Crestwood Vacations from $309
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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
- Holiday Inn St. Louis Arpt West-Earth City by IHG
Dec 24 - Dec 26Holiday Inn St. Louis Arpt West-Earth City by IHG + Flight
Earth City2 nights3.5 star property7.6/10 - Good (1,000 reviews)"Was nice stay. But not doors were secure at night"Reviewed November 10, 2026Roundtrip • Atlanta (ATL) - St. Louis (STL)ATL - STL • Nonstop STL - ATL • Nonstop$359$309found 1 day agoper traveler - The Wildwood Hotel
Dec 24 - Dec 26The Wildwood Hotel + Flight
Wildwood2 nights3.5 star property9.2/10 - Wonderful (1,681 reviews)Roundtrip • Atlanta (ATL) - St. Louis (STL)ATL - STL • Nonstop STL - ATL • Nonstop$522$352found 1 day agoper traveler - Moonrise Hotel
Dec 24 - Dec 26Moonrise Hotel + Flight
Delmar Loop2 nights4.0 star property9.0/10 - Wonderful (2,051 reviews)Roundtrip • Atlanta (ATL) - St. Louis (STL)ATL - STL • Nonstop STL - ATL • Nonstop$470$401found 1 day agoper traveler - Homewood Suites by Hilton St Louis - Galleria
Jan 13 - Jan 16Homewood Suites by Hilton St Louis - Galleria + Flight
Clayton3 nights3.0 star property7.8/10 - Good (1,000 reviews)"My stay was pleasant. The property is well kept. Inside and outside. My only issue is that they charge you $15.00 to park your vehicle in their parking lot. I’m sorry but that’s just wrong."Reviewed November 9, 2026Roundtrip • Los Angeles (LAX) - St. Louis (STL)LAX - STL • Nonstop STL - LAX • 1 stop$586$508found 11 hours agoper traveler - La Quinta Inn & Suites by Wyndham Collinsville - St. Louis
Jan 20 - Jan 24La Quinta Inn & Suites by Wyndham Collinsville - St. Louis + Flight
Eastport4 nights3.0 star property7.4/10 - Good (1,013 reviews)Roundtrip • Los Angeles (LAX) - St. Louis (STL)LAX - STL • Nonstop STL - LAX • Nonstop$754$657found 1 day agoper traveler
Crestwood Hotel Deals
La Quinta Inn & Suites by Wyndham St Louis Route 66
La Quinta Inn & Suites by Wyndham St Louis Route 66
Best Western St. Louis-Kirkwood Route 66
Best Western St. Louis-Kirkwood Route 66
Holiday Inn St Louis SW - Route 66 by IHG
Holiday Inn St Louis SW - Route 66 by IHG"You can hear everything! Each door slam up and down the hall, others conversations and tvs in adjoining rooms, the water running in the bathroom next door. It's not relaxing or private."
Comfort Suites St. Louis - Sunset Hills
Comfort Suites St. Louis - Sunset Hills"Everything about this hotel was amazing! Thank you all!"
"They never came to clean the room even after numerous requests. I had to go to the front desk to get enough towels and clean towels and wash cloths. The hotel was very noisy from outside, the floor above and the rooms to the sides."
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
Holiday Inn Express & Suites St. Louis West - Fenton by IHG
Holiday Inn Express & Suites St. Louis West - Fenton by IHG"I’ve stayed here many times over the years and I always love staying here. The staff is friendly. They decorate for holidays. The breakfast is more than substantial. While it’s a chain hotel, it feels like a family place. I left off one star, because some pieces of the hotel seem a little tired."
Drury Inn & Suites Southwest St. Louis
Drury Inn & Suites Southwest St. Louis"Hotel was very nice and room was comfortable."
Frequently Asked Questions
How much does a Crestwood vacation package cost?
You can snap up a vacation package to this destination from $309 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.