Jeffersonville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Jeffersonville Vacation

Our vacation packages to Jeffersonville provide endless opportunities to uncover new sights, sounds and tastes. And with all of the travel arrangements taken care of, you can chill out and enjoy your city getaway just like you deserve. A trip to Jeffersonville is a wonderful opportunity to take in the sights. Be sure to look around renowned attractions like Fairfield Country Club, Wayne County Fairgrounds and Leo F. French Memorial Park. Expedia has what you need to escape your routine. Tailor your vacation to Jeffersonville to suit your style of travel, whatever that may look like.

Top Jeffersonville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Motel 6 Owensboro, KY

Motel 6 Owensboro, KY

CA $850
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Evansville (EVV)
5.6/10 (519 reviews)
Great price. Great staff. Comfy bed.

Reviewed on Aug 2, 2026

Wingate by Wyndham Owensboro

Wingate by Wyndham Owensboro

CA $978
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Evansville (EVV)
7.6/10 Good! (877 reviews)
Holiday Inn Express Evansville West by IHG

Holiday Inn Express Evansville West by IHG

CA $1,256
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Evansville (EVV)
8.6/10 Excellent! (596 reviews)
Excellent service. The property, room and breakfast was good.

Reviewed on Aug 4, 2026

Super 8 by Wyndham Grayville

Super 8 by Wyndham Grayville

CA $947
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Evansville (EVV)
8/10 Very good! (559 reviews)
Holiday Inn Express Princeton by IHG

Holiday Inn Express Princeton by IHG

CA $1,222
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Evansville (EVV)
8/10 Very good! (362 reviews)
It was a room. The pool was cold.

Reviewed on Aug 7, 2026

Ready to book your vacation to Jeffersonville?

Choose your dates

Jeffersonville Hotel Deals

Best Western Flora Inn

Best Western Flora Inn

201 Hagen Dr Flora IL
Fully refundableReserve now, pay when you stay
CA $125
CA $137 total
Aug 11 - Aug 12
includes taxes & fees
Best Western Flora Inn
Whispering Oaks - Cozy cabin in the woods

Whispering Oaks - Cozy cabin in the woods

Bluford IL
CA $124
CA $220 total
Aug 10 - Aug 11
includes taxes & fees
9.6/10 Exceptional! (33 reviews)
"Great little spot. This was our second time visiting this little cottage, and would book again next time visiting the area."

Reviewed on Jul 28, 2026

Whispering Oaks - Cozy cabin in the woods
Indoor Heated Pool pontoon boat fish 3 full baths sleeps 17 in beds 2026 SALE!!!

Indoor Heated Pool pontoon boat fish 3 full baths sleeps 17 in beds 2026 SALE!!!

Mt Vernon IL
10/10 Exceptional! (197 reviews)
"This is an excellent place to stay. There are so many activities inside and out to keep the entire family busy and having fun. We really enjoyed every part of our stay. We had 1 little issue and Beverly took care of it immediately. Would definitely stay here again."

Reviewed on Jul 28, 2026

Get rates
Indoor Heated Pool pontoon boat fish 3 full baths sleeps 17 in beds 2026 SALE!!!
See all 14 properties in Jeffersonville
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 Jeffersonville vacation package cost?
Offering great value package deals from CA $850 on Expedia, you'll be thrilled with how little a vacation to Jeffersonville costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Jeffersonville?
January, February and November are great times to search for cheap Jeffersonville vacation packages. Opting to travel in quieter months means you can usually find lower prices on flights and hotels.
How many days is enough for Jeffersonville?
With a well-organized itinerary, you can easily visit the top Jeffersonville sights in a handful of days. But if you'd like to venture off the beaten track or go on day trips, think about booking your Jeffersonville vacation for longer.
How to find the best Jeffersonville package deals?
Start your search for a Jeffersonville package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Jeffersonville package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Jeffersonville escape underway.
Is it cheaper to book a Jeffersonville vacation as a package?
You can enjoy significant savings on your next Jeffersonville getaway by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Jeffersonville?
If you're planning a spur-of-the-moment Jeffersonville adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Jeffersonville?
  1. Choose your travel dates: What you'd like to do in Jeffersonville and your favourite season will help you decide when to get away.
  2. Set your budget: Consider expenses such as transportation, flights and meals when working out how much to put aside for your trip to Jeffersonville. Then, choose a hotel that suits your budget, whether that's an affordable option or a more upscale getaway.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Jeffersonville. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Jeffersonville vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.