Crestwood Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Crestwood

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 3.816.601 ₫ per night from 24 Aug to 25 Aug
3.816.601 ₫
4.490.613 ₫ total
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (4,224 reviews)
"We were very disappointed with our stay, especially considering the price. Our room had several maintenance issues. The air conditioning never cooled below 75°F, even after maintenance came. The bathtub spout leaked, the shower barely drained, and the bathroom sink was missing its aerator, causing ..."

Reviewed on 3 Aug 2026

Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is 4.186.323 ₫ per night from 9 Aug to 10 Aug
4.186.323 ₫
4.925.628 ₫ total
9 Aug - 10 Aug
includes taxes & fees
9.4/10 Exceptional! (2,052 reviews)
"Incredibly friendly staff! Better than many ‘fancier’ hotels by a mile!"

Reviewed on 2 Aug 2026

Omni Louisville Hotel
Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
The price is 2.972.763 ₫ per night from 5 Aug to 6 Aug
2.972.763 ₫
3.497.753 ₫ total
5 Aug - 6 Aug
includes taxes & fees
9.4/10 Exceptional! (2,396 reviews)
"Great location, and amazing casino and restaurants"

Reviewed on 3 Aug 2026

Derby City Gaming & Hotel - A Churchill Downs Property
See all 2,177 properties in Crestwood
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.

Stay near popular Crestwood attractions

Yew Dell Botanical Gardens

6.8/10 (3 reviews)
This historic botanical garden showcases Theodore Klein's horticultural legacy with diverse themed gardens and a distinctive stone castle. Wander through the Asian Garden for a serene escape into botanical excellence.
See properties

Frequently asked questions

How much does a Crestwood holiday package cost?
You'll find cheap prices on Expedia for your Crestwood getaway. However, factors like your choice of hotel, the season and length of stay will influence how much your holiday to Crestwood costs.
What are the cheapest months to go to Crestwood?
If you're hoping to snag a cheap Crestwood holiday package, consider visiting in January, February and November. You'll usually find better rates on accommodation and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Crestwood?
Generally, a handful of days is enough to check out the major attractions during your Crestwood holiday. However, if you'd like to have more time to kick back or take day trips, consider extending your itinerary.
How to find the best Crestwood package deals?
Use Expedia's filters to find some of the best Crestwood package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Crestwood 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 book your holiday package as early as possible.
Is it cheaper to book a Crestwood holiday as a package?
You can enjoy significant savings on your next Crestwood getaway by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Crestwood?
If you have your Crestwood holiday dates confirmed, book as soon as you can to snap up some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Crestwood?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Crestwood.
  2. Set a budget: Consider expenses like flights, transportation and food when calculating how much to put aside for your trip to Crestwood. Then, choose a property that works with your budget, whether that's a wallet-friendly stay or a lavish retreat.
  3. Decide your trip length: Consider how long you'd like to spend discovering Crestwood. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customised Crestwood holiday package.