Waddy Vacations from $629

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The Latest Waddy vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Louisville Mall of St. Matthews

Hilton Garden Inn Louisville Mall of St. Matthews

3 out of 5
St. Matthews
Price was $820, price is now $629 per person
$629
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (835 reviews)
The restaurant and bar area are closed. From what I have heard this has been the case for quite some time. They haven't hired anyone. This is false advertising. They don't have a functioning restaurant and bar.

Reviewed on Jan 16, 2026

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,314, price is now $903 per person
$903
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9/10 Wonderful! (1,003 reviews)
Room was spotless. Staff was top notch. Amenities as expected but I did expect a microwave in the room. There wasn't one. 9/10 experience. Will definitely book again!

Reviewed on Jan 16, 2026

Best Western Premier Airport/Expo Center Hotel

Best Western Premier Airport/Expo Center Hotel

3.5 out of 5
Shively
Price was $1,245, price is now $918 per person
$918
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.6/10 Excellent! (959 reviews)
The room was clean and staff were very friendly and helpful, but i do wish the restaurant and bar were open in the evenings.

Reviewed on Jan 5, 2026

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,320, price is now $983 per person
$983
per person
Mar 25 - Mar 29
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

Holiday Inn Louisville Airport South by IHG

Holiday Inn Louisville Airport South by IHG

3 out of 5
Price was $970, price is now $744 per person
$744
per person
Mar 25 - Mar 29
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

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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
$626 nightly
The price is $710 total per night from Feb 2 to Feb 3
$710 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! (343 reviews)
Very accomodating and friendly staff. Staff went above and beyond to help me and my wife get settled after a 15 hour drive. We were moving across country and had a lot of stuff to get off the car. The gentlemen taking care of the front desk at 5 am was more than helpful to help us .my wife and i ...

Reviewed on Jan 28, 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 $629 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.