Crestwood Vacations from $263

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.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $341, price is now $263 per person
$263
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.2/10 Very Good! (760 reviews)
I booked online and paid via the app. When I arrived on site they explained they had overbooked and had no rooms available. The staff was amazing and went above and beyond and secured a room at another location. Thank you to the staff for taking care of us.

Reviewed on Jul 26, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $980, price is now $474 per person
$474
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.2/10 Wonderful! (1,558 reviews)
Loved the room, pretty good breakfast in the morning lots of options.

Reviewed on Aug 20, 2025

21C Museum Hotel St Louis

21C Museum Hotel St Louis

4.5 out of 5
Downtown West
Price was $588, price is now $441 per person
$441
per person
Nov 10 - Nov 14
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9/10 Wonderful! (1,288 reviews)
The ambience of the room was good. I didn’t like that they don’t have a microwave inside the room.

Reviewed on Aug 19, 2025

The West End

The West End

2 out of 5
Central West End
Price was $505, price is now $380 per person
$380
per person
Nov 10 - Nov 14
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.4/10 Very Good! (275 reviews)
It’s an affordable and nice property. In a nice neighborhood. The staff was excellent!

Reviewed on Aug 8, 2025

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $445, price is now $340 per person
$340
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.4/10 Very Good! (1,001 reviews)
Loved my stay here will be back

Reviewed on Aug 13, 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

Busch Stadium

Busch Stadium

4.5/5(1,469 reviews)

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
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 fascinating museums 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

What to do in Crestwood

St. Louis: Gateway Ghouls and Hauntings Walking Tour

St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour

$32
per adult
St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour
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
St. Louis: Guided Small Group City Tour with River Cruise

St. Louis: Guided Small Group City Tour with River Cruise

$174
per adult
100% of travellers recommend
St. Louis: Guided Small Group City Tour with 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
$119 nightly
The price is $140 total per night from Aug 22 to Aug 23
$140 total
Aug 22 - Aug 23
Total includes taxes and fees
8.4/10 Very Good! (3,969 reviews)
Would stay again
"Great place to stay with my family, plenty of places to eat in and around the hotel, parking is valet or self park for a fee but it’s kept safe in garage, we had an amazing view or the arch from our window. Very safe area. Plenty of electronics charging ports. They provide ice water all day for guests ..."

Reviewed on Aug 17, 2025

Hyatt Regency St. Louis at The Arch
Renaissance St. Louis Airport Hotel

Renaissance St. Louis Airport Hotel

4 out of 5
9801 Natural Bridge Road, St. Louis, MO
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $138 total per night from Aug 30 to Aug 31
$138 total
Aug 30 - Aug 31
Total includes taxes and fees
8.4/10 Very Good! (1,011 reviews)
"Perfect if you need a park and ride stay for your flight."

Reviewed on Aug 20, 2025

Renaissance St. Louis Airport Hotel
Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch

3 out of 5
2 South 4th Street, St. Louis, MO
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $159 total per night from Sep 2 to Sep 3
$159 total
Sep 2 - Sep 3
Total includes taxes and fees
9.4/10 Exceptional! (2,976 reviews)
"excellent! staff, facility, amenities, location. all excellent."

Reviewed on Aug 20, 2025

Drury Plaza Hotel St. Louis at the Arch
See all 1,714 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.

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 $263 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.