Lakeside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Your Lakeside Vacation

Reserve a Lakeside vacation package and get ready to experience the best of this lively city. Consider staying in the neighborhood of Lake Murray, which is good for golfing, views and families. The Magnolia, Santee Lakes and Shadow Mountain Community Church are just a few of the sights worth visiting during your trip to Lakeside. Stop dreaming and start traveling. Check out the many options on Expedia today and finally put your Lakeside vacation plans into motion!

Top Lakeside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

Lawrence Welk Resort Village
CA $965
per person
Oct 1 - Oct 6
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
8.6/10 Excellent! (1,993 reviews)
The Sofia Hotel

The Sofia Hotel

Downtown San Diego
CA $2,132
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.6/10 Excellent! (2,428 reviews)
Staff was amazing. Rooms were comfortable. Only reason why i can’t give a 5 star review is because the TV didn’t really work. After a long day it would be nice to come back to a tv that has working channels instead of choppy signal or just not loading at all.

Reviewed on Aug 8, 2026

Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

Historic Downtown Coronado
CA $4,773
per person
Oct 9 - Oct 14
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
9.2/10 Wonderful! (169 reviews)
Urban Boutique Hotel

Urban Boutique Hotel

Downtown San Diego
CA $1,631
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.6/10 Excellent! (1,257 reviews)
Murrieta Hot Springs Resort

Murrieta Hot Springs Resort

Murrieta Hot Springs
CA $1,851
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Calgary (YYC) to San Diego (SAN)
8.6/10 Excellent! (605 reviews)

Ready to book your vacation to Lakeside?

Choose your dates

Lakeside Hotel Deals

Paradise Point Resort & Spa

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
CA $311
CA $431 total
Aug 30 - Aug 31
includes taxes & fees
Paradise Point Resort & Spa
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

1 Market Pl San Diego CA
Fully refundableReserve now, pay when you stay
CA $236
CA $349 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (2,780 reviews)
"Amazing venue but outstanding staff, very professional, curteous, poised and attentive to detail. Thank you for an exceptional stay!"

Reviewed on Aug 8, 2026

Manchester Grand Hyatt San Diego
Wyndham San Diego Bayside

Wyndham San Diego Bayside

1355 N Harbor Drive San Diego CA
Fully refundableReserve now, pay when you stay
CA $212
CA $294 total
Aug 12 - Aug 13
includes taxes & fees
Wyndham San Diego Bayside
See all 9,396 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

A calm lake with a boat, surrounded by lush greenery and mountains in the background.

Lake Jennings

9.0/10 (2 reviews)
Commune with nature and explore the great outdoors at Lake Jennings during your travels in Lakeside. While in this romantic area, you can savor the top-notch restaurants.
See properties
A waterfall flowing through a rocky gorge with large boulders.
Photo by Gerard Nastor

Barona Creek Golf Club

10.0/10 (1 review)
Enjoy a round of golf in Lakeside at Barona Creek Golf Club. Make time to visit the area's casinos, or simply enjoy its top-notch restaurants.
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Barona Casino

9.2/10 (11 reviews)
Why not try your luck with a visit to Barona Casino during your travels in Lakeside? Discover the area's casinos, or seek out its golf courses.
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What to do in Lakeside

Wine Tour Private San Diego County

Wine Tour Private San Diego County

CA $911
per traveller
Wine Tour Private San Diego County
See all activities in Lakeside

Frequently asked questions

How much does a Lakeside vacation package cost?
Offering great value package deals from CA $965 on Expedia, you'll be thrilled with how little a vacation to Lakeside costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Lakeside?
To pick up cheap Lakeside vacation packages, organize your getaway outside of busy periods like public holidays and major festivals. You'll generally find lower prices and better availability in the off-season or when it's less busy.
How many days is enough for Lakeside?
Allow at least 4 days for your Lakeside vacation if you want to immerse yourself in all that makes this place special. Stroll around key neighbourhoods, including Crest and Fletcher Hills. Then tick off major sights like Lake Jennings and Carlton Oaks Country Club. With a well-planned itinerary, you'll be kept busy with room for some relaxation too. Want to venture beyond Lakeside? Consider squeezing in an excursion or two.
How to find the best Lakeside package deals?
Use Expedia's filters to find some great Lakeside package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Lakeside package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Lakeside vacation as a package?
You can enjoy significant savings on your Lakeside retreat by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best 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 score a better deal.
When to book a vacation package to Lakeside?
If you're planning an impromptu Lakeside getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Lakeside?
  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Lakeside.
  2. Set a budget: Factor in expenses such as flights, meals and transportation when calculating how much to save for your trip to Lakeside. Then, pick a property that works with your budget, whether that's a low-cost option or a lavish getaway.
  3. Decide your trip length: Consider how long you'd like to spend discovering Lakeside. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, book the perfect Lakeside vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.