Crestwood Vacations from $457

Book a Hotel + Flight or Car together to unlock savings

Your Crestwood Vacation

Book a Crestwood vacation package and prepare to experience the best of this lively city. Think about staying in the neighborhood of Soulard, which is great for distilleries and craft breweries, bars and pubs and markets. Fill your spare time with tours of Grants Farm, Magic House - St. Louis Childrens Museum and Saint Louis Galleria Mall, some of the things you just have to see during your trip to Crestwood. Don't put off your visit to this destination any longer. Your dream Crestwood vacation is a couple of clicks away with Expedia.

The Latest Crestwood vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $679, price is now $457 per person
$457
per person
Aug 7 - Aug 9
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.2/10 Wonderful! (1,657 reviews)
Great place to stay off the beaten path.

Reviewed on Jun 17, 2026

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $870, price is now $691 per person
$691
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.4/10 Very Good! (826 reviews)
Antoinette, the front office manager, is amazingly awesome. She even packed me up some snacks for my long day at the airport. The entire staff were so friendly. I felt safe and secure which is what matters when traveling solo.

Reviewed on Jun 7, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $716, price is now $572 per person
$572
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.6/10 Excellent! (1,008 reviews)
The beds are super comfortable and the rooms are nicely laid out. However, for the price it is not worth it. You cannot get breakfast until 8 am, there is no shuttle service anywhere and no formal parking format. For the price you pay and the "resort fee" you would expect a valet or some sort of structured parking arrangement.

Reviewed on Jun 14, 2026

Hilton Garden Inn St. Louis/O'Fallon MO

Hilton Garden Inn St. Louis/O'Fallon MO

3 out of 5
Price was $598, price is now $491 per person
$491
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.8/10 Excellent! (742 reviews)
Friendly staff, needed better pillows and pool towels. Overall a pleasant experience.

Reviewed on Jun 13, 2026

Moonrise Hotel

Moonrise Hotel

4 out of 5
Delmar Loop
Price was $558, price is now $459 per person
$459
per person
Aug 7 - Aug 9
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9/10 Wonderful! (1,957 reviews)
Super convenient location, friendly staff, cool decor! Will definitely stay here again.

Reviewed on Jun 15, 2026

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Crestwood Hotel Deals

Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $158 total per night from Jun 19 to Jun 20
$158 total
Jun 19 - Jun 20
Total with taxes and fees
8.6/10 Excellent! (4,115 reviews)
"Location was awesome for getting around downtown, seeing the Arch, and going to the Cardinals Game. Safe area, great property, and awesome staff!"

Reviewed on Jun 16, 2026

Hyatt Regency St. Louis at The Arch
Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

3.5 out of 5
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $117 total per night from Jun 21 to Jun 22
$117 total
Jun 21 - Jun 22
Total with taxes and fees
8.8/10 Excellent! (3,231 reviews)
"Breakfast was excellent definitely a money saver to eat before getting the day started and the room was fabulous staff was amazing"

Reviewed on Jun 16, 2026

Clayton Plaza Hotel & Extended Stay
Pear Tree Inn St. Louis Near Union Station

Pear Tree Inn St. Louis Near Union Station

3 out of 5
2211 Market Street St. Louis MO
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $143 total per night from Jun 28 to Jun 29
$143 total
Jun 28 - Jun 29
Total with taxes and fees
8.8/10 Excellent! (2,035 reviews)
"Breakfast was great. Popcorn at many times. Late afternoon free snacks & drinks. Soda fountain available 24 hours."

Reviewed on Jun 17, 2026

Pear Tree Inn St. Louis Near Union Station
See all 1,849 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.

Find the Best Crestwood Vacation Packages

Crestwood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lambert-St. Louis Intl. Airport (STL)
Population
12,000
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
St. Louis Zoo, Fox Theater and Anheuser-Busch Brewery

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Frequently asked questions

How much does a Crestwood vacation package cost?
You can snap up a vacation package to this destination from $457 on Expedia. But how much your vacation to Crestwood costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Crestwood?
If you're hoping to book a cheap Crestwood vacation package, consider planning a trip in January, October and December. You're likely to find better prices on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Crestwood?
The ideal duration for your Crestwood vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to go to all the top attractions and discover some hidden treasures along the way.
How to find the best Crestwood package deals?
Start your search for a Crestwood package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Crestwood package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Crestwood adventure off to a flying start.
Is it cheaper to book a Crestwood vacation as a package?
You can enjoy significant savings on your next Crestwood retreat by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Crestwood?
If you've got your Crestwood travel dates finalized, book as early as you can to score some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Crestwood vacation packages?
Your Crestwood break should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you that extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.