Overland Holidays

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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
The price is €138 per night from 19 Jul to 20 Jul
€138
19 Jul - 20 Jul
includes taxes & fees
8.6/10 Excellent! (4,107 reviews)
"We had no air in our room called, they came and checked on it couldn't get it to stay. They had no other rooms available they did bring us fans but it was still bad. They offered no money back. They did offer us breakfast but I feel like that was already free... April Enlow"

Reviewed on 14 Jul 2026

Hyatt Regency St. Louis at The Arch
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
The price is €99 per night from 9 Aug to 10 Aug
€99
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (3,249 reviews)
"The staff was amazing and very helpful. The breakfast was top-notch. The pullout couch in our room was broken, but the staff was so helpful that I have a hard time giving less than five stars. We would stay here anytime."

Reviewed on 15 Jul 2026

Clayton Plaza Hotel & Extended Stay
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 €146 per night from 16 Jul to 17 Jul
€146
16 Jul - 17 Jul
includes taxes & fees
8.6/10 Excellent! (2,224 reviews)
"Very helpful staff and clean rooms"

Reviewed on 15 Jul 2026

Hollywood Casino & Hotel St. Louis
See all 2,043 properties in Overland
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 great live music and acclaimed theatre scene in this family-friendly area.
See properties

What to do in Overland

Best of St. Louis Small Group Tour w/ Arch & River Cruise

St. Louis Premium Small Group Tour With Arch & River Cruise

€138
per adult
84% of travellers recommend
St. Louis Premium Small Group Tour With Arch & River Cruise
St Louis Self-Guided Driving and Walking Audio Tour

St Louis Self-Guided Driving and Walking Audio Tour

€15
per traveller
St Louis Self-Guided Driving and Walking Audio Tour
St. Louis Premium Driving Tour with Boat Ride & Arch

St. Louis Premium Driving Tour with Boat Ride & Arch

€151
per adult
100% of travellers recommend
St. Louis Premium Driving Tour with Boat Ride & Arch
See all activities 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.

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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.