Crestwood Vacations from $331

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 $519, price is now $331 per person
$331
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
Everything was great

Reviewed on Feb 23, 2026

The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $576, price is now $441 per person
$441
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.4/10 Exceptional! (425 reviews)
Very clean rooms. Clean and fresh feeling. Appreciated the bathrooms looking so nice and clean too! Will definitely stay there again. Only thing I’d change is I wish there were microwaves in the room.

Reviewed on Feb 16, 2026

Landing Apartments - Eureka

Landing Apartments - Eureka

4 out of 5
Price was $834, price is now $655 per person
$655
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
No reviews
Hilton Pennywell St. Louis at the Arch

Hilton Pennywell St. Louis at the Arch

4 out of 5
Downtown St. Louis
Price was $769, price is now $605 per person
$605
per person
Apr 30 - May 4
found 6 hours ago
Roundtrip flight included
Los Angeles (LAX) to St. Louis (STL)
8.8/10 Excellent! (996 reviews)
Yea but truly my wife was the star of theshow

Reviewed on Feb 23, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $608, price is now $482 per person
$482
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.4/10 Very Good! (1,006 reviews)
Unfortunately stay was just alittle disappointing then the stay before this one. Casino not giving free coffee to room as time before and had no vending machines whatsoever. Only had one lonely ice machine. Could not get chips or soda. Guessing it’s the time we live in. Just so sad

Reviewed on Feb 24, 2026

Don't see what you're looking for?
See all available trips from Columbus to Crestwood
View all trips

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Discover the most popular places to visit in Crestwood

Union Station, St. Louis, MO

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 great live music or attend a baseball game.

St. Louis Union Station
St. Louis Cardinals Baseball.

Busch Stadium

Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's fascinating museums 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

$32
per adult
St. Louis Ghost Tour: Sinister Sins & Shadows
Lemp Haunted Neighborhood Walking Tour

Lemp Haunted Neighborhood Walking Tour

$27
per adult
84% of travellers recommend
Lemp Haunted Neighborhood Walking Tour
St. Louis Premium Driving Tour with Boat Ride & Arch

St. Louis Premium Driving Tour with Boat Ride & Arch

$174
per adult
100% of travellers recommend
St. Louis Premium Driving Tour with Boat Ride & Arch
See all activities in Crestwood

Crestwood Hotel Deals

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
$94 nightly
The price is $110 total per night from Mar 2 to Mar 3
$110 total
Mar 2 - Mar 3
Total with taxes and fees
8.8/10 Excellent! (1,847 reviews)
Yes

Reviewed on Feb 26, 2026

Pear Tree Inn St. Louis Near Union Station
21C Museum Hotel St Louis

21C Museum Hotel St Louis

4.5 out of 5
1528 Locust street St. Louis MO
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $138 total per night from Mar 23 to Mar 24
$138 total
Mar 23 - Mar 24
Total with taxes and fees
9/10 Wonderful! (1,622 reviews)
Nice room, the hot tub and steam room were fantastic. The staff were friendly and it was convenient to have coffee right downstairs.

Reviewed on Feb 25, 2026

21C Museum Hotel St Louis
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
$105 nightly
The price is $122 total per night from Mar 29 to Mar 30
$122 total
Mar 29 - Mar 30
Total with taxes and fees
8.8/10 Excellent! (3,086 reviews)
Clean, helpful staff and the value of free parking.

Reviewed on Feb 25, 2026

Clayton Plaza Hotel & Extended Stay
See all 1,828 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Crestwood vacation package cost?
You can snap up a vacation package to this destination from $331 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.