Jefferson County Holidays

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Top hotels in Jefferson County

Hillside Inn

Hillside Inn

2.5 out of 5
831 E Main St Madison IN
Fully refundableReserve now, pay when you stay
The price is S$172 per night from 2 Aug to 3 Aug
S$172
2 Aug - 3 Aug
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Hillside is very well updated and maintained considering the age."

Reviewed on 21 Jul, 2026

Hillside Inn
Riverboat Inn and Suites

Riverboat Inn and Suites

3 out of 5
906 E 1st St Madison IN
The price is S$176 per night from 3 Aug to 4 Aug
S$176
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (152 reviews)
"Best property in town to stay at! Beautiful view of the river and the staff will happily drop you at nearby restaurants for dinner. Definitely recommend for your stay!"

Reviewed on 27 Jul, 2026

Riverboat Inn and Suites
Best Way Inn Madison

Best Way Inn Madison

2.5 out of 5
700 Clifty Drive Madison IN
Fully refundableReserve now, pay when you stay
The price is S$117 per night from 2 Aug to 3 Aug
S$117
2 Aug - 3 Aug
includes taxes & fees
7/10 Good! (554 reviews)
"Don't stay here. Pool broke. Door didn't reach the ground so there was a 3 inch gap where smoke would come in from the guy smoking on his truck tailgate. Sheets like sandpaper"

Reviewed on 28 Jul, 2026

Best Way Inn Madison
See all 322 properties in Jefferson County
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.

Frequently asked questions

How much does a Jefferson County holiday package cost?
From just . Yes, you read that right. Our Jefferson County packages are the quickest way to make your budget last longer. Combine your preferred hotels, flights and rental car and get to know this destination your way.
How do I get a cheap travel package to Jefferson County?
Our Jefferson County holiday packages mean plenty of savings for the savvy wanderer. For the best deals, simply combine your hotel, flights and extras (including tours) into one neat package. But low prices are only the start of your next awesome adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 properties all over the world to select from. No matter your budget or style, there's a package here just for you.
What are the top hotels in Jefferson County?
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill and Holiday Inn Express Hotel & Suites Madison, an IHG Hotel know how to make their guests feel welcome in Madison. If your itinerary also includes Canaan, take a look at Drury Plaza Hotel Indianapolis Carmel and Best Western Plus Indianapolis NW Hotel. Both are popular with travellers.
How far in advance should I book my Jefferson County holiday?
Travellers are normally able to look up international flights on Expedia within 12 months of departure. Booking at the last minute? With a little bit of luck, it's still possible to score a cheap ticket just weeks before your journey.
What does an Expedia Jefferson County travel package include?
Expedia has everything you need to lock in Jefferson County escape, but how you structure your package is your choice. Pick from any combination of hotels, flights and rental cars. In search of some activities to keep you on the go? Once you've made your booking, you can add them too. Whatever your budget, there's a holiday package to meet your needs.
What should I know before booking a Jefferson County travel package?
Design deals that match your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You'll save big bucks just by combining your bookings. Whether you're embarking on a ski adventure or kicking back on a warm beach, your dream getaway is just a few clicks away.
Can I choose my airline with a Jefferson County Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You get to decide. We have more than 550 airline partners globally, so you have options galore when planning your Jefferson County adventure.
If I'm not able to travel, can I cancel my Jefferson County holiday package?
Yes, you can cancel your Jefferson County booking if your plans have changed. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Stay near popular Jefferson County attractions

A waterfall cascading over a rocky cliff surrounded by dense green foliage.

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.
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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.