Overland Vacations from $127
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Your Overland Vacation
When a fun city getaway is calling, answer it with a Overland vacation package. The neighborhood of Soulard, which is great for distilleries and craft breweries, bars and pubs and markets, makes an excellent base for your adventures. Fill your itinerary with tours of St. Louis Zoo, St. Louis Art Museum and Washington University in St. Louis, some of the top attractions you really should see during your trip to Overland. Stop dreaming and start doing. Browse the range of options on Expedia today and finally put your Overland vacation plans into action!
The Latest Overland vacation packages
Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel
$174
per person
Nov 4 - Nov 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,657 reviews)
Very nice hotel. Only concern is the single elevator, since the front desk is on a different level than the bulk of the rooms. Makes for congestion in the morning when housecleaning staff are using it.
Reviewed on Sep 23, 2026
Moonrise Hotel
Delmar Loop
$220
per person
Nov 4 - Nov 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9/10 Wonderful! (2,016 reviews)
I have stayed many times at the moonrise and have never had a bad experience. Easy free parking, walkable to concert venues, food, outdoor activities. Safe part of town and the rooftop bar is always fun to hang out in
Reviewed on Sep 23, 2026
Stay near popular Overland attractions
St. Louis Car Museum
9.2/10 (5 reviews)
You can spend time exploring the galleries in St. Louis Car Museum during your travels in Overland. Experience the acclaimed theater scene and great live music in this family-friendly area.
What to do in Overland
StL's Signature "Sights and Bites" - Private Tour in St. Louis
$175
per adult
St. Louis Ghost Tour: Sinister Sins & Shadows
$24
per adult
100% of travellers recommend
Self Guided Walk & Drive Audio Tour St. Louis & Gateway Arch NP
$15
per traveler
Overland Hotel Deals
Clayton Plaza Hotel & Extended Stay
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
$94 nightly
$110 total
Oct 11 - Oct 12
Total with taxes and fees
8.8/10 Excellent! (3,416 reviews)
"There was no shampoo or conditioner and only 1 towel for 3 people. When I called to ask for some (from my room dripping wet because I was in the shower when I realized the shampoo and conditioner was empty, the lady working kept hanging up on me. The room was filthy and smelled. There was trash in ..."
Reviewed on Sep 23, 2026
Hyatt Regency St. Louis at The Arch
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
$134 nightly
$158 total
Oct 2 - Oct 3
Total with taxes and fees
Pear Tree Inn St. Louis Airport
10810 Pear Tree Ln St. Ann MO
Fully refundableReserve now, pay when you stay
$90 nightly
$106 total
Sep 28 - Sep 29
Total with taxes and fees
9.2/10 Wonderful! (3,250 reviews)
"Our room was clean and wonderful. The front desk staff were friendly & helpful. The hot breakfast was great and very much appreciated. Parking was excellent."
Reviewed on Sep 23, 2026
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.
Find the Best Overland Vacation Packages
Overland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Lambert-St. Louis Intl. Airport (STL) |
Population | 16,000 |
Max Temp Winter | 40ºF |
Max Temp Summer | 85ºF |
Top Sights | St. Louis Zoo, Fox Theater and Magic House - St. Louis Childrens Museum |
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Frequently asked questions
How much does an Overland vacation package cost?
Offering great value package deals from $127 on Expedia, you'll be pleasantly surprised at how much a vacation to Overland costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Overland?
January, October and December are the best times to look for cheap Overland vacation packages. Opting to travel in quieter months means you can typically find lower prices on flights and accommodations.
How many days is enough for Overland?
Typically, a handful of days is enough to see the main sights during your Overland vacation. However, if you want to have more time to unwind or go on day tours, think about extending your trip.
How to find the best Overland package deals?
Use Expedia's handy filters to help you find some fabulous Overland package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Overland package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book an Overland vacation as a package?
You can enjoy significant savings on your Overland escape by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Overland?
If you're considering a spur-of-the-moment Overland adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Overland vacation packages?
If you're like us, you love going away but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Overland vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
