Waddy Vacations from $455

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The Latest Waddy vacation packages

Price found within the past 48 hours. Click for updated prices.
Derby Hotel & Suites

Derby Hotel & Suites

$455
per person
Nov 6 - Nov 9
found 3 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Louisville (SDF)
6.8/10 (179 reviews)
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

Shively
$886
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.6/10 Excellent! (1,013 reviews)
21c Museum Hotel Lexington

21c Museum Hotel Lexington

Downtown Lexington
$936
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
Louisville Marriott Downtown

Louisville Marriott Downtown

Downtown Louisville
$947
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9/10 Wonderful! (1,000 reviews)
Moxy Louisville Downtown

Moxy Louisville Downtown

Downtown Louisville
$686
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9.2/10 Wonderful! (818 reviews)
Great place to stay.

Reviewed on Aug 31, 2026

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Waddy Hotel Deals

Bourbon Trail Estate - Theater, Games & Hot Tub

Bourbon Trail Estate - Theater, Games & Hot Tub

Frankfort KY
10/10 Exceptional! (8 reviews)
"Beautiful, clean home with enough space for many people. Fun things to do outside too. My grandkids had a great time with the mini golf. We all enjoyed the movie room with the large projection screen! Danielle was a pleasure to work with too."

Reviewed on Jul 2, 2026

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Bourbon Trail Estate - Theater, Games & Hot Tub
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

Waddy KY
10/10 Exceptional! (44 reviews)
"The host was excellent. And very quick to respond."

Reviewed on Aug 19, 2026

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✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
The Delegate

The Delegate

106 E. Broadway Street Frankfort KY
Fully refundableReserve now, pay when you stay
$139 nightly
$163 total
Sep 13 - Sep 14
Total with taxes and fees
9.2/10 Wonderful! (529 reviews)
"Very nice place to stay."

Reviewed on Sep 1, 2026

The Delegate
See all 574 properties in Waddy
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.

Find the Best Waddy Vacation Packages

Waddy Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Blue Grass Airport (LEX)

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Frequently asked questions

How much does a Waddy vacation package cost?
You'll find cheap prices from $455 on Expedia for your Waddy escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Waddy costs.
What are the cheapest months to go to Waddy?
November, December and January are the best times to search for cheap Waddy vacation packages. Traveling in less busy periods means you'll typically find reduced prices on flights and hotels.
How many days is enough for Waddy?
The ideal length of your Waddy vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to tick off all the leading sights and discover some hidden spots along the way.
How to find the best Waddy package deals?
Use Expedia's filters to find some fabulous Waddy package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Waddy package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Waddy vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights individually. Better still, you can tailor your Waddy getaway to match your exact style. Choose 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 Waddy?
If you're considering a spur-of-the-moment Waddy adventure, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Waddy vacation packages?
Your Waddy getaway is meant to be a relaxing escape from your busy life, not a reason for money worries. So to give you extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.