Jefferson County Vacations & Trips from $395

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Your Jefferson County Vacation

Book a vacation package to Jefferson County and make travel planning a breeze. With all the details organized before you depart, you can focus on enjoying every moment in this wonderful destination. Get your trip to Jefferson County off to a memorable start by making Madison your first stop. This city is a favorite with travelers from all over. From the moment you book your Jefferson County vacation to the second you come back home, Expedia has you covered every step of the way.

Top destinations in Jefferson County

The Latest Jefferson County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville
Cincinnati's Fidelity Hotel
Crowne Plaza Louisville Airport Expo Ctr by IHG
Hilton Cincinnati Netherland Plaza
Holiday Inn Louisville Airport South by IHG

Find the Best Jefferson County Vacation Packages

Jefferson County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Cincinnati - Northern Kentucky Intl. Airport (CVG)
Top Sights
Clifty Falls State Park, Clifty Falls State Park and Sunrise Falls Golf Course

Jefferson County Hotel Deals

Hillside Inn

Hillside Inn

2.5 out of 5
831 E Main St Madison IN
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from May 26 to May 27
$102 total
May 26 - May 27
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"The location on the hill is great as we had a room that looked out over the downtown and hills of KY. We really enjoyed our balcony. The room was clean but the entire hotel is VERY dated. The bed was a 7 out of 10 for comfortability but the pillows were not good. Breakfast was average for continental. ..."

Reviewed on May 24, 2026

Hillside Inn
Riverboat Inn and Suites

Riverboat Inn and Suites

3 out of 5
906 E 1st St Madison IN
$125 nightly
The price is $144 total per night from Jun 1 to Jun 2
$144 total
Jun 1 - Jun 2
Total with taxes and fees
9.4/10 Exceptional! (130 reviews)
"Riverboat Inn & Suites - Outstanding accommodations! We visited Madison, IN for the first time and selected the Riverboat Inn & Suites - so happy we did! It's an historical hotel that was completely renovated about 4 years ago. Everything was renovated with thought, care and creativity! Comfortable ..."

Reviewed on May 24, 2026

Riverboat Inn and Suites
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

3 out of 5
108 ST. MICHAELS AVENUE Madison IN
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $185 total per night from Jun 7 to Jun 8
$185 total
Jun 7 - Jun 8
Total with taxes and fees
9.8/10 Exceptional! (425 reviews)
"One night getaway for our anniversary! Check-In process was easy and smooth. Both front desk staff were kind and welcoming.. when they found out it was our anniversary weekend we were surprised with a sweet gift upon returning to our room that evening - we were so surprised and very appreciative ..."

Reviewed on May 22, 2026

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.