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.
Westgate Branson Woods Resort and Cabins
Shepherd of the Hills
Price was $916, price is now $424 per person
$424
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
2 outdoor pools, an indoor pool, and a hot tub are all featured at this smoke-free resort. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
The Wildwood Hotel
Save 100% on your flight
Price was $1,205, price is now $751 per person
$751
per person
Jun 26 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
21C Museum Hotel St Louis
Downtown West
Price was $1,241, price is now $943 per person
$943
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to St. Louis (STL)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and concierge services.
Lodge Of Four Seasons Golf Resort, Marina & Spa
Price was $840, price is now $644 per person
$644
per person
Jun 25 - Jun 29
found 18 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
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.
Red Bud Country Inn
Price was $887, price is now $695 per person
$695
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to St. Louis (STL)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.
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
$140 nightly
The price is $153 total per night
$153 total
Jun 14 - Jun 15
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
$219 nightly
The price is $234 total per night
$234 total
May 26 - May 27
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
$70 nightly
The price is $76 total per night
$76 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
Schmidt's Creek Hotel
5760 Osage Beach Pkwy Osage Beach MO
$101 nightly
The price is $109 total per night
$109 total
May 26 - May 27
Total with taxes and fees
An area shuttle and free self parking are featured at this hotel, along with a seasonal outdoor pool. Free on-the-go breakfast is served. A safe deposit box and laundry facilities are also provided.
Pool
Breakfast included
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 26 - May 27
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
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
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
4/5(178 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.
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
