Jefferson County Holidays from £644

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Your Jefferson County Holiday

When adventure calls, answer it with a tailor-made holiday package to Jefferson County. Wherever it is you're going and whatever you plan to do, get ready to discover a destination that'll make you feel alive. Trying to put together a travel schedule for your trip to Jefferson County? Make a start with leading cities like Madison, Canaan and Dupont. Expedia is your one-stop shop for planning your Jefferson County holiday. From accommodation and flights, to car rentals and activities, we know how to create a travel experience like no other.

Top destinations in Jefferson County

FlightsFlightsHotelsHotels

Madison

Madison

The Latest Jefferson County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Caesars Southern Indiana

Caesars Southern Indiana

3.5 out of 5
per person
13 Sept - 17 Sept
found 1 day ago
Return direct flight included
London (LON) to Louisville (SDF)
8.2/10 Very Good! (1,003 reviews)
Everything was great. Had a wonderful time.

Reviewed on 26 Jun 2025

Belterra Casino Resort

Belterra Casino Resort

3.5 out of 5
per person
13 Sept - 17 Sept
found 1 day ago
Return direct flight included
London (LON) to Cincinnati (CVG)
8.4/10 Very Good! (1,002 reviews)
Needs to be renovated

Reviewed on 28 May 2025

Regina's Country Livin'

Regina's Country Livin'

3 out of 5
per person
13 Sept - 17 Sept
found 1 day ago
Return flight included
London (LON) to Louisville (SDF)
10/10 Exceptional! (6 reviews)
Hawthorn Suites by Wyndham Louisville East

Hawthorn Suites by Wyndham Louisville East

3 out of 5
St. Matthews
per person
13 Sept - 17 Sept
found 1 day ago
Return flight included
London (LON) to Louisville (SDF)
8.8/10 Excellent! (1,004 reviews)
Easy check in with friendly people. The facilities are in need of an upgrade but it was a nice stay.

Reviewed on 29 Jun 2025

The Grady

The Grady

4 out of 5
Downtown Louisville
per person
13 Sept - 17 Sept
found 1 day ago
Return flight included
London (LON) to Louisville (SDF)
9.4/10 Exceptional! (985 reviews)
Lovely hotel at a great location.

Reviewed on 16 Jun 2025

Wingate by Wyndham Louisville East

Wingate by Wyndham Louisville East

2.5 out of 5
Jeffersontown
per person
13 Sept - 17 Sept
found 1 day ago
Return flight included
London (LON) to Louisville (SDF)
8.6/10 Excellent! (1,003 reviews)
Bathtub is extremely slippery. My wife fell in the tub taking a shower

Reviewed on 29 Jun 2025

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

Our pick of the best Jefferson County Hotel Deals

Riverboat Inn and Suites
Riverboat Inn and Suites
3 out of 5
906 E 1st St, Madison, IN
Stay at this 3-star inn in Madison. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Clifty Falls State Park and Thomas Family Winery are ...
9.6/10 Exceptional! (54 reviews)
"Stairs to 2nd floor were very steep, no elevator scary with luggage. Staff was nice, it is a bit rustic. View is nice of the river."

Reviewed on 27 Jun 2025

Riverboat Inn and Suites
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
2.5 out of 5
108 ST. MICHAELS AVENUE, Madison, IN
Stay at this business-friendly hotel in Madison. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the property condition ...
9.6/10 Exceptional! (346 reviews)
"First class all the way. Beautiful reimagining of historic cotton mill"

Reviewed on 22 Jun 2025

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
Comfort Inn
Comfort Inn
2.5 out of 5
3767 Clifty Dr, Madison, IN
Stay at this business-friendly hotel in Madison. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (605 reviews)
"3 to 4 miles to all the downtown shopping and restaurants, but much lower price than other hotels in town. Rooms are cleand and beds are comfy."

Reviewed on 22 Jun 2025

Comfort Inn
See all 281 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Jefferson County travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Jefferson County from just £644. And the more you bundle, the more you save. Your dream holiday has never been more affordable.
If I'm not able to travel, can I cancel my Jefferson County travel package?
Yes, you can cancel your Jefferson County booking if your plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Jefferson County?
You'll save a ton of money if you combine your car rentals, hotels and flights into a Jefferson County travel package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer over 550 airlines and 1,000,000 hotels across the globe, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some popular activities to your package deal to unlock even more bargains! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Jefferson County holidays?
We do. Expedia has partnered with online lender Klarna to help you easily pay for your trip in instalments. Simply choose the payment plan that works for you during checkout and take away the stress of budgeting for your next trip. Don't forget to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna offers just that! Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you spot an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock it in.

What are the top hotels in Jefferson County?
When it comes to properties in Madison, Hillside Inn and Comfort Inn are a couple of favourites. If you're considering heading to Canaan, Hillside Inn and Comfort Inn will make you feel right at home.
How far in advance should I book my Jefferson County holiday?
To land discount prices, book early. Airlines generally advertise flights, along with some of the lowest fares, around a year ahead of time. Hotels, experiences and car rental should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway in Jefferson County, there are always lots of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Jefferson County travel package include?
Much of that depends on you. You can pick from a range of Jefferson County packages, such as a hotel, flight and rental car. You can also book a flight and a hotel, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your dream Jefferson County holiday looks like, get set to save!
What should I know before booking a Jefferson County travel package?
Our prices are always low. However, you'll grab even more savings if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Jefferson County Expedia travel package?
You can, and with over 550 airlines to choose from worldwide, you have plenty of choice. Browse the available options and see which airline best suits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.