Jefferson County Packages (Flight + Hotel)

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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 ฿2,911 per night from 26 May to 27 May
฿2,911
฿3,348 total
26 May - 27 May
includes taxes & 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 24 May 2026

Hillside Inn
Riverboat Inn and Suites

Riverboat Inn and Suites

3 out of 5
906 E 1st St Madison IN
The price is ฿3,881 per night from 27 May to 28 May
฿3,881
฿4,464 total
27 May - 28 May
includes taxes & 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 24 May 2026

Riverboat Inn and Suites
Comfort Inn Madison near Clifty Falls

Comfort Inn Madison near Clifty Falls

2.5 out of 5
3767 Clifty Dr Madison IN
Fully refundableReserve now, pay when you stay
The price is ฿3,027 per night from 15 Jun to 16 Jun
฿3,027
฿3,481 total
15 Jun - 16 Jun
includes taxes & fees
8.8/10 Excellent! (701 reviews)
"Staff was very kind and helpful. The kingsize bed and pillows were very comfortable. We had a great rest."

Reviewed on 24 May 2026

Comfort Inn Madison near Clifty Falls
See all 317 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.