Overland Holidays
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Overland Holiday
Our pick of the best Overland Hotel Deals
Clayton Plaza Hotel & Extended Stay
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
NZ$189
11 Oct - 12 Oct
includes taxes & fees
8.8/10 Excellent! (3,414 reviews)
"Great breakfast"
Reviewed on 20 Sept 2026
Hyatt Regency St. Louis at The Arch
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
NZ$313
1 Oct - 2 Oct
includes taxes & fees
8.6/10 Excellent! (4,298 reviews)
"Check in was quick at 3pm and hotel in general was super clean!"
Reviewed on 20 Sept 2026
Pear Tree Inn St. Louis Airport
10810 Pear Tree Ln St. Ann MO
Fully refundableReserve now, pay when you stay
NZ$185
27 Sept - 28 Sept
includes taxes & fees
9.2/10 Wonderful! (3,250 reviews)
"Excellent in all aspects"
Reviewed on 19 Sept 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.
Stay near popular Overland attractions
St. Louis Car Museum
9.2/10 (5 reviews)
You can spend time studying the exhibits at St. Louis Car Museum during your travels in Overland. Experience the acclaimed theatre scene and great live music in this family-friendly area.
What to do in Overland
Lemp Haunted Neighborhood Walking Tour
NZ$42
per adult
84% of travellers recommend
St. Louis Ghost Tour: Sinister Sins & Shadows
NZ$40
per adult
100% of travellers recommend
Downtown St. Louis Smartphone Guided Audio Walking Tour App
NZ$13
per adult
100% of travellers recommend
Frequently asked questions
How much does an Overland holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Overland costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Overland?
You can typically find reduced prices and better availability in January, April and December. Explore our cheap Overland holiday packages and you could land some great off-season deals.
How many days is enough for Overland?
With a well-planned schedule, you can easily tick off the most popular Overland sights in a handful of days. But if you want to discover hidden gems or go on day trips, consider booking your Overland holiday for longer.
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 holiday package well in advance.
Is it cheaper to book an Overland holiday as a package?
You can enjoy significant savings on your Overland escape by booking a personalised holiday 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 holiday 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.
How to plan a trip to Overland?
- Choose when to travel: Check your schedule and get packing. Your preferred time of year and the available activities will also help you decide when to holiday in Overland.
- Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and activities. Your hotel will likely be the biggest expense during your trip to Overland.
- Decide your trip length: Consider how long you want to spend exploring Overland. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your accommodation and airfare: After you've settled on your dates and duration, book the right Overland holiday package for you.
Explore a world of travel with Expedia
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- Flights to Overland
- St. Mary of Victories Catholic Church
- St. Louis Zoo
- The MOTO Museum
- Blanche M. Touhill Performing Arts Center
- Gateway Arch
- Hidden Valley Ski Resort
- Jewel Box
- Grant's Farm
- Ulysses S. Grant National Historic Site
- Forest Park
- Gateway Arch National Park
- Bridgeton Holidays
- St. Louis Holidays
- City Museum
- Laumeier Sculpture Park
- Sister Marie Charles Park
- Suson Park
- Defiance Holidays
- Green Park Holidays
- Fast Lane Classic Cars
- Missouri Botanical Gardens and Arboretum
- Kokomo Joe's Family Fun Center
- Concord Holidays
- Horseshoe St. Louis Casino
- Sophia M. Sachs Butterfly House
- St. Louis Car Museum
- Citygarden
- Magic House - St. Louis Children's Museum
- American Kennel Club Museum of the Dog
- Historic Aircraft Restoration Museum
- Visit Edmundson
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
