Greendale Vacations from $512

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Your Greendale Vacation

The hassle-free way to experience this unique city is with a customized Greendale vacation package. Stay in the neighborhood of Downtown St. Louis, which is good for festivals, bars and pubs and dining or go someplace else — our package deals are all about you. Fill your spare time with visits to St. Louis Zoo, St. Louis Art Museum and Cathedral Basilica of St. Louis, some of the top attractions you should see during a trip to Greendale. Whoever you're taking a break with and whether your budget is big or small, your dream Greendale vacation is just a few clicks away with Expedia.

The Latest Greendale 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 $732, price is now $512 per person
$512
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to St. Louis (STL)
8.2/10 Very Good! (763 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
Save 100% on your flight
Price was $995, price is now $533 per person
$533
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to St. Louis (STL)
9.2/10 Wonderful! (1,562 reviews)
I felt very safe in this area; it was well maintained and lots to do within walking distance and close to the hotel. Parking and check-in were a little confusing as there was a car parked right at the front doors and driveway was intentionally blocked. After driving around the block a couple of times, I figured out that parking is actually on the street. I later figured out the parking lot down the road a bit, which was also little confusing because you couldn't tell if the parking was for the surrounding shopping areas or for the hotel. There weren't any visible signs to clarify.

Reviewed on Sep 3, 2025

The Cheshire

The Cheshire

4 out of 5
Price was $818, price is now $577 per person
$577
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to St. Louis (STL)
8.6/10 Excellent! (1,006 reviews)
Old property but has some real charm. The breakfast is outstanding and good location near park.

Reviewed on Sep 3, 2025

The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $734, price is now $521 per person
$521
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to St. Louis (STL)
9.4/10 Exceptional! (382 reviews)
Clean, comfortable room

Reviewed on Sep 2, 2025

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $989, price is now $712 per person
$712
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to St. Louis (STL)
8.4/10 Very Good! (1,004 reviews)
The stay was beautiful

Reviewed on Sep 2, 2025

Where to stay in Greendale

Find the best Greendale areas and neighborhoods for the activities you enjoy most. Learn more about Greendale
Meeting of the Waters Fountain showing a statue or sculpture and a fountain

Downtown St. Louis

3 out of top 10 points of interest in this area
4/5(4,004 area reviews)

Head to the heart of the largest city in Missouri for its cultural hotspots, nightlife and a colossal monument that towers over the Mississippi River.

Find hotels in Downtown St. Louis

Greendale 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
$125 nightly
The price is $147 total per night from Oct 2 to Oct 3
$147 total
Oct 2 - Oct 3
Total with taxes and fees
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
$120 nightly
The price is $140 total per night from Sep 28 to Sep 29
$140 total
Sep 28 - Sep 29
Total with taxes and fees
Drury Plaza Hotel 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
$105 nightly
The price is $122 total per night from Sep 28 to Sep 29
$122 total
Sep 28 - Sep 29
Total with taxes and fees
Clayton Plaza Hotel & Extended Stay
See all 1,749 properties in Greendale
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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Greendale

Busch Stadium

Busch Stadium

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

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

Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark.

Gateway Arch

Things to do

St. Louis: Gateway Ghouls and Hauntings Walking Tour

St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour

$24
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
Step into the shadows and discover the haunting tales of our city's past.

St. Louis Ghosts: Gateway Ghouls and Hauntings

$26
per adult
100% of travellers recommend
St. Louis Ghosts: Gateway Ghouls and Hauntings
See all activities in St. Louis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.