Name: Hyatt Regency St. Louis at The Arch
Price range: CA $225
Rating: 8.6

Your Chesterfield Vacation

Let our vacation packages to Chesterfield inspire your next great escape. There's a whole lot to love about this amazing city, starting with the neighborhood of Valley Park, which is great for golfing and nature. Make your trip to Chesterfield even more enjoyable by going sightseeing. St. Louis Premium Outlets, Lou Fusz Soccer Complex and Westfield Chesterfield Mall are some of the leading attractions worth exploring. Whatever your travel plans or budget, organizing a tailored Chesterfield vacation is a cinch with Expedia.

Top Chesterfield Vacation Deals

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

The Wildwood Hotel

CA $819

per person

Aug 24 - Aug 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Louis (STL)

9.2/10 Wonderful! (1,667 reviews)

I absolutely love the wildwood. Best place to stay near St Louis. I will be staying with them again.

Reviewed on Jun 21, 2026

Residence Inn by Marriott St Louis Downtown

Midtown

CA $1,239

per person

Jul 29 - Aug 3

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to St. Louis (STL)

7.8/10 Good! (1,002 reviews)

Suite was well stocked with utensils etc. The room was clean. Staff was nice. Pool was small and our bathroom door in our room didn’t latch, which was tough with 2 toddlers waddling about.

Reviewed on May 20, 2026

Moonrise Hotel

Delmar Loop

CA $950

per person

Aug 24 - Aug 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Louis (STL)

9/10 Wonderful! (1,981 reviews)

The room was clean and comfortable and the hotel had a cool rooftop bar and great decor.

Reviewed on Jun 23, 2026

The Cheshire

CA $971

per person

Aug 24 - Aug 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Louis (STL)

8.8/10 Excellent! (1,016 reviews)

Hi-Point best neighborhood, near the park

Reviewed on Jun 16, 2026

Ready to book your vacation to Chesterfield?

Choose your dates

Chesterfield Hotel Deals

Sonesta ES Suites St. Louis - Chesterfield

15431 Conway Rd Chesterfield MO

Fully refundableReserve now, pay when you stay

CA $168

CA $195 total

Jul 5 - Jul 6

includes taxes & fees

8/10 Very good! (1,038 reviews)

"This was the third time we stayed at the Sonesta. We enjoy staying there because it’s a convenient location and they have full kitchens for cooking."

Reviewed on Jun 23, 2026

Drury Plaza Hotel St. Louis Chesterfield

355 Chesterfield Ctr Chesterfield MO

Fully refundableReserve now, pay when you stay

CA $187

CA $217 total

Jul 1 - Jul 2

includes taxes & fees

9.6/10 Exceptional! (1,191 reviews)

"Enjoyed the stay. Lots of extra. Worth the money"

Reviewed on Jun 21, 2026

Hyatt Regency St. Louis at The Arch

315 Chestnut St St. Louis MO

Fully refundableReserve now, pay when you stay

CA $225

CA $265 total

Jun 28 - Jun 29

includes taxes & fees

8.6/10 Excellent! (4,146 reviews)

"Accommodations and customer service were excellent. No issuesl during my stay."

Reviewed on Jun 23, 2026

See all 2,248 properties in Chesterfield

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.