Crestwood Vacation Packages

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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.

Top Crestwood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Moonrise Hotel

Moonrise Hotel

4 out of 5
Delmar Loop
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
9/10 Wonderful! (1,783 reviews)
Fun hotel to stay at. A littways from downtown but has a couple cool late night spots right next door. Great place to stay if going to a show at The Pageabut also has mini golf across the street, and late night bowling next door. Hotel is unique and rooftop was a great place to relax. Would definitely stay again.

Reviewed on Jul. 16, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
per person
Sep 15 - Sep 19
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
9/10 Wonderful! (1,549 reviews)
The room was ok, tired decor (a mix between The Sopranos and Hobby Lobby), slightly dirty furniture (sofa and arm chair). Bathroom was clean, fan didn’t pull all the moisture out. We traveled for a medical appointment in Saint Louis and I barely got any rest on the cheap springy mattress (we are 40, and in healthy shape). Breakfast was horrible: three waffle makers(why?!), some cereal, microwaveable Jimmy Dean sandwiches instead of ANY hot dishes, Great Valley granola bars, a thermos of coffee, decaf, and coffee-flavored hot water for Lipton tea. Lovely staff, but not enough for us to come back again.

Reviewed on Jul. 13, 2025

Ballpark Apartments by Barsala

Ballpark Apartments by Barsala

4 out of 5
Downtown St. Louis
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
7.4/10 Good! (9 reviews)
It's a great location, right across from the Ballpark. It is a fairly spartan apartment set-up, with concrete floors.. a little surprising? Parking is on the street or in a pay lot.

Reviewed on Jun. 8, 2025

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
per person
Sep 15 - Sep 19
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
8.2/10 Very Good! (756 reviews)
The stay was too short

Reviewed on Jul. 2, 2025

The Cheshire

The Cheshire

4 out of 5
per person
Sep 15 - Sep 19
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Would definitely go back

Reviewed on Jul. 12, 2025

Ready to book your vacation to Crestwood?

 

Choose your dates

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
The price is CA $189 per night from Jul 31 to Aug 1
CA $189
CA $223 total
Jul 31 - Aug 1
includes taxes & fees
8.4/10 Very Good! (3,849 reviews)
"Close to the Gateway Arch for the July 4th fireworks"

Reviewed on Jul. 13, 2025

Hyatt Regency St. Louis at The Arch
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
The price is CA $192 per night from Jul 21 to Jul 22
CA $192
CA $225 total
Jul 21 - Jul 22
includes taxes & fees
9.4/10 Exceptional! (2,859 reviews)
Loved our stay!
"I think this motel has the most friendliest and accommodating staff of any motel that we have ever stayed at. Very clean and comfortable, and located close to everything we came for."

Reviewed on Jul. 13, 2025

Drury Plaza Hotel St. Louis at the Arch
The Arch Convention Hotel

The Arch Convention Hotel

3.5 out of 5
811 N 9th Street, St. Louis, MO
Fully refundable
The price is CA $147 per night from Jul 21 to Jul 22
CA $147
CA $172 total
Jul 21 - Jul 22
includes taxes & fees
6.8/10 (1,002 reviews)
"The hotel itself was amazing. The staff was great, and everything was clean and well-maintained, just as we had expected. The only downside was that many of the attractions and dining places are located in the Midtown area, which is a bit too far for a walking distance. We ended up taking Uber quite ..."

Reviewed on Jul. 14, 2025

The Arch Convention Hotel
See all 1,736 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Crestwood

Busch Stadium

Busch Stadium

5/5(19 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
Gateway Arch featuring modern architecture, a city and a skyscraper

Gateway Arch

4.5/5(37 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(7 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: City Museum General Admission Ticket

St Louis: City Museum General Admission Ticket

CA $30
per adult
96% of travellers recommend
St Louis: City Museum General Admission Ticket
St. Louis Arch Walking Tour and Entrance Ticket

St. Louis Arch Walking Tour and Entrance Ticket

CA $68
per adult
St. Louis Arch Walking Tour and Entrance Ticket
St. Louis: Gateway Ghouls and Hauntings Walking Tour

St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour

CA $44
per adult
St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour
See all activities in Crestwood

Frequently asked questions

How much does a Crestwood vacation package cost?
You can grab a vacation package to this popular destination from CA $768 on Expedia. But how much your vacation to Crestwood costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Crestwood?
January, February and November are the best times to search for cheap Crestwood vacation packages. Opting to travel in less busy periods means you can usually find lower prices on hotels and flights.
How many days is enough for Crestwood?
Crestwood vacations can be as short or long as you like, but to get a real feel for this place, we think 2 days is a good ballpark. This will mean you can visit top attractions like Museum of Transportation and Laumeier Sculpture Park and track down some lesser-known gems. Don't miss out on neighbourhoods such as Richmond Heights and Lemay either. If you're clever with your time, you can even schedule a day trip from Crestwood too.
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 a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Crestwood package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Crestwood escape off to a flying start.
Is it cheaper to book a Crestwood vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still get the freedom to create a personalized Crestwood vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Crestwood?
Score fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Crestwood break.
How to plan a trip to Crestwood?

  1. Choose when to go: Check your calendar and get packing. Your favourite season and the activities on offer will also help you decide when to visit Crestwood.
  2. Plan your budget wisely: In addition to the cost of your stay, you should consider other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Crestwood.
  3. Decide how long to go for: Now that you know more about Crestwood, you can figure out the ideal length of your break. Create a rough plan and allocate enough time to cover everything you want to do.
  4. Combine your airfare and accommodations: Once you've nailed down your dates and duration, book the right Crestwood vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.