Lakeside Vacations from $313

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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.

The Latest Lakeside vacation packages

Price found within the past 48 hours. Click for updated prices.
White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
Save 100% on your flight
Price was $479, price is now $313 per person
$313
per person
Mar 20 - Mar 23
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.6/10 Excellent! (123 reviews)
Very clean and very friendly people

Reviewed on Nov 11, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $689, price is now $434 per person
$434
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
We enjoyed our stay! Close to skiing and tubing. Lots of restaurants close. Kids loves the small swimming pool

Reviewed on Jan 7, 2026

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

4 out of 5
Skyview
Price was $1,015, price is now $719 per person
$719
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (SGF)
9.2/10 Wonderful! (2,133 reviews)
The room was spotless and very

Reviewed on Jan 6, 2026

Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
Shepherd of the Hills
Price was $791, price is now $565 per person
$565
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (SGF)
8/10 Very Good! (1,007 reviews)
Great amenities at this location! Wonderful abiance. Staff was so nice! Very nice room.

Reviewed on Jan 6, 2026

Still Waters Resort

Still Waters Resort

4 out of 5
Price was $869, price is now $631 per person
$631
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (SGF)
8.8/10 Excellent! (4,446 reviews)
We enjoyed the location and view. The convenience of having food options, drinks and coffee was nice.

Reviewed on Jan 4, 2026

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Discover the most popular places to visit in Lakeside

Bagnell Dam

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.

Bagnell Dam

Lake of the Ozarks and Bagnell Dam Viewpoint

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.

Lake of the Ozarks and Bagnell Dam Viewpoint

Willmore Lodge

Take the family on an outing to Willmore Lodge during your trip to Lake Ozark. Wander the area's lakeside or simply enjoy one of its top-notch restaurants.

Willmore Lodge

Lakeside Hotel Deals

Lodge Of Four Seasons Golf Resort, Marina & Spa

Lodge Of Four Seasons Golf Resort, Marina & Spa

4 out of 5
315 Four Seasons Dr. Lake Ozark MO
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $106 total per night from Feb 5 to Feb 6
$106 total
Feb 5 - Feb 6
Total with taxes and fees
7.4/10 Good! (1,098 reviews)
Really fun property with lots of trails. Really great staff. Love the sunken living room / conversation pit.

Reviewed on Jan 2, 2026

Lodge Of Four Seasons Golf Resort, Marina & Spa
Margaritaville Lake Resort Lake of the Ozarks

Margaritaville Lake Resort Lake of the Ozarks

3 out of 5
494 Tan Tar A Drive Osage Beach MO
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $143 total per night from Jan 11 to Jan 12
$143 total
Jan 11 - Jan 12
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Professional, kind and smiling staff. Rooms are big, views of the lake breathtaking from the room.

Reviewed on Jan 2, 2026

Margaritaville Lake Resort Lake of the Ozarks
Osage Village Inn

Osage Village Inn

2.5 out of 5
4616 Osage Beach Parkway Osage Beach MO
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $60 total per night from Jan 10 to Jan 11
$60 total
Jan 10 - Jan 11
Total with taxes and fees
6.8/10 (1,003 reviews)
It was a cold and windy off-season overnight, two couples, two rooms. What we liked best was that the beds were the cleanest we've seen in a long time. The detractions were minor. If there was a breakfast we failed to find it. In-room coffee not generous, coffeemaker not cleaned, a food wrapper in ...

Reviewed on Jan 3, 2026

Osage Village Inn
See all 3,819 properties in Lakeside
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 Lakeside Vacation Packages

Lakeside Essential Information

Language
English
Currency
U.S dollars
Top Sights
Lake of the Ozarks and Bagnell Dam Viewpoint, Osage National Golf Club and The Ridge Golf Course

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Frequently asked questions

How much does a Lakeside vacation package cost?
Offering great value package deals from $313 on Expedia, you'll be thrilled with how little a vacation to Lakeside costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Lakeside?
If you'd like to score a cheap Lakeside vacation package, consider planning a trip in November, December and January. You'll generally find better prices on flights and accommodations during these quieter months — ideal for a budget-friendly break.
How many days is enough for Lakeside?
With a well-planned schedule, you can easily hit the main Lakeside attractions in a few days. But if you prefer to explore off the beaten track or go on day tours, think about booking your Lakeside vacation for longer.
How to find the best Lakeside package deals?
Finding a cheap Lakeside package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most economical Lakeside 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 generally lower.
Is it cheaper to book a Lakeside vacation as a package?
You can enjoy significant savings on your Lakeside break by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Lakeside?
Score 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 a spur-of-the-moment Lakeside trip.
Does Expedia offer Book Now, Pay Later Lakeside vacation packages?
If you're like us, you love discovering new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Lakeside vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.