Lakeside Vacation Packages

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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.

Top Lakeside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Still Waters Resort

Still Waters Resort

4 out of 5
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Springfield (SGF)
8.8/10 Excellent! (4,215 reviews)
10/10 would recommend staying here!!

Reviewed on Jul. 14, 2025

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

4 out of 5
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Springfield (SGF)
9.2/10 Wonderful! (2,006 reviews)
The coziness of the property

Reviewed on Jul. 17, 2025

Grand Crowne Resort

Grand Crowne Resort

3 out of 5
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Springfield (SGF)
8.6/10 Excellent! (871 reviews)
Our jacuzzi tub wasn’t working right the jets wouldn’t turn on we had to call maintenance down 2 different times within an hour and smoke alarms were going off in our room bc of jacuzzi so we had to call maintenance again. We ended up having to leave door open to our balcony. That didn’t work. There was also a carpet tac strip that was showing in the living room/kitchen by fridge that we stepped on several times that we stabbed our feet. It was a very nice resort. Very clean

Reviewed on Jul. 16, 2025

THE BRANSINN Entertainment District

THE BRANSINN Entertainment District

2 out of 5
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Springfield (SGF)
8/10 Very Good! (412 reviews)
Rooms were ok. Good location

Reviewed on Jul. 18, 2025

Club Wyndham Mountain Vista

Club Wyndham Mountain Vista

3.5 out of 5
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Springfield (SGF)
9/10 Wonderful! (377 reviews)
I wish we were staying longer to take advantage of all of the amenities. We had a 2 bedroom condo. We had a king bed and 2 large full beds and a pull out couch. It was very spacious and we enjoyed our stay.

Reviewed on Jul. 14, 2025

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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
The price is CA $167 per night from Aug 3 to Aug 4
CA $167
CA $208 total
Aug 3 - Aug 4
includes taxes & fees
7.2/10 Good! (1,001 reviews)
"The staff was very friendly and helpful. The pools are great. There is the main lodge and the Bay Breeze. I would equate staying in the Bay Breeze to staying at Motel 6. There wasn't really a price difference between the two buildings, was a matter of availability. Very run down and stained. AC had ..."

Reviewed on Jul. 15, 2025

Lodge Of Four Seasons Golf Resort, Marina & Spa
Inn at Grand Glaize

Inn at Grand Glaize

2 out of 5
5142 Osage Beach Pkwy, Osage Beach, MO
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Jul 20 to Jul 21
CA $118
CA $137 total
Jul 20 - Jul 21
includes taxes & fees
7.2/10 Good! (164 reviews)
"this is a great place one of the original places here at the lake. The fuse are amazing and the staff is great. They brought the new front desk girl back in Laurie and Kris. The concierge is amazing goes everybody takes you on a golf cart ride so you don’t have to walk or worry about drinking and ..."

Reviewed on Jul. 15, 2025

Inn at Grand Glaize
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
The price is CA $253 per night from Aug 17 to Aug 18
CA $253
CA $300 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Needs more sidewalks around the property but otherwise we had a fantastic weekend"

Reviewed on Jul. 13, 2025

Margaritaville Lake Resort Lake of the Ozarks
See all 3,744 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Lakeside

Paradise Parasail Inc.

Catch an event at Paradise Parasail Inc., and enjoy other activities in Lake Ozark such as boating. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Paradise Parasail Inc.

Frequently asked questions

How much does a Lakeside vacation package cost?
Offering excellent value package deals from CA $1,090 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?

  1. Pick your dates: The things you want to do in Lakeside and your favourite season can help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.