Deals on vacations and trips to Lakeside
Save when you book Lakeside package deals
Lakeside flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Angad Arts Hotel St. Louis, Tapestry Collection by Hilton
Grand Center
Price was $458, price is now $359 per person
$359
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 6 conference rooms, along with free WiFi in public areas. There's a rooftop terrace on site, and a 24-hour front desk and a snack bar/deli are also provided.
The Wildwood Hotel
Price was $1,771, price is now $934 per person
$934
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to St. Louis (STL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
The Royal Sonesta Chase Park Plaza St. Louis
Central West End
Save 100% on your flight
Price was $587, price is now $438 per person
$438
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This luxury hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and concierge services.
The Cheshire
Price was $534, price is now $408 per person
$408
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free English breakfast each morning.
Ameristar Casino Resort and Spa
Save 100% on your flight
Price was $671, price is now $520 per person
$520
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This luxury hotel features a casino, a full-service spa, and 6 restaurants. Enjoy the 2 hot tubs and outdoor pool, and unwind with a drink at the poolside bar.
Top Lakeside hotels deals
Lodge Of Four Seasons Golf Resort, Marina & Spa
315 Four Seasons Dr. Lake Ozark MO
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $157 total per night
$157 total
May 31 - Jun 1
Total with taxes and fees
This resort features a golf course, a full-service spa, and a marina. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. You'll find 2 restaurants and 5 bars/lounges for dining and drinks, and an indoor pool is also on site.
Pool
Hot Tub
Margaritaville Lake Resort Lake of the Ozarks
494 Tan Tar A Drive Osage Beach MO
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $191 total per night
$191 total
May 17 - May 18
Total with taxes and fees
This resort features a golf course, a full-service spa, and a marina. Bring the family and enjoy the bowling alley, mini golf, and children's pool. Enjoy the 3 outdoor pools and perks like free self parking and free WiFi.
Pool
Spa
Inn at Grand Glaize
5142 Osage Beach Pkwy Osage Beach MO
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $77 total per night
$77 total
Jun 1 - Jun 2
Total with taxes and fees
This hotel features a casino, a marina, and a restaurant. Traveling on business? Take advantage of the 12 conference rooms, along with free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Pool
Hot Tub
The Resort at Lake of the Ozarks
3080 Bagnell Dam Blvd Lake Ozark MO
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $148 total per night
$148 total
May 25 - May 26
Total with taxes and fees
A nightclub, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Families will appreciate the arcade/game room and picnic area. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Pool
Pet friendly
The Lighthouse - 2026 VRBO OF THE YEAR - Private Heated Pool & Golf Course 7k SF
Osage Beach MO
$1,251 nightly
The price is $1,325 total per night
$1,325 total
May 19 - May 20
Total with taxes and fees
This vacation home features an outdoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Barbecue grills are provided for your convenience.
Pool
Hot Tub
Schmidt's Creek Hotel
5760 Osage Beach Pkwy Osage Beach MO
$84 nightly
The price is $91 total per night
$91 total
May 14 - May 15
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. A safe deposit box and concierge services are also provided.
Pool
Parking included
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.
Popular places to visit
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.
The Cove Golf Course
Play a round of golf at The Cove Golf Course and enjoy other activities in Village of Four Seasons such as boating. While you're in the area, stroll along the lakeside.
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.
Frequently asked questions
Photos of local treasures
Browse Lakeside vacation photos for more inspiration
