Overland Vacations from $276
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Your Overland Vacation
When a fun city getaway is calling, answer it with a Overland vacation package. The neighborhood of Soulard, which is great for distilleries and craft breweries, bars and pubs and markets, makes an excellent base for your adventures. Fill your itinerary with tours of St. Louis Zoo, St. Louis Art Museum and Washington University in St. Louis, some of the top attractions you really should see during your trip to Overland. Stop dreaming and start doing. Browse the range of options on Expedia today and finally put your Overland vacation plans into action!
The Latest Overland vacation packages
Price found within the past 48 hours. Click for updated prices.
Marriott St. Louis Airport
Edmundson
$276
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8/10 Very Good! (1,001 reviews)
There was a huge conference in town so rooms were a premium. We had scheduled our plans a bit late so we didn’t get the exact rooms we booked. But the staff did a great job in getting us as close as possible and made nice concessions for the inconveinence.
Reviewed on Oct 4, 2026
The Wildwood Hotel
$503
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to St. Louis (STL)
9.2/10 Wonderful! (1,679 reviews)
Room was clean, yet picures and description are a bit deceiving.
Overall, stay was good and would come back again.
Reviewed on Oct 4, 2026
The Royal Sonesta Chase Park Plaza St. Louis
Central West End
$317
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,009 reviews)
Excellent Hotel in a Perfect Location
I had a wonderful stay at The Royal Sonesta Chase Park Plaza St. Louis. The location is excellent, especially if you need to visit Washington University or explore the Central West End. One of the best things about the hotel is that it is right across from Forest Park, a beautiful and enormous park where you can walk for a very long time and enjoy the scenery. The surrounding streets are also beautiful, clean, and pleasant to walk around.
The hotel itself is beautiful and has a classic, elegant atmosphere. The staff were extremely friendly, welcoming, and helpful throughout my stay. I was also pleasantly surprised to receive a complimentary room upgrade with no additional charge.
My upgraded room was very clean, spacious, comfortable, and had a great view. Everything about the stay felt comfortable and well taken care of.
I would highly recommend it to anyone visiting St. Louis!
Reviewed on Oct 5, 2026
Stay near popular Overland attractions
St. Louis Car Museum
9.2/10 (5 reviews)
You can spend time exploring the galleries in St. Louis Car Museum during your travels in Overland. Experience the acclaimed theater scene and great live music in this family-friendly area.
What to do in Overland
StL's Signature "Sights and Bites" - Private Tour in St. Louis
$175
per adult
St. Louis Ghost Tour: Sinister Sins & Shadows
$24
per adult
100% of travellers recommend
Self Guided Walk & Drive Audio Tour St. Louis & Gateway Arch NP
$15
per traveler
Overland Hotel Deals
Clayton Plaza Hotel & Extended Stay
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
$92 nightly
$107 total
Oct 25 - Oct 26
Total with taxes and fees
9/10 Wonderful! (3,466 reviews)
"We loved our stay at Clayton Plaza. It was a very nice hotel with friendly staff. We absolutely loved the high tech shower. It was very reasonably priced, too."
Reviewed on Oct 5, 2026
Pear Tree Inn St. Louis Airport
10810 Pear Tree Ln St. Ann MO
Fully refundableReserve now, pay when you stay
$90 nightly
$107 total
Oct 11 - Oct 12
Total with taxes and fees
Hyatt Regency St. Louis at The Arch
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
$134 nightly
$158 total
Oct 30 - Oct 31
Total with taxes and fees
8.6/10 Excellent! (4,342 reviews)
"There was some confusion with our booking through Hotels.com, in that there wasn’t a room for us when we got there. The staff were amazing to make sure we got into our room in time to get ready for the Cardinals game! Excellent location! Within a few minutes walking distance to Ballpark Village and ..."
Reviewed on Oct 6, 2026
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.
Find the Best Overland Vacation Packages
Overland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Lambert-St. Louis Intl. Airport (STL) |
Population | 16,000 |
Max Temp Winter | 40ºF |
Max Temp Summer | 85ºF |
Top Sights | St. Louis Zoo, Fox Theater and Magic House - St. Louis Childrens Museum |
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Frequently asked questions
What is the best time to go to Overland?
The best time to go for an Overland vacation package is from June to July, which are the peak times for visitors. These months offer the highest demand for an Overland vacation, suggesting favorable conditions for exploring the city's family-friendly attractions and outdoor activities.For travelers seeking a quieter experience, January is typically the lowest month for visitors, with November and February also seeing fewer crowds.
How can I save money on a Overland vacation package?
When you bundle, you can save up to 30%*. To save money on a Overland package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Is Overland better suited for a beach vacation or a cultural trip?
Overland is a central urban destination known for its family-friendly attractions and city amenities, offering a rich blend of history and urban exploration for an Overland vacation.Travelers can explore historic sites like the Lackland House, built around 1844, or the Wild Acres Park, a Renaissance Revival home from 1907. The city also provides access to attractions such as the St. Louis Car Museum and the expansive Forest Park, about 10 miles away, which features various cultural institutions.An Overland vacation package can be customized to explore these historical and urban highlights.
What are the top things to do in Overland?
An Overland vacation offers a variety of attractions, from local parks to major St. Louis landmarks:Browse and book things to do in Overland on Expedia.
Do you need to rent a car in Overland, or is public transport enough?
For an Overland vacation package, a rental car offers the most flexibility for exploring the city and its surrounding attractions. While some local points of interest are within a few miles, many popular sites like Forest Park (about 10 miles away) or Enterprise Center (about 19 miles away) are more easily reached by car.Travelers arriving via St. Louis Lambert International Airport (STL) can arrange for a rental car directly from the airport to begin their Overland vacation packages with flights. This provides convenient access to the area's family-friendly attractions and outdoor activities.
Are there vacation package hotels in Overland within walking distance of restaurants and shops?
Overland vacation package hotels can place you within walking distance of restaurants and shops, particularly around commercial areas.For example, Staybridge Suites St Louis - Westport by IHG (rated 8.5 out of 10) and Fairfield Inn & Suites St Louis Westport (rated 8.5 out of 10) are both about a 5-minute walk from Westport Plaza, which offers various dining and retail options. Residence Inn St Louis Westport, rated 7.7 out of 10, is also conveniently located about a 5-minute walk from Westport Plaza.Actual walking routes may differ from straight-line distances, so it's always a good idea to check the map for your selected hotel.
Can I change or cancel my Overland vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Overland vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Overland vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Overland vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Overland?
To find last-minute vacation packages to Overland, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Overland vacation packages?
Free cancellation on a Overland vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Overland vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Overland getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Overland vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
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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.
