Crestwood Vacations from $268
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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.
StayAtlas Retreat w/ Pool, Gym, Games, BBQ
Mount Pleasant
$2,977
per person
Dec 23 - Dec 30
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
10/10 Exceptional! (1 review)
The property was such a fun surprise- the neighborhood was a little sketchy, but it was great on the inside and the backyard... Great experience, fun complimentary toiletries, etc
Reviewed on Sep 25, 2026
What 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
Pear Tree Inn St. Louis Airport
10810 Pear Tree Ln St. Ann MO
Fully refundableReserve now, pay when you stay
$88 nightly
$104 total
Oct 25 - Oct 26
Total with taxes and fees
9.4/10 Exceptional! (3,318 reviews)
"We found the room clean. The bathroom was clean and had shower gel, shampoo, and conditioner. Clean fluffy towels."
Reviewed on Oct 20, 2026
Clayton Plaza Hotel & Extended Stay
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
$92 nightly
$108 total
Nov 1 - Nov 2
Total with taxes and fees
9/10 Wonderful! (3,507 reviews)
"Excellent stay! Such a wonderful breakfast and my granddaughter loved the indoor/outdoor pool"
Reviewed on Oct 19, 2026
Drury Plaza Hotel St. Louis at the Arch
2 South 4th Street St. Louis MO
Fully refundableReserve now, pay when you stay
$135 nightly
$158 total
Oct 25 - Oct 26
Total with taxes and fees
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 $268 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.
