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 AED 386 per night from Apr 18 to Apr 19
AED 386
AED 455 total
includes taxes & fees
18 Apr - 19 Apr
8.4/10 Very Good! (3,608 reviews)
"We were not prepared for offsite parking. The cost for valet was very high. We opted to park our car two blocks away in a garage and that still cost $25 for the night. We were traveling through with our infant daughter. Though a nice hotel, I'd say it isn't exceptionally family friendly as it was ..."

Reviewed on 8 April 2025

Hyatt Regency St. Louis at The Arch
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 AED 441 per night from Apr 16 to Apr 17
AED 441
AED 515 total
includes taxes & fees
16 Apr - 17 Apr
9.4/10 Exceptional! (2,458 reviews)
"Great breakfast and dinner options plus free drinks"

Reviewed on 6 April 2025

Drury Plaza Hotel 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 AED 349 per night from Apr 13 to Apr 14
AED 349
AED 407 total
includes taxes & fees
13 Apr - 14 Apr
8.8/10 Excellent! (2,978 reviews)
Such a comfy stay
"The staff were very friendly and accommodating and made checking in a breeze! The room was very clean and neat with soft, comfy beds. The shower and was roomy and the bathroom was spotless. The only negative was the toilet clogged the morning we checked out. The free breakfast buffet was heartland ..."

Reviewed on 8 April 2025

Clayton Plaza Hotel & Extended Stay
See all 1,880 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.

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 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.

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 acclaimed theater scene 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 great live music 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)

Find out about the history of Gateway Arch, one of the top monuments in St. Louis. Experience the area's fascinating museums or attend a baseball game.

Gateway Arch