Lakeside Vacations from $419

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

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.
Guesthouse Hotel at La Valle

Guesthouse Hotel at La Valle

4.5 out of 5
Save 100% on your flight
Price was $667, price is now $419 per person
$419
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.2/10 Wonderful! (149 reviews)
We booked the accessible suite as the only remaining suite available, not thinking it would matter. The water pressure was terrible - we asked if we could switch (there for 8 nights) and were told yes 3 times before we were told no. Then they said they’d come take a look at the water pressure and never did. That’s a long time not to be able to wash your hair properly. Property itself was beautiful and wait staff was great.

Reviewed on Jul 4, 2026

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Save 100% on your flight
Price was $1,029, price is now $595 per person
$595
per person
Aug 14 - Aug 16
found 8 hours ago
Roundtrip flight included
Mesa (AZA) to San Diego (SAN)
8.6/10 Excellent! (2,321 reviews)
The only minus that was an issue and was discussed with others staying is the very loud air conditioners. Not sure if an updated system is allowed or not but definitely needed.

Reviewed on Jul 4, 2026

Los Bungalows

Los Bungalows

2.5 out of 5
Save 100% on your flight
Price was $831, price is now $513 per person
$513
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (538 reviews)

Coronado Beach Resort

Coronado Beach Resort

3 out of 5
Historic Downtown Coronado
Save 100% on your flight
Price was $1,017, price is now $633 per person
$633
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Diego (SAN)
9/10 Wonderful! (799 reviews)
good location

Reviewed on Jun 30, 2026

Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

3.5 out of 5
Lawrence Welk Resort Village
Save 100% on your flight
Price was $738, price is now $461 per person
$461
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.4/10 Very Good! (1,892 reviews)
Pools are not very clean, but lots of room to stretch out. Great gym, fun activities, helpful and kind staff all around. Would definitely come back

Reviewed on Jul 4, 2026

Don't see what you're looking for?
See all available trips from Columbus to Lakeside
View all trips

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)
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.
See properties

What to do in Lakeside

Wine tours perfect for bachelorettes

Chauffeured Adventure to Local San Diego Vineyards

$246
per adult
100% of travellers recommend
Chauffeured Adventure to Local San Diego Vineyards
Wine Tour Private San Diego County

Wine Tour Private San Diego County

$649
per traveler
Wine Tour Private San Diego County
See all activities in Lakeside

Lakeside Hotel Deals

Wyndham San Diego Bayside

Wyndham San Diego Bayside

4 out of 5
1355 N Harbor Drive San Diego CA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $211 total per night from Jul 7 to Jul 8
$211 total
Jul 7 - Jul 8
Total with taxes and fees
8.4/10 Very Good! (6,245 reviews)
"I love this place. I would definitely stay again."

Reviewed on Jul 5, 2026

Wyndham San Diego Bayside
Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
$318 nightly
The price is $365 total per night from Jul 19 to Jul 20
$365 total
Jul 19 - Jul 20
Total with taxes and fees
8.8/10 Excellent! (2,704 reviews)
"My husband and two boys 8 and 12 went for 4 days. It was a great experience. The staff is wonderful and they had a lot of things to do to keep the kids entertained. It was convenient to text the front desk for any needs and you could order food and make reservations for activities on your phone. ..."

Reviewed on Jul 5, 2026

Paradise Point Resort & Spa
Hard Rock Hotel San Diego

Hard Rock Hotel San Diego

4 out of 5
207 5th Ave San Diego CA
$225 nightly
The price is $261 total per night from Jul 6 to Jul 7
$261 total
Jul 6 - Jul 7
Total with taxes and fees
9/10 Wonderful! (3,950 reviews)
"Valet: At 70.00 a night, it should feel like a luxury to pull up and arrive at the hotel, but this isn't the case. Instead, you'll be forced to either wait in a queue or circle the block waiting for a chance to wait in the queue. Awful experience: We parked in the ACE parking structure across the ..."

Reviewed on Jul 5, 2026

Hard Rock Hotel San Diego
See all 9,432 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.

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Lakeside vacation package cost?
You can pick up a vacation package to this top destination from $419 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?

  1. Pick your travel dates: What you want to do in Lakeside and your favorite season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.
  5. Bundle your accommodations and airfare: Once you've nailed down your dates and duration, book the ideal Lakeside vacation package for you.
  6. 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.