Overland Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NT$5,067 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

Find the Best Overland Vacation Packages

Overland Hotel Deals

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 NT$3,031 per night from Aug 22 to Aug 23
NT$3,031
NT$3,574 total
Aug 22 - Aug 23
includes taxes & fees
8.4/10 Very Good! (3,911 reviews)
"Proximity to the Arch is amazing."

Reviewed on 2025/8/6

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 NT$3,306 per night from Aug 10 to Aug 11
NT$3,306
NT$4,292 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (2,040 reviews)
"Alright, so the only reason we stayed at this place — and I mean the only — was the location. Right near the concert venue. Walkable. No Uber. No nonsense. Just feet on pavement, baby. So yeah, that part? Solid. No complaints. Now the room itself? Look, it wasn’t disgusting. It just... felt like ..."

Reviewed on 2025/8/3

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 NT$3,595 per night from Sep 2 to Sep 3
NT$3,595
NT$4,204 total
Sep 2 - Sep 3
includes taxes & fees
9.4/10 Exceptional! (2,920 reviews)
"Great place to stay!"

Reviewed on 2025/8/5

Drury Plaza Hotel St. Louis at the Arch
See all 1,844 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.

Discover the most popular places to visit in Overland

Gateway Arch showing a city, a skyscraper and skyline

Gateway Arch

4.5/5(2,511 reviews)

Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark.

Gateway Arch
St. Louis Zoo

St. Louis Zoo

4.5/5(1,212 reviews)

In the middle of St. Louis, meet the exotic and endangered animals that live in meticulously recreated ecosystems from all over the world.

St. Louis Zoo
City Museum featuring a city as well as children

City Museum

4.5/5(974 reviews)

This quirky children’s museum invites visitors to crawl through whales, climb into tree houses and whiz down three-story slides.

City Museum

Frequently asked questions

How much does an Overland vacation package cost?
Offering great value package deals 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?
You can typically find reduced prices and better availability in January, April and December. Explore our cheap Overland vacation 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 vacation 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 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.
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 vacation 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 accommodations and airfare: After you've settled on your dates and duration, book the right Overland vacation package for you.

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