Crestwood Vacations from $431
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 Cheshire
$713
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,005 reviews)
A nice, interesting place, in an excellent location, right off the park. Zoo and art museum an easy stroll. My wife and I used a different St. Louis hotel for our annual trip to see my son and his family, but we tried this hotel on a whim and the Cheshire has become our new favorite.
Reviewed on Aug 31, 2026
The Royal Sonesta Chase Park Plaza St. Louis
Central West End
$720
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,009 reviews)
All modern amenities with a touch of old world glam! Across from a beautiful walking/biking park and equipped with a beautiful pool, workout facility, comfortable beds, and several restaurants, all you need to have a wonderful travel experience!
Reviewed on Sep 1, 2026
Remodeled and Inviting Free EV
$524
per person
Oct 22 - Oct 25
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9/10 Wonderful! (2 reviews)
It was nice to stay for a weekend but the neighborhood was nice I like the location where it wasn't too far from grocery stores food areas the only thing I was saying is it's nothing for the kids to do but overall I like it
Reviewed on Aug 7, 2026
What to do in Crestwood
St. Louis Ghost Tour: Sinister Sins & Shadows
$24
per adult
100% of travellers recommend
StL's Signature "Sights and Bites" - Private Tour in St. Louis
$175
per adult
Lemp Haunted Neighborhood Walking Tour
$25
per adult
84% of travellers recommend
Crestwood Hotel Deals
Clayton Plaza Hotel & Extended Stay
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
$98 nightly
$114 total
Sep 13 - Sep 14
Total with taxes and fees
9/10 Wonderful! (3,366 reviews)
"Multiple stays in the past"
Reviewed on Aug 31, 2026
Hyatt Regency St. Louis at The Arch
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
$134 nightly
$158 total
Sep 4 - Sep 5
Total with taxes and fees
8.6/10 Excellent! (4,224 reviews)
"Other than the $75 a night incidental charge and $50 a night parking fee its a good hotel"
Reviewed on Sep 1, 2026
Hollywood Casino & Hotel St. Louis
777 Casino Center Drive Maryland Heights MO
Fully refundableReserve now, pay when you stay
$125 nightly
$146 total
Sep 2 - Sep 3
Total with taxes and fees
8.6/10 Excellent! (2,213 reviews)
"The room was great. Only downside was the tv in the living room didn't work properly but that's not enough for me to take a star away. The room was clean, staff was very helpful and friendly. You have to use a key card to even work the elevator so you don't have to worry about some random person ..."
Reviewed on Aug 31, 2026
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 $431 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.