Waddy Vacations from $447

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The Latest Waddy vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Louisville East

Hilton Garden Inn Louisville East

3 out of 5
Jeffersontown
Price was $555, price is now $447 per person
$447
per person
Apr 16 - Apr 19
found 20 hours ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
8.4/10 Very Good! (796 reviews)
This property allows pets and I think someone had had a cat in the room which I am allergic to. You can imagine…

Reviewed on Nov 10, 2025

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,311, price is now $955 per person
$955
per person
Apr 16 - Apr 19
found 20 hours ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
8.8/10 Excellent! (1,005 reviews)
Delicious Old Fashion. Great location.

Reviewed on Jan 21, 2026

Holiday Inn Louisville Airport South by IHG

Holiday Inn Louisville Airport South by IHG

3 out of 5
Price was $989, price is now $764 per person
$764
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (765 reviews)
Very nice hotel. Well maintained. Easy access to most of the city via I65!

Reviewed on Jan 22, 2026

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was $952, price is now $737 per person
$737
per person
Mar 11 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9.6/10 Exceptional! (422 reviews)
Beautiful room! Clean and the service at the front desk was great! So kind!

Reviewed on Jan 28, 2026

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $607, price is now $481 per person
$481
per person
Mar 13 - Mar 16
found 16 hours ago
Roundtrip flight included
New York (JFK) to Lexington (LEX)
8.8/10 Excellent! (1,002 reviews)
Great hotel in great location. Clean, modern, and artsy. Room was very comfortable and the shower was great, which is big for me. It had good water pressure with hot water. Check in and out was quick and easy.

Reviewed on Jan 20, 2026

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Waddy Hotel Deals

Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit

Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit

Frankfort KY
$809 nightly
The price is $918 total per night from Feb 2 to Feb 3
$918 total
Feb 2 - Feb 3
Total with taxes and fees
10/10 Exceptional! (3 reviews)
Wonderful location and fantastic space for our family!

Reviewed on Jan 21, 2026

Private 7 Acre Estate 6-Bdrm Home+Putting Green+Theatre+Hot Tub+Game Rm+Fire Pit
Private A-frame Cabin - Hot tub, Firepit & Views

Private A-frame Cabin - Hot tub, Firepit & Views

Waddy KY
Loved our stay, very clean in a peaceful country setting. Communication with owner was great and very accommodating!!

Reviewed on Nov 9, 2025

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Private A-frame Cabin - Hot tub, Firepit & Views
The Delegate

The Delegate

3.5 out of 5
106 E. Broadway Street Frankfort KY
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $162 total per night from Feb 1 to Feb 2
$162 total
Feb 1 - Feb 2
Total with taxes and fees
9/10 Wonderful! (340 reviews)
Spotless room, excellent location, friendly staff

Reviewed on Jan 24, 2026

The Delegate
See all 516 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 $447 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.