Overland Holidays

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Overland

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
The price is €120 per night from 22 Aug to 23 Aug
€120
22 Aug - 23 Aug
includes taxes & fees
8.4/10 Very Good! (3,938 reviews)
"Excellent"

Reviewed on 12 Aug 2025

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
The price is €123 per night from 27 Aug to 28 Aug
€123
27 Aug - 28 Aug
includes taxes & fees
8.4/10 Very Good! (2,053 reviews)
"It was nice and relaxing"

Reviewed on 10 Aug 2025

Hollywood Casino & Hotel St. Louis
Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch

3 out of 5
2 South 4th Street, St. Louis, MO
Fully refundableReserve now, pay when you stay
The price is €120 per night from 2 Sept to 3 Sept
€120
2 Sept - 3 Sept
includes taxes & fees
9.4/10 Exceptional! (2,932 reviews)
"The staff was wonderful! They were very attentive even though they were extremely busy. The manager went above and beyond his duty to get us in our room since we had our dog with us."

Reviewed on 11 Aug 2025

Drury Plaza Hotel St. Louis at the Arch
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.

Popular places to visit

What to do in Overland

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?

  1. 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.
  2. 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.
  3. 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.
  4. Bundle your accommodation and airfare: After you've settled on your dates and duration, book the right Overland holiday package for you.

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