Crestwood Vacations from $474

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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.
Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
Grand Center
Price was $575, price is now $474 per person
$474
per person
Feb 27 - Mar 1
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to St. Louis (STL)
8.8/10 Excellent! (1,022 reviews)
Highly suggested and clean room!

Reviewed on Dec 29, 2025

Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Price was $1,449, price is now $1,114 per person
$1,114
per person
Feb 16 - Feb 20
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
2/10 (1 review)
Landing Apartments - Eureka

Landing Apartments - Eureka

4 out of 5
Price was $879, price is now $722 per person
$722
per person
Feb 17 - Feb 20
found 9 hours ago
Roundtrip flight included
Raleigh (RDU) to St. Louis (STL)
No reviews
The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $634, price is now $525 per person
$525
per person
Mar 30 - Apr 2
found 5 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
9.4/10 Exceptional! (425 reviews)
I like academic environments. This works well for me when visiting STL. I have stayed here during two different trips, and I would do it again if/when the occasion arises.

Reviewed on Dec 27, 2025

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $589, price is now $494 per person
$494
per person
Feb 27 - Mar 1
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to St. Louis (STL)
8.4/10 Very Good! (1,006 reviews)
Wonderful time. Great staff

Reviewed on Jan 6, 2026

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Discover the most popular places to visit in Crestwood

St. Louis Union Station

St. Louis Union Station

You can learn about the local history of St. Louis when you make a stop at a well-known site like St. Louis Union Station. Experience the area's acclaimed art scene or attend a baseball game.

St. Louis Union Station
Busch Stadium

Busch Stadium

Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's great live music or attend a baseball game.

Busch Stadium
Gateway Arch showing a city, a skyscraper and skyline

Gateway Arch

Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark.

Gateway Arch

What to do in Crestwood

St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis Ghost Tour: Sinister Sins & Shadows

$24
per adult
St. Louis Ghost Tour: Sinister Sins & Shadows
Best of St. Louis Small Group Tour w/ Arch & River Cruise

Best of St. Louis Small Group Tour w/ Arch & River Cruise

$169
per adult
84% of travellers recommend
Best of St. Louis Small Group Tour w/ Arch & River Cruise
Step into the shadows and discover the haunting tales of our city's past.

St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour

$30
per adult
100% of travellers recommend
St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour
See all activities in Crestwood

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
$125 nightly
The price is $147 total per night from Jan 16 to Jan 17
$147 total
Jan 16 - Jan 17
Total with taxes and fees
8.4/10 Very Good! (4,031 reviews)
There were issues at the hotel but also some nice things to enjoy. The parking was not fun - they were refinishing a walking area with sticky stuff and the shower was not fully clean but the Brewhouse was nice and the bed was comfortable. The Arch being nearby was great. The staff was hospitable ...

Reviewed on Jan 7, 2026

Hyatt Regency St. Louis at The Arch
Hampton Inn St. Louis-Downtown (At the Gateway Arch)

Hampton Inn St. Louis-Downtown (At the Gateway Arch)

2.5 out of 5
333 Washington Ave St. Louis MO
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $114 total per night from Jan 18 to Jan 19
$114 total
Jan 18 - Jan 19
Total with taxes and fees
8.6/10 Excellent! (1,210 reviews)
Awesome location to the Gateway National Arch, Economy Museum, and dome. Loved the friendly staff! The building was very secure and safe feeling with my family in the city. The breakfast area is very well kept and kept stocked well.

Reviewed on Jan 5, 2026

Hampton Inn St. Louis-Downtown (At the Gateway Arch)
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

4 out of 5
421 N 8th St St. Louis MO
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $115 total per night from Jan 25 to Jan 26
$115 total
Jan 25 - Jan 26
Total with taxes and fees
8.6/10 Excellent! (1,186 reviews)
Room was very nice, clean, staff was great!

Reviewed on Jan 5, 2026

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel
See all 1,800 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 $474 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.