Jeffersonville Vacations from $538

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The Latest Jeffersonville vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Suites

Comfort Suites

2.5 out of 5
Price was $717, price is now $538 per person
$538
per person
Nov 2 - Nov 8
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.6/10 Excellent! (1,004 reviews)
Very clean, very comfortable; very quiet; GREAT breakfast bar…..only adverse item was the bathtub-it slants to the center from both sides, very dangerous for people with foot, knee and balance challenges but there was a safety bar on the wall……overall, this was the best hotel we stayed in while on our vacation-would definitely stay here again!

Reviewed on Aug 28, 2025

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Save 100% on your flight
Price was $1,290, price is now $889 per person
$889
per person
Nov 2 - Nov 8
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
9.4/10 Exceptional! (820 reviews)
Like: The neighborhood and close dining. Breakfast was nice. Staff were awesome! Thank you. A little bit let down by the "spa shower".

Reviewed on Jul 29, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $1,100, price is now $807 per person
$807
per person
Nov 2 - Nov 8
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
Very clean hotel, no valet on Sunday but parking was easy. Enjoyed the art and the boutique hotel.

Reviewed on Aug 26, 2025

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $1,022, price is now $814 per person
$814
per person
Nov 2 - Nov 8
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8/10 Very Good! (1,002 reviews)
The staff was inconsistent in knowledge and helpfulness. The hotel its self is pretty confusing to get around. Some rooms had a mini fridge in an odd spot and dome rooms had no fridge at all. Inconsistency was the theme during our stay.

Reviewed on Aug 23, 2025

Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
Downtown Lexington
Price was $1,192, price is now $971 per person
$971
per person
Nov 2 - Nov 8
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.4/10 Very Good! (1,003 reviews)
They never did fix our AC but gave Hilton points for the inconvenience.

Reviewed on Aug 23, 2025

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Jeffersonville Hotel Deals

Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!

Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!

Jeffersonville
$167 nightly
The price is $184 total per night from Sep 2 to Sep 3
$184 total
Sep 2 - Sep 3
Total with taxes and fees
9.2/10 Wonderful! (67 reviews)
Great place for small family
"This place was perfect for me and my two kids."

Reviewed on Jul 8, 2025

Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road, Slade, KY
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $117 total per night from Sep 1 to Sep 2
$117 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (1,673 reviews)
"All of the associates have wonderful,that is to say helpful, courteous and present. Not often I can say "all" and mean it. Kudos to management for aquiring and retaining such good and kind people."

Reviewed on Aug 25, 2025

Natural Bridge State Resort Park
Black Bear Lodge Motel

Black Bear Lodge Motel

2.5 out of 5
781 Natural Bridge Rd, Slade, KY
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $97 total per night from Sep 1 to Sep 2
$97 total
Sep 1 - Sep 2
Total with taxes and fees
Black Bear Lodge Motel
See all 782 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.

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Frequently asked questions

How much does a Jeffersonville vacation package cost?
Offering excellent value package deals from $538 on Expedia, you'll be pleasantly surprised at how much a vacation to Jeffersonville costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Jeffersonville?
November, December and January are great times to look for cheap Jeffersonville vacation packages. Opting to travel in quieter months means you can generally find better prices on accommodations and flights.
How many days is enough for Jeffersonville?
With a well-planned schedule, you can easily hit the most popular Jeffersonville attractions in a handful of days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Jeffersonville vacation for longer.
How to find the best Jeffersonville package deals?
Bagging a cheap Jeffersonville package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Jeffersonville package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Jeffersonville vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights individually. Better still, you can customize your Jeffersonville getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Jeffersonville?
Secure amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Jeffersonville escape.
Does Expedia offer Book Now, Pay Later Jeffersonville vacation packages?
If you're anything like us, you love traveling but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Jeffersonville break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.