Jeffersonville Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Jeffersonville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Lexington - Hamburg by IHG
CA $1,054
per person
Nov 13 - Nov 16
found 2 days ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9/10 Wonderful! (1,005 reviews)
Check in was good. The room when we arrived was very humid with even the carpet feeling damp and we were a late arrival of 10 pm. So if this can be checked in the afternoons it would be helpful.
Reviewed on Sep 14, 2026
Elwood Hotel & Suites
CA $1,365
per person
Nov 13 - Nov 16
found 2 days ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.4/10 Exceptional! (1,148 reviews)
We had a wonderful stay. Everyone we encountered was very friendly and polite. Check in a breeze , the bartender amazing, our room perfect. Would definitely recommend it.
Reviewed on Sep 16, 2026
Springhill Suites by Marriott Lexington Fritz Farm
CA $1,155
per person
Nov 13 - Nov 16
found 2 days ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.2/10 Wonderful! (394 reviews)
We liked everything about this place. Close to all the stuff we needed. Close to coffee shops, different types of stores.
Reviewed on Sep 18, 2026
Ready to book your vacation to Jeffersonville?
Jeffersonville Hotel Deals
"ENDLESS VIEW" Red River Gorge/Natural Bridge- New Construction!! Dog Friendly!!
Jeffersonville KY
10/10 Exceptional! (109 reviews)
"Very clean and beautiful space. Was very peaceful and our dog really enjoyed the fenced in back porch. Very cozy place and I’m sure in the winter with a little snow on the ground it would be like a movie."
Reviewed on Sep 9, 2026
Natural Bridge State Resort Park
2135 Natural Bridge Road Slade KY
Fully refundableReserve now, pay when you stay
CA $140
CA $154 total
Sep 20 - Sep 21
includes taxes & fees
Best Western Winchester Hotel
1307 W Lexington Ave Winchester KY
Fully refundableReserve now, pay when you stay
CA $140
CA $154 total
Sep 27 - Sep 28
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"This is a good hotel. Remodeled facilities, good service. One exception : 9AM cutoff for breakfast is too early for weekends !"
Reviewed on Sep 17, 2026
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?
You can pick up a vacation package to this top destination from CA $1,054 on Expedia. However, how much your vacation to Jeffersonville costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Jeffersonville?
The off-season is the best time to head to Jeffersonville if you're on a budget. Another tip for finding cheap Jeffersonville vacation packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Jeffersonville?
Typically, a handful of days is enough to explore the top sights during your Jeffersonville vacation. But if you'd like to have some time to relax or go on day tours, consider extending your itinerary.
How to find the best Jeffersonville package deals?
Use Expedia's filter tool to help you find some tempting Jeffersonville package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Jeffersonville package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Jeffersonville vacation as a package?
You can enjoy significant savings on your next Jeffersonville retreat by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Jeffersonville?
If you've got your Jeffersonville vacation dates finalized, book early to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Jeffersonville?
- Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Jeffersonville.
- Plan your budget wisely: On top of the price of your stay, you should factor in other expenses. These include flights, transportation and food. Also, set aside a little extra for unexpected costs that may arise during your trip to Jeffersonville.
- Work out your trip length: Think about how much time you want 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.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental 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.
