Jefferson County Vacations & Trips

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Jefferson County Hotel Deals

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 ￥10,718 per night from Jan 1 to Jan 2
￥10,718
￥12,326 total
Jan 1 - Jan 2, 2026
includes taxes & fees
6.8/10 (520 reviews)
Always very friendly to the hunters including starting breakfast at 4am. Thank you for the great service over the years!

Reviewed on Nov 16, 2025

Best Way Inn Madison
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 ￥14,390 per night from Dec 14 to Dec 15
￥14,390
￥16,548 total
Dec 14 - Dec 15
includes taxes & fees
8.8/10 Excellent! (659 reviews)
ALMOST everything was perfect: very quiet, great breakfast options, good amenities, nice staff, clean and comfortable room. We checked in on Friday and noticed there were no towel racks. Thought we could manage without those. But then on Saturday morning we found the handle to turn the shower on ...

Reviewed on Nov 30, 2025

Comfort Inn Madison near Clifty Falls
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 ￥12,442 per night from Jan 1 to Jan 2
￥12,442
￥14,309 total
Jan 1 - Jan 2, 2026
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
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!

Reviewed on Dec 1, 2025

Hillside Inn
See all 292 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 vacation 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 vacation 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 travelers.
How far in advance should I book my Jefferson County vacation?
Travelers 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 vacation 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 vacation package?
Yes — that's one of the best things about an Expedia vacation 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 vacation 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.