Crestwood Holidays

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Top hotels in Crestwood

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
The price is S$227 per night from 19 Jul to 20 Jul
S$227
19 Jul - 20 Jul
includes taxes & fees
8.6/10 Excellent! (4,114 reviews)
"Any hotel we have stayed in the last year included a complimentary breakfast and a complimentary drink in the evening. We were a bit surprised that there were no perks for first-time guests. The view of the gateway arch from our room was amazing. The lobby was very bright and grand looking. The hotel's ..."

Reviewed on 17 Jul, 2026

Hyatt Regency St. Louis at The Arch
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
The price is S$146 per night from 9 Aug to 10 Aug
S$146
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (3,254 reviews)
"The electronic showers, the sauna, and the breakfast was wonderful."

Reviewed on 16 Jul, 2026

Clayton Plaza Hotel & Extended Stay
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
777 Casino Center Drive Maryland Heights MO
Fully refundableReserve now, pay when you stay
The price is S$214 per night from 5 Aug to 6 Aug
S$214
5 Aug - 6 Aug
includes taxes & fees
8.6/10 Excellent! (2,227 reviews)
"Will be back for sure 😊"

Reviewed on 16 Jul, 2026

Hollywood Casino & Hotel St. Louis
See all 1,957 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.

What to do in Crestwood

The Gateway Arch National Park & Museum

StL's Signature "Sights and Bites" - Private Tour in St. Louis

S$213
per adult
StL's Signature "Sights and Bites" - Private Tour in St. Louis
Downtown St. Louis Smartphone Guided Audio Walking Tour App

Downtown St. Louis Smartphone Guided Audio Walking Tour App

S$10
per adult
100% of travellers recommend
Downtown St. Louis Smartphone Guided Audio Walking Tour App
St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis Ghost Tour: Sinister Sins & Shadows

S$31
per adult
100% of travellers recommend
St. Louis Ghost Tour: Sinister Sins & Shadows
See all activities in Crestwood

Frequently asked questions

How much does a Crestwood holiday package cost?
You can snap up a holiday package to this destination on Expedia. But how much your holiday to Crestwood costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Crestwood?
January, February and November are great times to search for cheap Crestwood holiday packages. Choosing to travel in less busy months means you'll typically find lower prices on accommodation and flights.
How many days is enough for Crestwood?
With a well-organised itinerary, you can easily visit the most popular Crestwood sights in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, consider booking your Crestwood holiday for longer.
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 holiday as a package?
You can enjoy significant savings on your next Crestwood retreat by booking a personalised holiday package. Check the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday 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.
How to plan a trip to Crestwood?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Crestwood.
  2. Plan your budget wisely: On top of the cost of your stay, you should factor in other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Crestwood.
  3. Decide how long to go away for: Now that you're more familiar with Crestwood, you can work out the ideal length of your break. Pull together a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Crestwood holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.