Overland Vacations

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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 ￥14,910 per night from Aug 22 to Aug 23
￥14,910
￥17,584 total
Aug 22 - Aug 23
includes taxes & fees
8.4/10 Very Good! (3,897 reviews)
"Great Hotel, Great Staff!"

Reviewed on Aug 1, 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 ￥16,286 per night from Aug 4 to Aug 5
￥16,286
￥21,143 total
Aug 4 - Aug 5
includes taxes & fees
8.2/10 Very Good! (2,025 reviews)
"It was very nice"

Reviewed on Aug 2, 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 ￥17,687 per night from Sep 2 to Sep 3
￥17,687
￥20,680 total
Sep 2 - Sep 3
includes taxes & fees
9.4/10 Exceptional! (2,890 reviews)
Will stay again
"Hotel was very clean, amazing service at front desk. Enjoyed the happy hour service!"

Reviewed on Jul 31, 2025

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

Busch Stadium

Busch Stadium

4.5/5(1,469 reviews)

Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's great live music or attend a baseball game.

Busch Stadium
St. Louis Union Station

St. Louis Union Station

4/5(615 reviews)

You can learn about the local history of St. Louis when you make a stop at a well-known site like St. Louis Union Station. Experience the area's acclaimed art scene or attend a baseball game.

St. Louis Union Station
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

What to do in Overland

St Louis: City Museum General Admission Ticket

St Louis: City Museum General Admission Ticket

￥3,291
per adult
96% of travellers recommend
St Louis: City Museum General Admission Ticket
St. Louis Arch Walking Tour and Entrance Ticket

St. Louis Arch Walking Tour and Entrance Ticket

￥7,328
per adult
St. Louis Arch Walking Tour and Entrance Ticket
St. Louis: Gateway Ghouls and Hauntings Walking Tour

St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour

￥3,545
per adult
St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour
See all activities in Overland

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.