Greendale Vacations from $374

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $486, price is now $374 per person
$374
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
9.4/10 Exceptional! (505 reviews)
Great, simple breakfast options. Clean fitness room. Terrific location steps from main campus and a short walk to town and restaurants.

Reviewed on Mar 26, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $822, price is now $437 per person
$437
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
9.2/10 Wonderful! (1,620 reviews)
The breakfaat was average, thou fresh. There was enough street parking nearby, safe.

Reviewed on Mar 30, 2026

The Cheshire

The Cheshire

4 out of 5
Save 100% on your flight
Price was $586, price is now $409 per person
$409
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
8.6/10 Excellent! (1,009 reviews)
It had unique decor which was fun. Staff was nice But the lights were broken and there was a leftover can under a chair

Reviewed on Apr 1, 2026

The Westin St. Louis

The Westin St. Louis

4.5 out of 5
Downtown St. Louis
Price was $542, price is now $421 per person
$421
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
8.6/10 Excellent! (1,007 reviews)
Wonderful first time stay at this hotel. We will be back. Only suggestion would be for the meat selection at breakfast buffets it was slightly over cooked each day.

Reviewed on Apr 2, 2026

Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
Price was $618, price is now $484 per person
$484
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
8.4/10 Very Good! (2,217 reviews)
room very clean pretty plain for a suite very spacious and comfortable

Reviewed on Apr 1, 2026

Where to stay in Greendale

Find the best Greendale areas and neighborhoods for the activities you enjoy most. Learn more about Greendale
Downtown St. Louis

Downtown St. Louis

3 out of top 10 points of interest in this area
4/5(4,044 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

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
$162 nightly
The price is $189 total per night from Apr 7 to Apr 8
$189 total
Apr 7 - Apr 8
Total with taxes and fees
9.4/10 Exceptional! (3,349 reviews)
Within walking distance of the Arch. Highly recommend!

Reviewed on Apr 2, 2026

Drury Plaza Hotel St. Louis at the Arch
Pear Tree Inn St. Louis Near Union Station

Pear Tree Inn St. Louis Near Union Station

3 out of 5
2211 Market Street St. Louis MO
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $132 total per night from Apr 13 to Apr 14
$132 total
Apr 13 - Apr 14
Total with taxes and fees
8.8/10 Excellent! (1,914 reviews)
There were lots of families in the hotel for spring break; the breakfast room was packed - couldn’t get a cup of coffee because the pot was empty.

Reviewed on Apr 2, 2026

Pear Tree Inn St. Louis Near Union Station
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
$94 nightly
The price is $110 total per night from Apr 19 to Apr 20
$110 total
Apr 19 - Apr 20
Total with taxes and fees
8.8/10 Excellent! (3,125 reviews)
Parking was not close. Room was not great with shabby curtains and walls. Bathroom was nice. Breakfast was good. Staff was nice.

Reviewed on Apr 3, 2026

Clayton Plaza Hotel & Extended Stay
See all 1,875 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

Union Station, St. Louis, MO

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 great live music or attend a baseball game.

St. Louis Union Station
Busch Stadium

Busch Stadium

Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's acclaimed theater scene or attend a baseball game.

Busch Stadium
Gateway Arch

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 Tour: Sinister Sins & Shadows

$24
per adult
St. Louis Ghost Tour: Sinister Sins & Shadows
Lemp Haunted Neighborhood Walking Tour

Lemp Haunted Neighborhood Walking Tour

$30
per adult
84% of travellers recommend
Lemp Haunted Neighborhood Walking Tour
St. Louis Premium Driving Tour with Boat Ride & Arch

St. Louis Premium Driving Tour with Boat Ride & Arch

$174
per adult
100% of travellers recommend
St. Louis Premium Driving Tour with Boat Ride & Arch
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.