Windy Hills Holidays

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    Save up to £750 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Packages with flights are ATOL protected

Your Windy Hills Holiday

The easiest way to experience this city is with a tailor-made Windy Hills holiday package. Base yourself in the neighbourhood of East Market District, which is good for nightlife, distilleries and craft breweries and shopping or choose someplace else — our packages are all about you. If taking in sights is part of the programme during your trip to Windy Hills, stop by popular attractions like E.P. Tom Sawyer State Park, Mall St. Matthews and Springhurst Towne Centre Shopping Centre. Browse Expedia's wide range of travel options and start planning your ideal holiday to Windy Hills today.

Where to stay in Windy Hills

Find the best Windy Hills areas and neighborhoods for the activities you enjoy most. Learn more about Windy Hills
A steamboat docked at a pier with a bridge in the background.

Downtown Louisville

3 out of top 10 points of interest in this area

Downtown Louisville is beloved for its fantastic nightlife. Take some time to explore sights in the area like Whiskey Row and KFC Yum Center.

Find hotels in Downtown Louisville

Top hotels in Windy Hills

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is £115 per night from 23 Nov to 24 Nov
£115
23 Nov - 24 Nov
includes taxes & fees
Galt House Hotel Trademark Collection by Wyndham
The Brown Hotel

The Brown Hotel

4.5 out of 5
335 W Broadway Louisville KY
Fully refundableReserve now, pay when you stay
The price is £95 per night from 23 Nov to 24 Nov
£95
23 Nov - 24 Nov
includes taxes & fees
9.4/10 Exceptional! (1,482 reviews)
"Great hotel. Historic and well maintained. Food and service at the bar is the best of anywhere you can go."

Reviewed on 14 Nov 2026

The Brown Hotel
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

4 out of 5
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
The price is £83 per night from 17 Nov to 18 Nov
£83
17 Nov - 18 Nov
includes taxes & fees
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
See all 2,132 properties in Windy Hills
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Windy Hills travel package cost?
Starting from a low , a package is your ticket to low-priced travel. Custom build your Windy Hills adventure by choosing from our wide range of airfares, hotels and rental cars.
If I'm not able to travel, can I cancel my Windy Hills travel package?
Don't worry if you're rethinking your Windy Hills travel package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We get that your circumstances can suddenly change, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
How do I get a cheap travel package to Windy Hills?
You'll save a ton of money if you bundle your flights, hotels and car rentals into a Windy Hills holiday package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer more than 550 air carriers and 1,000,000 hotels globally, so you'll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal to unlock even more bargains! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Windy Hills holidays?
Expedia has teamed up with online lender Klarna to make your next getaway easier on your budget. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more money to play with while you're away. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's convenient monthly instalment plans. If making bite-sized repayments each month works for you, pick this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.

Where should I stay in Windy Hills?
Travellers come from near and far to experience Churchill Downs and Muhammad Ali Centre in Windy Hills. Book a room near these popular attractions and visit them whenever you want.
What are the top hotels in Windy Hills?
Secure a room at The Brown Hotel. It's one of the area's most sought-after properties. Another reputable option in Windy Hills is Hyatt Regency Louisville.
How far in advance should I book my Windy Hills holiday?
To score discount prices, book ASAP. Airlines usually begin selling tickets, along with some of the lowest fares, up to 12 months ahead of time. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you're in need of a last-minute getaway to Windy Hills, there are always lots of great deals to be had on Expedia. Book your escape today!
What does an Expedia Windy Hills travel package include?
It's up to you! You can pick from a variety of Windy Hills bundles, such as a flight, rental car and hotel. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your perfect Windy Hills holiday looks like, you're sure to save!
What should I know before booking a Windy Hills travel package?
Booking all the parts of your holiday together is a great way to save. Combine your airfares, rental cars and hotels into a neat little package. But it's not just hotels. Expedia has all kinds of properties, including holiday rentals such as oceanfront condos and city apartments. Your choices are almost endless!
Can I choose my airline with a Windy Hills Expedia travel package?
Most definitely. Expedia has over 550 airline partners to pick from globally. With so many choices, finding the ideal carrier to bring you to Windy Hills won't be difficult.

Stay near popular Windy Hills attractions

Brownsboro Center Shopping Center

You can browse for the perfect souvenirs at Brownsboro Center Shopping Center during your trip to Louisville. Stroll along the riverfront or attend a sporting event in the area.
See properties

Things to do

The Conrad-Caldwell House Museum

Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby

£22
per adult
90% of travellers recommend
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby
Louisville: 3-Hour Food and History Tour of NuLu District

Louisville: 3-Hour Food and History Tour of NuLu District

£96
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

£15
per adult
94% of travellers recommend
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket
See all activities in Louisville

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.