Lakeside Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Lakeside

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 S$189 per night from 13 Aug to 14 Aug
S$189
13 Aug - 14 Aug
includes taxes & fees
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
The price is S$268 per night from 25 Aug to 26 Aug
S$268
25 Aug - 26 Aug
includes taxes & fees
8.4/10 Very good! (1,015 reviews)
"Family friendly, great pool and slide. Awesome staff and poolside drinks. Boat rental was convenient and food was great. Would love to go again!"

Reviewed on 28 Jul, 2026

Margaritaville Lake Resort Lake of the Ozarks
The Resort at Lake of the Ozarks

The Resort at Lake of the Ozarks

3 out of 5
3080 Bagnell Dam Blvd Lake Ozark MO
The price is S$174 per night from 13 Aug to 14 Aug
S$174
13 Aug - 14 Aug
includes taxes & fees
The Resort at Lake of the Ozarks
See all 4,129 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.

Stay near popular Lakeside attractions

Bagnell Dam

8.6/10 (519 reviews)
You can learn about the history of Lakeside with a visit to Bagnell Dam. Amble around this family-friendly area's lakeside and enjoy its lively bars.
See properties

Frequently asked questions

How much does a Lakeside holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Lakeside costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Lakeside?
January, February and November are the best times to search for cheap Lakeside holiday packages. Travelling in less busy periods means you can typically find lower prices on accommodation and flights.
How many days is enough for Lakeside?
With a well-organised travel plan, you can easily tick off the most popular Lakeside sights in a handful of days. But if you'd like to discover hidden spots or go on day tours, think about booking your Lakeside holiday 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 holiday as a package?
You can enjoy significant savings on your Lakeside break by booking a personalised holiday 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 holiday 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.
How to plan a trip to Lakeside?

  1. Pick your dates: The things you'd like to do in Lakeside and your preferred season will help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to flights and experiences. Your hotel will likely be the biggest expense during your trip to Lakeside.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Lakeside. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalised Lakeside holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.