Jefferson County Holidays

Photo by D.D.Oakley

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Top hotels in Jefferson County

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 S$138 per night from 14 Dec to 15 Dec
S$138
14 Dec - 15 Dec
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 30 Nov, 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 S$119 per night from 1 Jan to 2 Jan
S$119
1 Jan - 2 Jan, 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 1 Dec, 2025

Hillside Inn
Holiday Inn Express Hotel & Suites Madison by IHG

Holiday Inn Express Hotel & Suites Madison by IHG

2.5 out of 5
300 Franks Dr Madison IN
Fully refundable
The price is S$157 per night from 8 Dec to 9 Dec
S$157
8 Dec - 9 Dec
includes taxes & fees
8.4/10 Very Good! (569 reviews)
Clean, comfortable, nicely updated room with coffee bar/mini fridge area. Friendly, helpful staff at check in.

Reviewed on 29 Nov, 2025

Holiday Inn Express Hotel & Suites Madison by IHG
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 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. 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.