Overland Holidays

Book a Hotel + Flight or Car together to unlock savings

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 3.125.178 ₫ per night from 22 Aug to 23 Aug
3.125.178 ₫
3.685.492 ₫ total
22 Aug - 23 Aug
includes taxes & fees
8.4/10 Very Good! (3,935 reviews)
"Great view and location"

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 2.901.688 ₫ per night from 19 Aug to 20 Aug
2.901.688 ₫
3.767.021 ₫ total
19 Aug - 20 Aug
includes taxes & fees
8.4/10 Very Good! (2,057 reviews)
"N/A"

Reviewed on 13 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 3.153.577 ₫ per night from 2 Sept to 3 Sept
3.153.577 ₫
3.687.446 ₫ total
2 Sept - 3 Sept
includes taxes & fees
9.4/10 Exceptional! (2,933 reviews)
wonderful stay
"Food and some drinks were excellent and included in price of room/amazing for nowdays. Room was comfortable and clean. Staff was friendly and very attentive."

Reviewed on 14 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.

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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.