
Lakeside Vacations from $325
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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!
The Latest Lakeside vacation packages
Price found within the past 48 hours. Click for updated prices.

Los Bungalows
$325
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (546 reviews)
We rented a unit with a seperate bedroom so we could have privacy but the door to the bedroom couldn't be closed because there was no a/c to that bedroom and the oscillating fan was broken. We were thankful for the a/c because the area was experiencing unusually high temps while we were there. The front door was damaged upon check in, which was concerning. There were little things like this that were disappointing, the staff did acknowledge my concerns but no other action was taken. The building seemed older and the balcony needed some repair. The location was excellent! And included parking!
Reviewed on Aug 4, 2026




Coronado Beach Resort
Historic Downtown Coronado
$401
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9/10 Wonderful! (808 reviews)
I had a smoke detector die in my room and start beeping around 8 at night. I called the front desk, they said maintenance was gone and they didn't know what to do. They first told me to take the battery out. I refused as I was not physically able to climb on the chair and reach the detector. Furthermore, it seems like a poor idea to instruct your guests to remove the batteries from safety equipment. I called again and pressed for an answer. They said there would be someone coming at 11 pm who could assist me and that they would call. By 11 :15 no one called so I rang the front desk again and they new staff had no idea what I was talking about but thankfully came to resolve the issue after about 20 minutes. No one offered to comp anything to address the issue. The first person I talked to was rude and unconcerned. The room itself was dirty, and paying the 500 dollars a night that I did, did not meet the standard I would expect. The front desk was often unmanned, the rooms were outdated, and plain the shuttle service offered by the hotel was not described to me at check in and they attempted to charge me for parking 3 separate times despite me having no car and writing as much on their check in forms. I stayed 2 nights and would consider it a disappointing experience at a quarter of the price. Shout out to the evening shift guy who came to help me. Everyone else, ranged from rude to indifferent. Indifference is inoffensive at 100 a night not 500.
Reviewed on Aug 1, 2026
Stay near popular Lakeside attractions

Lake Jennings
9.0/10 (2 reviews)
This serene reservoir offers premier trout and catfish fishing in San Diego County's picturesque hills. Rent a motorboat to explore hidden coves or camp overnight with panoramic lake views.
Photo by Gerard Nastor
Barona Creek Golf Club
10.0/10 (1 review)
Barona Creek Golf Club blends perfectly with San Diego's rolling foothills, ranking among top casino courses nationwide. Enjoy its meticulously maintained fairways amid tranquil native vegetation and scenic vistas.
Barona Casino
9.2/10 (11 reviews)
This expansive resort boasts over 2,500 slot machines and a championship golf course in scenic Barona Valley. Reserve a table at one of the award-winning restaurants for a refined break between gaming sessions.
What to do in Lakeside

Chauffeured Adventure to Local San Diego Vineyards
$246
per adult
100% of travellers recommend
Lakeside Hotel Deals

Paradise Point Resort & Spa
1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
$269 nightly
$309 total
Sep 7 - Sep 8
Total with taxes and fees

Manchester Grand Hyatt San Diego
1 Market Pl San Diego CA
Fully refundableReserve now, pay when you stay
$216 nightly
$250 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (2,776 reviews)
"Understand check in is at 4pm but arrived at 3:30 and although others were being checked in behind me, I was asked to wait 30 mins more as my room wasn’t ready. On the day of checkout, as we were almost done packing to head out of the room, our door was knocked on my staff (non cleaning as they were ..."
Reviewed on Aug 8, 2026

Wyndham San Diego Bayside
1355 N Harbor Drive San Diego CA
Fully refundableReserve now, pay when you stay
$182 nightly
$211 total
Aug 12 - Aug 13
Total with taxes and fees
8.4/10 Very Good! (6,269 reviews)
"terrible"
Reviewed on Aug 7, 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.
Find the Best Lakeside Vacation Packages
Lakeside Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | San Diego Intl. Airport (SAN) |
Population | 20,600 |
Max Temp Winter | 65ºF |
Max Temp Summer | 85ºF |
Top Sights | Salerno Winery, Boomers El Cajon and Creation and Earth History Museum |
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Frequently asked questions
How much does a Lakeside vacation package cost?
You can pick up a vacation package to this top destination from $325 on Expedia. But how much your vacation to Lakeside costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Lakeside?
September, October and December are great times to look for cheap Lakeside vacation packages. Opting to travel in quieter periods means you can typically find reduced prices on flights and accommodations.
How many days is enough for Lakeside?
With a well-planned schedule, you can easily hit the main Lakeside sights in a handful of days. But if you prefer to discover hidden gems or take day trips, consider booking your Lakeside vacation for longer.
How to find the best Lakeside package deals?
Begin your search for a Lakeside package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Lakeside package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Lakeside escape off to a flying start.
Is it cheaper to book a Lakeside vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Lakeside vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Lakeside?
Enjoy amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Lakeside escape.
How to plan a trip to Lakeside?
- Pick your travel dates: What you want to do in Lakeside and your favorite season can help you decide when to go.
- Plan your budget wisely: Besides the price of your hotel, you should factor in other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that may crop up during your trip to Lakeside.
- Discover Lakeside using our trip planning tool: Gain insights into the top attractions and best properties for your trip to Lakeside. You can also save your favorite places, collaborate with friends and family and organize your plans in one place.
- Decide how long to go away for: Now that you're up to speed on Lakeside, you can work out the right length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to see.
- Bundle your accommodations and airfare: Once you've nailed down your dates and duration, book the ideal Lakeside vacation package for you.
- Add on excursions and experiences: Take a look at our travel guide to find some exciting things to do in Lakeside. Book tickets or make reservations in advance to save time and avoid the stress of searching for activities once you arrive.
Does Expedia offer Book Now, Pay Later Lakeside vacation packages?
Secure your perfect escape to Lakeside with our Book Now, Pay Later vacations. No need to scrimp and save or hold off until the next payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snag great deals before they disappear.
Explore a world of travel with Expedia
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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.




















