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Top Cities in Jefferson County

I've been going to the par since I was a kid. Our family vacations in my early years was Mom, Dad and my Sister camping either in an umbrella tent or out of the back of a Chevy station wagon. This is above the main or Big Clifty Falls.
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Madison

Madison

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Dec 6 - Dec 7
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Dec 7 - Dec 8
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Dec 12 - Dec 14
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Compare 292 hotels in Jefferson County with room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
Riverboat Inn and Suites

Riverboat Inn and Suites

3.0 star property
Madison
9.4 out of 10, Exceptional, (103)
"The room and staff were great. Enjoyed our stay."
United States
Katrina
The price is ￥14,028
￥16,133 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Riverboat Inn and Suites
Property amenity
Hillside Inn

Hillside Inn

2.5 star property
Madison
8.6 out of 10, Excellent, (1001)
"Great view, friendly staff."
United States
Roy
The price is ￥12,442
￥14,309 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hillside Inn
Exterior
Comfort Inn Madison near Clifty Falls

Comfort Inn Madison near Clifty Falls

2.5 star property
Madison
8.8 out of 10, Excellent, (660)
"Great stay, clean, and comfy bed!"
United States
cheryl
The price is ￥14,390
￥16,548 total
includes taxes & fees
Dec 14 - Dec 15
Comfort Inn Madison near Clifty Falls
Indoor pool, sun loungers
Best Way Inn Madison

Best Way Inn Madison

2.5 star property
Madison
6.8 out of 10, (522)
"Very clean room"
United States
Arnulfo
The price is ￥10,718
￥12,326 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Best Way Inn Madison
Meeting facility
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

2.5 star property
Madison
9.8 out of 10, Exceptional, (392)
"Beautiful hotel, rooms were exceptionally clean, service was so friendly. Love this place and will return."
United States
Paul
The price is ￥20,970
￥24,115 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
Free buffet breakfast
Holiday Inn Express Hotel & Suites Madison by IHG

Holiday Inn Express Hotel & Suites Madison by IHG

2.5 star property
Madison
8.4 out of 10, Very Good, (570)
"The room was clean and the staff was friendly. "
United States
Amy
The price is ￥16,310
￥18,756 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express Hotel & Suites Madison by IHG
Luxury Room | Premium bedding, down comforters, individually decorated
The Chandler Hotel

The Chandler Hotel

2.0 star property
Madison
10.0 out of 10, Exceptional, (120)
"The room and facility were amazing. Old world charm in the middle of downtown Madison, IN. Just about everything was within walking distance. We had a fantastic stay and thoroughly enjoyed our time spent here."
United States
Shannon
The price is ￥22,497
￥25,872 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Chandler Hotel
Free daily on-the-go breakfast
Super 8 by Wyndham Madison IN

Super 8 by Wyndham Madison IN

2.0 star property
Madison
6.8 out of 10, (417)
"Good service … "
United States
Reuel
The price is ￥11,892
￥13,675 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Super 8 by Wyndham Madison IN
Loft, 1 King Bed, Kitchen | Free WiFi
East Main Lofts

East Main Lofts

2.0 star property
Madison
8.0 out of 10, Very Good, (4)
"Great location! Room was clean and spacious. Just like the pictures. Easy check in and check out."
United States
Kathleen
The price is ￥21,808
￥35,953 total
includes taxes & fees
Dec 7 - Dec 8
East Main Lofts
Interior
Sunset over the city Suite 201, Sunset over the city Suite 201

Sunset over the city Suite 201, Sunset over the city Suite 201

Madison
9.6 out of 10, Exceptional, (13)
"Quick and easy one night stay. Comfy bed. Didn’t use much in the space but seemed well stocked. Clean and cozy property. Will definitely stay here again. "
United States
Christy H.
The price is ￥13,514
￥22,692 total
includes taxes & fees
Dec 22 - Dec 23
Sunset over the city Suite 201, Sunset over the city Suite 201
Exterior
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

2.0 star property
Madison
10.0 out of 10, Exceptional, (14)
"Great little place. Location was exceptional. "
United States
Andrew P.
The price is ￥19,572
￥26,080 total
includes taxes & fees
Dec 8 - Dec 9
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Property grounds
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

Madison
9.8 out of 10, Exceptional, (10)
"Super comfortable, clean little apartment in a quiet area off the main strip. We loved out stay!"
United States
Courtney G.
The price is ￥11,805
￥20,037 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
Exterior
Sleeps 4, Rustic, Secluded

Sleeps 4, Rustic, Secluded

Lexington
8.0 out of 10, Very Good, (4)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
United States
Nicole C.
The price is ￥16,993
￥35,462 total
includes taxes & fees
Dec 8 - Dec 9
Sleeps 4, Rustic, Secluded
Fridge, microwave, oven, stovetop
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Madison
9.6 out of 10, Exceptional, (20)
"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "
United States
Justin L.
The price is ￥27,959
￥44,836 total
includes taxes & fees
Dec 7 - Dec 8
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
1 bedroom, WiFi, bed sheets
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

Madison
8.8 out of 10, Excellent, (10)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is ￥12,959
￥22,099 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Terrace/patio
Walnut Cabin at Lost Trails

Walnut Cabin at Lost Trails

Madison Township
10.0 out of 10, Exceptional, (2)
"Was a great space! Clean, modern and very cute! Would highly recommend "
United States
Anna M.
Walnut Cabin at Lost Trails
Exterior
Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel

Madison
10.0 out of 10, Exceptional, (17)
"This was an excellent property and had everything we needed for a relaxing girls night!!! The cabin was very clean and in a quiet, secluded area which was perfect for enjoying nature!!!"
United States
Samantha B.
The price is ￥17,397
￥33,046 total
includes taxes & fees
Dec 7 - Dec 8
Cabin on the Ridge: The Sequel
Interior
Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind

Madison
10.0 out of 10, Exceptional, (102)
"Close enough to be convenient to local attractions, out enough to be mostly quiet. "
United States
Garry B.
Stoney Creek - Sit back and unwind
Smart TV
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

Madison
10.0 out of 10, Exceptional, (21)
"Great downtown location in a peaceful little town. "
United States
Megan M.
The price is ￥13,281
￥28,671 total
includes taxes & fees
Dec 7 - Dec 8
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Fridge, microwave, oven, stovetop
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Madison
9.8 out of 10, Exceptional, (51)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
The price is ￥19,416
￥38,584 total
includes taxes & fees
Dec 7 - Dec 8
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Great weekend hotel deals in Jefferson County, IN

Showing deals for:Dec 19 - Dec 21

Image gallery for Riverboat Inn and Suites

Exterior

Riverboat Inn and Suites

3.0 star property
Madison
9.4/10Exceptional (103 reviews)
16% off
Price is ￥17,747
￥40,818 total
includes taxes & fees
Riverboat Inn and Suites
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Top Jefferson County Hotel Reviews

Hillside Inn

Hillside Inn

10/10 Excellent
"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! "
Thomas 2-night trip
Posted 5 days ago
Hillside Inn

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