Overland Vacations from $437
Book a Hotel + Flight or Car together to unlock savings
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.
Hampton Inn & Suites Clayton/St. Louis-Galleria Area
Clayton
$719
per person
Oct 28 - Nov 1
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
8.8/10 Excellent! (1,005 reviews)
Very convenient to Wash U. Clean rooms. Helpful staff. Easy parking.
Reviewed on Sep 27, 2026
Country Inn & Suites by Radisson, St. Charles Historic District
St. Charles Historic District
$476
per person
Oct 29 - Nov 1
found 1 hour ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
9.4/10 Exceptional! (1,095 reviews)
Staff was welcoming and very helpful with a situation that occurred with our booking!
Reviewed on Sep 25, 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
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
Lemp Haunted Neighborhood Walking Tour
$25
per adult
84% of travellers recommend
Overland Hotel Deals
Clayton Plaza Hotel & Extended Stay
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
$92 nightly
$108 total
Oct 11 - Oct 12
Total with taxes and fees
8.8/10 Excellent! (3,449 reviews)
"The property was very clean, rooms very modern, electronic shower!!! The breakfast was very good, anything you could want including omelets made to order and waffles. Navigating the parking garage was a little challenging, but at least the parking was covered. Due to a change in plans, we only stayed ..."
Reviewed on Sep 28, 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
Oct 4 - Oct 5
Total with taxes and fees
9.2/10 Wonderful! (3,271 reviews)
"The room was very nice especially for the price. Airport shuttle was helpful."
Reviewed on Sep 28, 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 $437 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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- St. Louis Cathedral
- Ferguson Vacations
- St. Louis City Hall
- St. Louis Car Museum
- Fox Theater
- Westport Plaza
- Creve Coeur Vacations
- Cathedral Basilica of St. Louis
- Missouri Botanical Gardens and Arboretum
- St. Mary of Victories Catholic Church
- St. Louis Walk of Fame
- Hollywood Casino Amphitheatre
- Eugene Field House & St. Louis Toy Museum
- City Museum
- Downtown St. Louis Vacations
- Gateway Arch National Park
- Christ Church Cathedral
- Saint Louis Galleria Mall
- St. Louis Zoo
- Wainwright Building
- Citygarden
- Washington University in St. Louis
- Old Post Office
- The Muny Theater
- Citygarden Sculpture Park
- St. Alphonsus Liguori Catholic Church
- Visit St. Louis
- St. Louis Art Museum
- Chaifetz Arena
- Magic House - St. Louis Children's Museum
- Grant's Farm
- St. Louis Vacations
- Missouri History Museum
- Clayton Vacations
- St. Louis Science Center
- Forest Park
- Samuel Cupples House
- Eads Bridge
- Busch Stadium
- Gateway Arch
- Meeting of the Waters Fountain
- James S. McDonnell Prologue Room
- Museum at the Gateway Arch
- Sky Zone Indoor Trampoline Park - St. Louis
- Bruno David Gallery
- Jewel Box
- Payne-Gentry Historical House
- The MOTO Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.