Jefferson County Vacations & Trips from $154
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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.
The Latest Jefferson County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Brown Hotel
Downtown Louisville
$849
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (1,333 reviews)
Our room had a terrible odor and we were moved to a new room. The new room still smelled a little musty, but it was better than the previous room. The building is old and it shows. We had peeling paint on the windows.
Reviewed on Oct 7, 2026
The Grady
Downtown Louisville
$819
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (1,011 reviews)
Beautiful hotel. Very clean with friendly staff and within walking distance to tons of bars and restaurants
Reviewed on Oct 4, 2026
Cottonwood Airport & Expo Hotel Louisville
Shively
$693
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
8.6/10 Excellent! (1,008 reviews)
My daughter and I stayed at the Cottonwood Louisville Hotel for the weekend, and overall we had a nice stay. The hotel was clean, comfortable, and the staff was very nice and welcoming. My only wish was that there were more restaurants within walking distance, but besides that, everything was good. We enjoyed our stay and would consider staying here again.
Reviewed on Oct 7, 2026
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
831 E Main St Madison IN
Fully refundableReserve now, pay when you stay
$89 nightly
$102 total
Oct 11 - Oct 12
Total with taxes and fees
8.8/10 Excellent! (1,007 reviews)
"The experience we had at this motel was great staff was friendly and helpful room was clean and organized. We will be staying at hill side again in the future"
Reviewed on Oct 5, 2026
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
108 ST. MICHAELS AVENUE Madison IN
Fully refundableReserve now, pay when you stay
$161 nightly
$185 total
Oct 18 - Oct 19
Total with taxes and fees
9.8/10 Exceptional! (464 reviews)
"The room was clean and welcoming, with an awesome view. The bartender was the best. We stopped in to grab a drink before dinner, and she was absolutely the best. Very friendly, helpful with information about the local places to eat, and just easy to talk to. Made great mixed drinks too. The history ..."
Reviewed on Oct 6, 2026
Comfort Inn Madison near Clifty Falls
3767 Clifty Dr Madison IN
Fully refundable
$93 nightly
$107 total
Nov 1 - Nov 2
Total with taxes and fees
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.
Stay near popular Jefferson County attractions
Clifty Falls State Park
9.2/10 (183 reviews)
You can take time to visit Clifty Falls State Park during your travels to Madison. Stroll along the riverfront or discover the area's waterfalls.
Historic District
9.4/10 (205 reviews)
Find out about the history of Madison when you spend time at Historic District. Wander the riverfront or discover the area's waterfalls.
Lanier Mansion
9.0/10 (55 reviews)
You can browse the exhibits at Lanier Mansion, a museum with a story of its own, during your travels to Madison. Stroll along the riverfront or discover the area's waterfalls.
Schofield House
9.4/10 (3 reviews)
Find out about the history of Madison when you take a trip to Schofield House. Stroll along the riverfront or discover the area's waterfalls.
Madison Railroad Station Museum
8.8/10 (25 reviews)
You can browse the exhibits at Madison Railroad Station Museum, a museum with a story of its own, during your travels to Madison. Stroll along the riverfront or discover the area's waterfalls.
Francis Costigan House
8.6/10 (10 reviews)
You can browse the exhibits at Francis Costigan House, a museum with a storied past, during your travels to Madison. Wander the riverfront or discover the area's waterfalls.
Lanthier Winery
9.0/10 (43 reviews)
You can enjoy a tasting or tour at Lanthier Winery during your travels to Madison. Stroll along the riverfront or discover the area's waterfalls.
Jeremiah Sullivan House
8.6/10 (11 reviews)
You can browse the exhibits at Jeremiah Sullivan House, a museum with a story of its own, during your travels to Madison. Wander the riverfront or discover the area's waterfalls.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
