Overland Vacation Packages
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- Plan, book, travel with confidence
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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!
Top Overland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Knight Center at Washington University
CA $1,101
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
9.4/10 Exceptional! (690 reviews)
All great except the very noisy toilet. When you flesh, you probably can wake up whole saint louis
Reviewed on Oct 7, 2026
Moonrise Hotel
Delmar Loop
CA $1,100
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
9/10 Wonderful! (2,029 reviews)
I was really looking forward to stayng at this property however, my room had quite a few broken items and was simply not very clean. The bed had one side that was sunken and very uncomfortable. When I got into my room after just having driven 10 hours the TV did not work for the 1st 24 hours. I just wanted to relax and watch the news, not to mention I couled not watch college football the following day. The hotel's in room phones were not working the entire time so I would have to call the front desk with my personal phone of which was not a problem but when calling I would not get the front desk and instead was re-routed to several other departments and then I was told they were busy and to call back. I was never able to reach them and had to go down to the front desk few times; each time I would go down there was no other customers in line and were not busy at all even though this is what I was told by the multiple people I was re-routed to. The room itself was not at all what I expected or described on Expedia as well as their own website. The room was not very clean and I ended up using my lysol sheets to wipe everything down.
Reviewed on Oct 7, 2026
Hermann Grain Bins BNB
CA $2,267
per person
Nov 19 - Nov 24
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
6/10 (2 reviews)
It was so comfortable and uniquely and beautifully decorated! There was so many awesome areas to explore inside and outside of the Grain Bins. Food provided for breakfast was fresh and hot. There was perfectly cooked bacon, scrambled eggs and really moist corn muffins with homemade mango preservers! We were welcomed with fresh, homemade plum bread. Instructions for everything available to utilize and operate were easy to understand. I can’t wait to go back and I will tell all my friends and family about this unique and relaxing place.
Reviewed on May 22, 2026
Ready to book your vacation to Overland?
Overland Hotel Deals
Clayton Plaza Hotel & Extended Stay
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
CA $130
CA $152 total
Oct 25 - Oct 26
includes taxes & fees
Pear Tree Inn St. Louis Airport
10810 Pear Tree Ln St. Ann MO
Fully refundableReserve now, pay when you stay
CA $128
CA $152 total
Oct 13 - Oct 14
includes taxes & fees
9.2/10 Wonderful! (3,276 reviews)
"This hotel is exceptionally clean and the staff is amazing. Such a great value. It’s like"
Reviewed on Oct 8, 2026
Hyatt Regency St. Louis at The Arch
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
CA $191
CA $225 total
Oct 30 - Oct 31
includes taxes & fees
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.
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
St. Louis Ghost Tour: Sinister Sins & Shadows
CA $34
per adult
100% of travellers recommend
StL's Signature "Sights and Bites" - Private Tour in St. Louis
CA $245
per adult
Lemp Haunted Neighborhood Walking Tour
CA $35
per adult
84% of travellers recommend
Frequently asked questions
How much does an Overland vacation package cost?
Offering excellent value package deals from CA $938 on Expedia, you'll be pleasantly surprised at how much a vacation to Overland costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Overland?
January, April and December are the best times to search for cheap Overland vacation packages. Opting to travel in quieter periods means you can typically find lower prices on flights and hotels.
How many days is enough for Overland?
Allow at least 2 days for your Overland vacation to enjoy everything that makes this place unique. Stroll around key neighbourhoods, including Downtown Clayton and Richmond Heights. Then check out major sights like St. Louis Art Museum and The Loop. With a well-organized itinerary, you'll be kept busy with room for some me-time too. Want to travel outside of Overland? Consider an excursion or two.
How to find the best Overland package deals?
Landing a cheap Overland package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most wallet-friendly Overland package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an Overland vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels separately. Better still, you can customize your Overland escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Overland?
Secure incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Overland adventure.
How to plan a trip to Overland?
- Choose your travel dates: The things you plan to do in Overland and your favourite season will help you decide when to travel.
- Work out your budget: Ensure you have enough money to cover everything from meals and transportation to experiences and flights. Your hotel will likely be the biggest expense during your trip to Overland.
- Set the duration of your trip: Start by making a list of all the attractions and activities you'd like to experience in Overland. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find an Overland vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
