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.
Crowne Plaza St. Louis Airport by IHG
Price was CA $1,323, price is now CA $1,101 per person
CA $1,101
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
8/10 Very Good! (1,001 reviews)
Super loud inside and in the room. You can always hear the pool crowd. Also our room clearly had water damage in the bathroom and has just been patched up.
Reviewed on May 31, 2026
The Cheshire
Price was CA $1,565, price is now CA $1,311 per person
CA $1,311
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
8.8/10 Excellent! (1,000 reviews)
Kevin went above and beyond for my family when we were there for our daughter’s high school graduation! Made sure I always had a parking spot for my truck. Definitely recommend staying at the Cheshire. Definitely a different experience.
Reviewed on Jun 2, 2026
DoubleTree by Hilton Hotel St. Louis - Chesterfield
Price was CA $1,510, price is now CA $1,265 per person
CA $1,265
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
8.8/10 Excellent! (1,003 reviews)
Stayed at this hotel for the weekend. Very nice hotel. Check in was easy. Stayed in king size bed room, with couch sofa. It was nice, didn’t use the sofa, but the room size was good for 2 ppl. Maybe it would be alittle crowded with more. Their beds are really comfortable. And showers have great pressure. The toilet acted up on our second day, but smone came out and took care of it right away.
The only con I’d give is for their buffet breakfast they offer 3 different kinds of bacon products. It would be nice to have smthing kosher. The only protein available were eggs and the rest sm type of pork protein. So the buffet breakfast was limited for us.
Other then that great hotel to stay in!
Reviewed on May 23, 2026
Marriott St. Louis West
Price was CA $1,455, price is now CA $1,277 per person
CA $1,277
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
8.4/10 Very Good! (1,003 reviews)
Old building. Toilet didn’t really flush well and the shower wasn’t properly cleaned.
Reviewed on May 17, 2026
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
The price is CA $140 per night from Jun 14 to Jun 15
CA $140
CA $184 total
Jun 14 - Jun 15
includes taxes & fees
7.4/10 Good! (1,141 reviews)
"we enjoyed the views from the deck and bar watching all the boats on saturday. Our first check in the clerk attempted to charge us a second time for the night, even though it had already been paid through expedia but later that was fixed."
Reviewed on Jun 2, 2026
Margaritaville Lake Resort Lake of the Ozarks
494 Tan Tar A Drive Osage Beach MO
Fully refundableReserve now, pay when you stay
The price is CA $282 per night from Jun 7 to Jun 8
CA $282
CA $331 total
Jun 7 - Jun 8
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Lots of amenities for family"
Reviewed on May 30, 2026
Inn at Grand Glaize
5142 Osage Beach Pkwy Osage Beach MO
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Jun 7 to Jun 8
CA $104
CA $121 total
Jun 7 - Jun 8
includes taxes & fees
7.4/10 Good! (318 reviews)
"Beautiful view, clean room. Friendly staff."
Reviewed on Jun 2, 2026
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.
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 lively bars.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
