Overland Vacations from $436

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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.
Crowne Plaza St. Louis Airport by IHG
The Wildwood Hotel
Angad Arts Hotel St. Louis, Tapestry Collection by Hilton
Spacious 3-Bedroom with King Bed
The Cheshire
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What to do in Overland

Overland Hotel Deals

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
$106 nightly
The price is $124 total per night from Apr 5 to Apr 6
$124 total
Apr 5 - Apr 6
Total with taxes and fees
8.8/10 Excellent! (1,862 reviews)
Everyone and everything was amazing!! Definitely would recommend and stay again.

Reviewed on Mar 11, 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
$100 nightly
The price is $116 total per night from Apr 12 to Apr 13
$116 total
Apr 12 - Apr 13
Total with taxes and fees
8.8/10 Excellent! (3,103 reviews)
This is an older property, but very clean, comfortable, spacious and convenient to downtown Clayton. Parking was convenient and free on the weekend. Breakfast was better than average, with chef-made omelets and waffles.

Reviewed on Mar 11, 2026

Clayton Plaza Hotel & Extended Stay
21C Museum Hotel St Louis

21C Museum Hotel St Louis

4.5 out of 5
1528 Locust street St. Louis MO
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $153 total per night from Apr 5 to Apr 6
$153 total
Apr 5 - Apr 6
Total with taxes and fees
9/10 Wonderful! (1,648 reviews)
Such a cool hotel I love the museum on the second floor so interesting and all the penguins food is great restaurants great everything just what a great stay very unique but very quiet very cozy love everything about it. Can’t wait to stay at the other ones.

Reviewed on Mar 11, 2026

21C Museum Hotel St Louis
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 $436 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.