Crestwood Vacations from $533
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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 Royal Sonesta Chase Park Plaza St. Louis
Central West End
$649
per person
Nov 12 - Nov 16
found 9 hours ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
9.2/10 Wonderful! (1,012 reviews)
All of the staff were extremely helpful and cheerful. Our room was upgraded, when we arrived even though we were a day late arriving.
If you’re wondering what hotel to stay at in St Louis, this is the one. We travel a lot and it’s rare to have this level of customer service anywhere in the world.
Reviewed on Sep 22, 2026
Don't see what you're looking for?
See all available trips from Pretty Prairie to Crestwood
View all tripsWhat to do in Crestwood
StL's Signature "Sights and Bites" - Private Tour in St. Louis
$175
per adult
St. Louis Ghost Tour: Sinister Sins & Shadows
$24
per adult
100% of travellers recommend
Self Guided Walk & Drive Audio Tour St. Louis & Gateway Arch NP
$15
per traveler
Crestwood Hotel Deals
Clayton Plaza Hotel & Extended Stay
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
$94 nightly
$110 total
Oct 11 - Oct 12
Total with taxes and fees
8.8/10 Excellent! (3,434 reviews)
"We had a pretty stay, all 3 rooms were great!! Only issue we had was the ice machine on our floor was broke and the communication about free parking wasn't very clear."
Reviewed on Sep 22, 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
Oct 2 - Oct 3
Total with taxes and fees
Pear Tree Inn St. Louis Airport
10810 Pear Tree Ln St. Ann MO
Fully refundableReserve now, pay when you stay
$90 nightly
$106 total
Sep 27 - Sep 28
Total with taxes and fees
9.2/10 Wonderful! (3,247 reviews)
"We got in early in the morning. We called from airport, the shuttle was prompt . Bed was comfortable. Staff was nice. My partner ate breakfast, he said was good.."
Reviewed on Sep 22, 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 $533 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.
