Crestwood Vacations from $322

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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.
Marriott St. Louis West

Marriott St. Louis West

3.5 out of 5
Price was $431, price is now $322 per person
$322
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Wonderful, courteous staff who were genuinely friendly and helpful. Complimentary water, tea, and coffee. Clean, comfortable room. Highly recommend!

Reviewed on Jan 11, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $634, price is now $382 per person
$382
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
Breakfast great! Pool: hot tub being renovated.

Reviewed on Jan 12, 2026

The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Save 100% on your flight
Price was $462, price is now $343 per person
$343
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.4/10 Exceptional! (425 reviews)
We enjoy staying here, great location on campus and staff. Thank you!

Reviewed on Jan 13, 2026

Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Price was $1,406, price is now $1,045 per person
$1,045
per person
Feb 26 - Mar 1
found 10 hours ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
2/10 (1 review)
Landing Furnished Apartments - Central West End

Landing Furnished Apartments - Central West End

3 out of 5
Central West End
Save 100% on your flight
Price was $780, price is now $592 per person
$592
per person
Mar 25 - Mar 30
just found
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
No reviews
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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
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
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
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! (4,043 reviews)
Room was clean, excellent view!

Reviewed on Jan 13, 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 23 to Jan 24
$114 total
Jan 23 - Jan 24
Total with taxes and fees
8.6/10 Excellent! (1,215 reviews)
No, the room wasn't spotless. One of the ottomans underneath the desk has some type of white crumbs or something on it. Other than that, the hospitality was nice.

Reviewed on Jan 11, 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! (1,190 reviews)
Wonderful stay

Reviewed on Jan 8, 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 $322 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.