Lakeside Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Lakeside Vacation
With everything organized before you take off, our Lakeside vacation packages mean you can focus more on enjoying your getaway. Whether you're staying in the neighborhood of Timberlake Village, which is good for views, or another part of town, this fun city offers a world of discoveries. If a sightseeing tour is on the agenda during your trip to Lakeside, swing by popular attractions like Bagnell Dam, Lake of the Ozarks and Bagnell Dam Viewpoint and Osage National Golf Club. Expedia is here to help you escape your routine. Tailor your vacation to Lakeside to suit your style of travel, whatever that may look like.
Top Lakeside Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, St. Charles Historic District
St. Charles Historic District
CA $1,202
per person
Dec 1 - Dec 3
found 10 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to St. Louis (STL)
9.4/10 Exceptional! (1,098 reviews)
Very convenient to downtown St Charles. As per previous visits this hotel is excellent for the price range of the rooms.
Reviewed on Oct 17, 2026
Ready to book your vacation to Lakeside?
Lakeside Hotel Deals
Lodge Of Four Seasons Golf Resort, Marina & Spa
315 Four Seasons Dr. Lake Ozark MO
Fully refundableReserve now, pay when you stay
CA $126
CA $170 total
Nov 12 - Nov 13
includes taxes & fees
Margaritaville Lake Resort Lake of the Ozarks
494 Tan Tar A Drive Osage Beach MO
Fully refundableReserve now, pay when you stay
CA $204
CA $248 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Very friendly staff, beautiful location and so many fun things to do!"
Reviewed on Oct 17, 2026
Inn at Grand Glaize
5142 Osage Beach Pkwy Osage Beach MO
Fully refundableReserve now, pay when you stay
CA $89
CA $106 total
Oct 19 - Oct 20
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 Lakeside attractions
Bagnell Dam
8.6/10 (519 reviews)
You can find out about the history of Lakeside with a trip to Bagnell Dam. Amble around this family-friendly area's lakeside and enjoy its lively bars.
Lake of the Ozarks and Bagnell Dam Viewpoint
9.0/10 (168 reviews)
Learn about the local history of Lakeside when you spend time at Lake of the Ozarks and Bagnell Dam Viewpoint. While you're in the area, wander around the natural setting.
Scenic Overlook Park
6.0/10 (1 review)
Explore the great outdoors at Scenic Overlook Park, a lovely green space in Lakeside. While you're in the area, stroll along the lakeside.
Frequently asked questions
How much does a Lakeside vacation package cost?
Offering excellent value package deals from CA $1,130 on Expedia, you'll be pleasantly surprised at how much a vacation to Lakeside costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Lakeside?
You can generally find lower prices and better availability in January, February and November. Take a look at our cheap Lakeside vacation packages and you could land some great off-season discounts.
How many days is enough for Lakeside?
Usually, a few days is great for a Lakeside vacation. With a carefully crafted itinerary, you can visit all the leading sights such as Osage National Golf Club, as well as discover some hidden treasures along the way.
How to find the best Lakeside package deals?
Landing a cheap Lakeside package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Lakeside package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Lakeside vacation as a package?
You can enjoy significant savings on your next Lakeside getaway by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Lakeside?
Score incredible discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Lakeside break.
How to plan a trip to Lakeside?
- Pick your dates: The things you want to do in Lakeside and your favourite season can help you decide when to travel.
- Set your budget: Factor in costs such as flights, meals and transportation when working out how much to put aside for your trip to Lakeside. Then, pick a hotel that matches your budget, whether that's an affordable stay or a swankier retreat.
- Decide how long to go away for: Now that you're more familiar with Lakeside, you can work out the perfect length of your break. Create a rough itinerary and allocate enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized Lakeside vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
