Greendale Vacations

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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.

Price found within the past 48 hours. Click for updated prices.
  • Aug 7 - Aug 10

    The Royal Sonesta Chase Park Plaza St. Louis + Flight

    Central West End
    3 nights
    4.5 star property
    9.0/10 - Wonderful (1,005 reviews)
    "The pool is gorgeous. The fire pits and outdoor restaurant rocks. The area by forest park and zoo and museum is amazing. Very dog and baby friendly"
    Reviewed May 18, 2026
    Roundtrip Miami (MIA) - St. Louis (STL)
    MIA - STLNonstop STL - MIANonstop
    $757
    $599
    per traveler
    found 7 hours ago
    The Royal Sonesta Chase Park Plaza St. Louis
  • Jul 8 - Jul 11

    The Wildwood Hotel + Flight

    Wildwood
    3 nights
    3.5 star property
    9.2/10 - Wonderful (1,644 reviews)
    "Nice property in the St. Louis area! Very clean and luxurious feel to it. Very safe area as it is up in the mountains and away from the city, police department is even next door. Everything is in walking distance. Our room had a very comfortable king size bed, a couch, nice chair with foot stool, desk with computer chair, fridge and small microwave. The continental breakfast even had Jimmy Dean sausage, egg and cheese biscuits. We were only there one night so we didn't get to enjoy any of the..."
    Reviewed May 17, 2026
    Roundtrip New York (EWR) - St. Louis (STL)
    EWR - STLNonstop STL - EWRNonstop
    Save 100% on your flight
    $1,175
    $672
    per traveler
    found 4 hours ago
    The Wildwood Hotel
  • Jul 1 - Jul 6

    Lodge Of Four Seasons Golf Resort, Marina & Spa + Flight

    Lake Ozark
    5 nights
    4.0 star property
    7.4/10 - Good (1,123 reviews)
    "Classic ozark property. Beautiful view. Will definitely stay there again!"
    Reviewed May 17, 2026
    Roundtrip New York (EWR) - St. Louis (STL)
    EWR - STLNonstop STL - EWRNonstop
    $819
    $646
    per traveler
    found 18 hours ago
    Lodge Of Four Seasons Golf Resort, Marina & Spa
  • Jul 1 - Jul 6

    WorldMark Lake of the Ozarks + Flight

    Osage Beach
    5 nights
    3.0 star property
    9.4/10 - Exceptional (422 reviews)
    "All was as expected, which was well. I could have used a knife sharpener though. Once again neighboring smokers ruining my fresh air on the patio."
    Reviewed May 11, 2026
    Roundtrip New York (EWR) - St. Louis (STL)
    EWR - STLNonstop STL - EWRNonstop
    $1,082
    $858
    per traveler
    found 18 hours ago
    WorldMark Lake of the Ozarks
  • Jul 17 - Jul 20

    Spacious 3-Bedroom with King Bed + Flight

    Central West End
    3 nights
    4.0 star property
    8.8/10 - Excellent (11 reviews)
    "Clean room nice area "
    Reviewed February 1, 2026
    Roundtrip Miami (MIA) - St. Louis (STL)
    MIA - STLNonstop STL - MIANonstop
    $1,170
    $933
    per traveler
    found 7 hours ago
    Spacious 3-Bedroom with King Bed

Where to stay in Greendale

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

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
$127 nightly
The price is $149 total per night from May 25 to May 26
$149 total
May 25 - May 26
Total with taxes and fees
8.6/10 Excellent! (4,052 reviews)
"We used the valet service - VERY smooth process / We don't travel to larger cities too often, the staff at this property were wonderful, answered all of our questions, and made this experience great. Walking distance to the Arch too. So convenient."

Reviewed on May 19, 2026

Hyatt Regency St. Louis at The Arch
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
$114 nightly
The price is $133 total per night from Jun 4 to Jun 5
$133 total
Jun 4 - Jun 5
Total with taxes and fees
Hollywood Casino & Hotel St. Louis
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

3 out of 5
1088 South Highway Drive Fenton MO
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $103 total per night from May 25 to May 26
$103 total
May 25 - May 26
Total with taxes and fees
8/10 Very Good! (1,290 reviews)
"Property very clean. Hotel staff pleasant and attentive. Nice, hot breakfast."

Reviewed on May 19, 2026

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
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.

Discover the most popular places to visit in Greendale

Things to do

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