Skip to Main Content.
List your propertySupportTrips
Unlock instant savings with Member Prices
Sign in
Feedback

Hillside Inn

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

Choose dates to view prices

Photo gallery for Hillside Inn

Property amenity
Property amenity
Restaurant
Desk, iron/ironing board, free cots/infant beds, rollaway beds
Exterior
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 S$132
includes taxes & fees
24 Sept - 25 Sept

Room options

Check availability for these dates

Tonight

Sep 23 - Sep 24
Check availability for tonight Sep 23 - Sep 24

Tomorrow

Sep 24 - Sep 25
Check availability for tomorrow Sep 24 - Sep 25
Available filters for rooms
Showing 6 of 6 rooms

View all photos for 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
Private bathroom
Hairdryer
  • 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 cots/infant beds, rollaway beds

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

8.4 out of 10
Very good
(16 reviews)

Highlights

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

View all photos for 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
Private bathroom
Jetted bath
  • River view
  • Sleeps 3
  • 1 King Bed

View all photos for 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
Private bathroom
Hairdryer
  • 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)

9.4 out of 10
Exceptional
(10 reviews)

Highlights

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

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)

9.4 out of 10
Exceptional
(13 reviews)

Highlights

Air conditioning
Connecting rooms available
Free cots/infant beds
Fridge
TV
Private bathroom
Hairdryer
Coffee/tea maker
  • River view
  • Sleeps 3
  • 1 Queen Bed
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

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 guideOpens in a new window
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
  • ‪Hinkles Sandwich Shop - ‬15 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 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

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 23 Sept, 2025, prices found for a 1-night stay for 2 adults at Hillside Inn on 24 Sept, 2025 start from S$131.64, 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 Thomas Family Winery, Ohio River and Historic District. Dr. William Hutching's Office & Hosptal and Schroeder Saddletree Factory Museum are also within 15 minutes.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Hillside Inn Reviews

8.6

Excellent

9.0

Cleanliness

9.2

Location

9.2

Staff & service

8.6

Eco-friendliness

8.2

Property conditions & facilities
Rating 10 - Excellent. 528 out of 1013 reviews
Rating 8 - Good. 325 out of 1013 reviews
Rating 6 - Okay. 104 out of 1013 reviews
Rating 4 - Poor. 27 out of 1013 reviews
Rating 2 - Terrible. 29 out of 1013 reviews

Reviews

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

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

10/10 Excellent

Charles

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place.
Stayed 1 night in Aug 2025

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

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

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

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

10/10 Excellent

Mary

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love Hillside Inn. Always go there when we go to Madison.
Stayed 1 night in Jun 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

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

8/10 Good

Helen

Liked: Cleanliness, amenities, property conditions & facilities
Loved the balcony! Front desk staff was wonderful!
Stayed 1 night in May 2025

10/10 Excellent

Chris

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Would stay again
Stayed 1 night in Nov 2024

8/10 Good

Aaron

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

Anniversary getaway

The lady at the front desk was very friendly. Check in went smoothly. Though clean, it's obviously an older hotel but you can tell it's had some updates. The free breakfast was good with your standard hotel breakfast options. I loved the balcony and the view of both the town and Ohio river was a nice touch.
Stayed 2 nights in Jun 2025

10/10 Excellent

Shonna

Liked: Cleanliness, amenities, property conditions & facilities
Everyone was polite helpful. Room very nice. Excellent view of town and river.
Stayed 1 night in May 2025

10/10 Excellent

James

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

Great River Views

Excellent view of the Ohio River and valley.
Stayed 1 night in Apr 2025

10/10 Excellent

Kevin

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very nice desk clerk, easy check in. Very clean. The beds were comfy, the breakfast was good with a nice variety of choices. Beautiful view of the river and town from my third floor balcony.
Stayed 1 night in Jun 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

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

Christopher

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was easy clean and close to everything. We had a scenic view of the Ohio River. Would stay here again.
Stayed 2 nights in Mar 2025

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

John

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Got a balcony room,very nice. Nice staff and a great breakfast. Love this vintage hotel.
Stayed 1 night in Oct 2024

8/10 Good

Shauna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Customer service was great, place clean. I'll definitely be back when I have to stay in Madison.
Stayed 3 nights in Mar 2025

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

Rosa

Nice
Stayed 1 night in May 2025

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

Expedia's Latest Trends

Hotels

Sea Mountain Inn Nude Resort and Spa - Adults Only
The American Club
Comfort Inn
Avalon Resort - Clothing Optional
Yosemite View Lodge
La Quinta Inn & Suites by Wyndham Winston-Salem
Springhill Suites Mobile
DoubleTree by Hilton Fairfield Hotel & Suites
Comfort Inn
Comfort Inn & Suites Sequoia/Kings Canyon
TownePlace Suites By Marriott Mobile
Beach Cottage Inn
Holiday Inn Express & Suites Lake Forest by IHG
Super 8 by Wyndham Bedford
Clarion Hotel & Suites
SpringHill Suites by Marriott Medford
The Pavilion Hotel
Staybridge Suites Corning by IHG
Warehouse Hotel
Fairfield Inn & Suites by Marriott Mobile
The Adelphi Hotel
AC Hotel by Marriott Sunnyvale Cupertino
Residence Inn By Marriott Mobile
TownePlace Suites Erie
Baymont by Wyndham Iron Mountain
Hampton Inn Fort Stockton
Best Western Pahrump Oasis
Country Inn & Suites by Radisson, Page, AZ
Hampton Inn & Suites Mystic
Holiday Inn Express & Suites Price by IHG