Crestwood Vacations from $305

Book a Hotel + Flight or Car together to unlock savings

Photo by NPS - Photo by David Newmann

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.
HoteLumiere at the Arch - A Caesars Rewards Destination

HoteLumiere at the Arch - A Caesars Rewards Destination

4 out of 5
Downtown St. Louis
Price was $412, price is now $305 per person
$305
per person
Jan 29 - Jan 31
found 17 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to St. Louis (STL)
13.2/10 Exceptional! (1,001 reviews)
Very nice and convenient location

Reviewed on Oct 29, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $767, price is now $507 per person
$507
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
18.4/10 Exceptional! (1,600 reviews)
Very comfortable and clean. Charming place with character

Reviewed on Nov 18, 2025

Hilton Garden Inn St. Louis/O'Fallon MO

Hilton Garden Inn St. Louis/O'Fallon MO

3 out of 5
Price was $1,022, price is now $791 per person
$791
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
17.6/10 Exceptional! (705 reviews)
No vent in the bathroom/shower area Toilet has weak flush Other than that a fantastic stay

Reviewed on Oct 20, 2025

Sheraton Westport Plaza Hotel St. Louis

Sheraton Westport Plaza Hotel St. Louis

3.5 out of 5
Price was $690, price is now $554 per person
$554
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
16.8/10 Exceptional! (853 reviews)
Room clean, staff was great! Have been here multiple times! Will be back soon!

Reviewed on Oct 27, 2025

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $1,006, price is now $808 per person
$808
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
16.4/10 Exceptional! (779 reviews)
Just a really nice hotel tucked away from everything, but still close to get whereevre you need to go!

Reviewed on Oct 26, 2025

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

Discover the most popular places to visit in Crestwood

St. Louis Union Station

St. Louis Union Station

4/5(615 reviews)

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
Gateway Arch showing a city, a skyscraper and skyline

Gateway Arch

4.5/5(2,511 reviews)

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

Gateway Arch
St. Louis Zoo

St. Louis Zoo

4.5/5(1,212 reviews)

In the middle of St. Louis, meet the exotic and endangered animals that live in meticulously recreated ecosystems from all over the world.

St. Louis Zoo

What to do in Crestwood

St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis Ghost Tour: Sinister Sins & Shadows

$26
per adult
St. Louis Ghost Tour: Sinister Sins & Shadows
St. Louis: Guided Small Group City Tour with River Cruise

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
Step into the shadows and discover the haunting tales of our city's past.

St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour

$32
per adult
100% of travellers recommend
St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour
See all activities in Crestwood

Crestwood Hotel Deals

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
$101 nightly
The price is $120 total per night from Nov 23 to Nov 24
$120 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (1,109 reviews)
The room was clean and spacious. Hotel staff were nice and very accommodating given the issues we had with the valet service. While I understand the valet is a seperate entity, the hotel should revisit their relationship with thos vendor. They need to improve with more valets available each shift. ...

Reviewed on Nov 17, 2025

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel
Forest Park Hotel by MDR

Forest Park Hotel by MDR

3 out of 5
5915 Wilson Ave St. Louis MO
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Nov 23 to Nov 24
$109 total
Nov 23 - Nov 24
Total with taxes and fees
7.4/10 Good! (1,227 reviews)
The front desk staff were attentive and helpful. The rooms are clean but basic, so not a hair dryer, coffee maker, and few electrical outlets.

Reviewed on Nov 18, 2025

Forest Park Hotel by MDR
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
$95 nightly
The price is $111 total per night from Dec 7 to Dec 8
$111 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (2,987 reviews)
Nice hotel for the price

Reviewed on Nov 13, 2025

Clayton Plaza Hotel & Extended Stay
See all 1,765 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 $305 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.