
Hillside Inn features free WiFi in public areas, a meeting room, and a terrace. If you plan to drive, free parking is available. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a banquet hall and a vending machine.
Guests can expect to find free WiFi and TVs with cable channels. Bathrooms offer hair dryers and free toiletries. Refrigerators, coffee makers, and free local calls are other standard amenities.

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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

  • Service animals exempt from fees

Children and extra beds

  • Rollaway/extra beds are available for USD 15.0 per night
  • Free cribs/infant beds are available

Property payment types

Important information

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

  • Rollaway bed fee: USD 15.0 per night

This list may not be comprehensive. Fees and deposits might 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
  • Check-in: 3:00 PM
  • Check-out: 11 AM
  • Minimum check-in age: 20
The front desk is open 24 hours a day. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards and cash.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit.

Additional information about polices, regulations, and more:

  • Connecting or adjoining rooms can be requested, but all rooms are subject to availability. Contact the property using the phone number on your booking confirmation.
  • There are no elevators.

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

Are free cancellation options available at Hillside Inn?

Hillside Inn offers free cancellation on certain room rates. To learn more, look at the cancellation policy on Orbitz.

What's there to see near Hillside Inn?

This hotel is located in Madison, just steps from Ohio River Valley. You'll also find Ohio River and Historic District less than a mile away.

Is there parking available at Hillside Inn?

Yes, self parking is offered for free at the hotel. Accessible parking is also available for guests.

Does Hillside Inn include a casino?

No, Hillside Inn doesn't have a casino.

Will I find an indoor pool at Hillside Inn?

No, there is no indoor pool at this hotel.

What do couples enjoy most about Hillside Inn?

Couples staying at this hotel will appreciate amenities like free breakfast plus some guestrooms include fireplaces and jetted bathtubs.

Does Hillside Inn have a hot tub?

No, but some guestrooms at this hotel feature jetted bathtubs.

Does Hillside Inn have a restaurant with a breakfast menu?

Hillside Inn offers free continental breakfast each morning though there is no restaurant.

Will Hillside Inn allow pets to stay for free?

No, pets aren't allowed at Hillside Inn though service animals are welcome.

Are there connecting rooms at Hillside Inn?

Yes, this hotel has connecting guestrooms you can book for your group event or vacation.

Can I book a room with a balcony at Hillside Inn?

Yes, some guestrooms at Hillside Inn offer a balcony and may feature river views.

Hillside Inn Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 534 out of 1004 reviews
Rating 8 - Good. 319 out of 1004 reviews
Rating 6 - Okay. 99 out of 1004 reviews
Rating 4 - Poor. 26 out of 1004 reviews
Rating 2 - Terrible. 26 out of 1004 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.2/10

Amenities

8.2/10

Property conditions & facilities

8.6/10

Eco-friendliness

Reviews

10/10 Excellent

Jon

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very nice hotel on a hillside overlooking Madison. My room had a balcony. I wish I’d had more time to hang out on it. Breakfast was pretty standard but fine. Room was huge and clean. There is a bit of truck noise from the road heading over the bridge. Nicest hotel I’ve stayed at I awhile.
Stayed 1 night in Oct 2025

8/10 Good

Greg

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

8/10 Good

Charles

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Clean room but needs updating Staff very friendly Edge of shopping dining area Due to location on hill downtown area not within an easy walk
Stayed 2 nights in Oct 2025

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great view from balcony.
Stayed 1 night in Sep 2025

10/10 Excellent

Robert

Stayed 1 night in Sep 2025

10/10 Excellent

LINDA

Liked: Cleanliness, property conditions & facilities
The balcony view was great. Beds were comfortable. Room was very clean. Would have loved to have more time to see Madison as looked liked a great place to shop, eat and relax. The riverfont looked so inviting and the architecture would have been so much fun to explore. Going to ry and make it back there and spend some time.
Stayed 1 night in Sep 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

Mary

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

10/10 Excellent

Linda, Carmel

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

10/10 Excellent

Kinsey

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2025

6/10 Okay

Sarah

Traveled with partner
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

2/10 Terrible

Sandra

Stayed 1 night in Sep 2025

10/10 Excellent

Tony

Traveled with partner
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

10/10 Excellent

Sara

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

Overall a great place to stay!

The hotel itself is very nice - the staff was wonderful, the room was beautiful and the view off the balcony was wonderful. My only complaint, and this is very subjective, is that the beds were way too firm. I couldn’t sleep at all and my kids also complained…but if you like a firm mattress, you’ll love it! The breakfast was very nice - eggs, potatoes, bacon, lots of bread products, juices, coffee, teas, fresh fruit, waffles, etc. It was kept well stocked and we really enjoyed it.
Stayed 1 night in Sep 2025

10/10 Excellent

Mark

Traveled with partner
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

8/10 Good

Linda

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Sep 2025

10/10 Excellent

Christina

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2025

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

10/10 Excellent

rene

Traveled with partner
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

Rachel

Stayed 2 nights in Aug 2025

10/10 Excellent

Dana

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2025

10/10 Excellent

Joan

Stayed 1 night in Aug 2025

10/10 Excellent

Michael

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
First time staying in the King Suite w/ Fireplace. It was very nice and clean. I can see why this room is booked up months in advance for the cooler months. Fireplace and jetted tub is a perfect setting for a Romantic nite w your significant other. Only complaint is not about the room but with the Breakfast. Needs an upgrade in the quality but it's still nice just been the same for I know the past 6 yrs. The dining area needs a little love and attention also. Updates and window cleaning should be a priority in the near future.
Stayed 1 night in Aug 2025

8/10 Good

Lynette

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Jul 2025

6/10 Okay

John

Traveled with group
Liked: Cleanliness, property conditions & facilities, room comfort
Stayed 1 night in Aug 2025

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