Overland Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Top hotels in Overland

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 S$171 per night from 26 Nov to 27 Nov
S$171
includes taxes & fees
26 Nov - 27 Nov
8.2/10 Very Good! (1,696 reviews)
"Wishing they had a restaurant that is open after 10:00 pm and better options for breakfast also. Event was close by, perfect location for this. Friendly place to stay"

Reviewed on 25 Nov,2024

Hollywood Casino & Hotel St. Louis
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 S$126 per night from 27 Nov to 28 Nov
S$126
includes taxes & fees
27 Nov - 28 Nov
8.4/10 Very Good! (3,489 reviews)
"The perfect location to watch the sunrise on the Mississippi River and the Arch. The location is easy to get to and the views from the property are great. The staff were helpful and friendly. The restaurants were good and delicious. The access the national park is the best. Clean rooms. All the amenities ..."

Reviewed on 24 Nov,2024

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 S$164 per night from 8 Dec to 9 Dec
S$164
includes taxes & fees
8 Dec - 9 Dec
8.8/10 Excellent! (2,908 reviews)
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Reviewed on 23 Nov,2024

Clayton Plaza Hotel & Extended Stay
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 holiday package cost?
Get your credit card ready, because a getaway to Overland starts from an affordable . When you combine your flights, hotels and more into a package, you’ll pick up the best prices.
How do I get a cheap travel package to Overland?
Lock in flights that fit your busy schedule, add a hotel to your booking and watch the savings pile up with an Overland holiday package. It’s that simple! From flights and hotels to tours and rental cars, Expedia is your gateway to cheap travel. And with over 550 partner airlines and 1,000,000 properties throughout the world to select from, you won’t be short of choice.
Where should I stay in Overland?
Overland is home to a number of fascinating places to explore, like St. Louis Car Museum. Spend your evenings in a hotel close by and make sightseeing a breeze.
What are the top hotels in Overland?
One of the top places to stay in Overland is Cheerful Residential House With All Yours Needs, in the neighbourhood of Breckenridge Hills. Wander the city by day and then rest your head in this comfortable hotel once the sun has set.
How far in advance should I book my Overland holiday?
To land discount prices, book nice and early. Airlines generally begin selling tickets, along with some of the lowest fares, around a year in advance. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you were hoping for a last-minute getaway to Overland, there are always lots of great bargains to be had on Expedia. Book something in today!
What does an Expedia Overland travel package include?
It’s up to you! You can choose from a range of Overland bundles, such as a flight, hotel and rental car. You can also book a hotel with a flight, or a flight and a rental car. Once you’ve made your booking, you can add on the fun stuff like experiences and activities. Whatever your dream Overland trip looks like, you’re sure to save!
What should I know before booking an Overland travel package?
Bundling your bookings into an Overland holiday package is the most convenient way to organise your trip. Not only that, you’ll get great discounts just for combining your flights, hotels and car rentals. Once you’ve booked, why not add on a tour or an activity?
Can I choose my airline with an Overland Expedia holiday package?
Expedia offers access to more than 550 partner airlines worldwide, so you certainly can. Simply choose your favourite carrier and craft the perfect Overland trip.
If I'm not able to travel, can I cancel my Overland holiday package?
Your situation can change unexpectedly, so yes, you can. You may be able to cancel or alter your Overland holiday package at no cost within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel and rebook, but your hotel, car rental company or airline may charge a fee. Looking for more information? Have a look at our Customer Service Portal. We’ll help make sure your getaway goes off without a hitch.

What to do in Overland

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.