Lakeside Vacations from $275

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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.
Mission View Inn & Suites San Diego Sea World - Zoo

Mission View Inn & Suites San Diego Sea World - Zoo

2.5 out of 5
Mission Valley
Save 100% on your flight
Price was $519, price is now $275 per person
$275
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
12/10 Exceptional! (771 reviews)
Checking staff kind of rude

Reviewed on Nov 17, 2025

Los Bungalows

Los Bungalows

2.5 out of 5
Price was $2,265, price is now $841 per person
$841
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
16.4/10 Exceptional! (498 reviews)
We found this place as we were coming back from Villa de Guadalupe and wanted to discover Imperial Beach. The owners are very responsive as in too much. I had reached out since we arrived 30 minutes before check in to see if they would accommodate and they didnt. Had to wait till 4pm. They asked if I had a vehicle and luckily I didnt in which they told me "ooh parking wouldn't be available". As we were waiting for 4pm, we couldnt help but noticed the eyesore Toyota Camry with expired Nevada plates that looked like it came back from Burning Man. The Bungalows and surrounding area is nice but you see this hideous thing and you wonder why. Next morning still sleeping, I see a text at 7:15am, a missed call at 8:36 bugging and reminding of the check out. Its annoying and well aware that I need to leave since I have a flight to catch. Granted if it was Thanksgiving weekend, spring break or summer I could understand but com'on excessive much. This is also setup as an Airbrb and should be on that platform and not Expedia. Room is nice and reminds me of San Miguel De Allende and perhaps they visited and decided to turn this into something like this.

Reviewed on Nov 18, 2025

Quiet Mind Mountain Lodge, Retreat and Spa

Quiet Mind Mountain Lodge, Retreat and Spa

4.5 out of 5
Price was $701, price is now $327 per person
$327
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
18.4/10 Exceptional! (558 reviews)
Beautiful and peaceful. I'll be back!

Reviewed on Nov 16, 2025

Fairmont Grand Del Mar

Fairmont Grand Del Mar

5 out of 5
Carmel Valley
Save 100% on your flight
Price was $2,309, price is now $1,194 per person
$1,194
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
19.2/10 Exceptional! (909 reviews)
Comfortable accommodations and beautiful accommodations

Reviewed on Oct 25, 2025

Hotel Indigo San Diego-Gaslamp Quarter by IHG

Hotel Indigo San Diego-Gaslamp Quarter by IHG

4 out of 5
Downtown San Diego
Save 100% on your flight
Price was $844, price is now $443 per person
$443
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
17.6/10 Exceptional! (1,006 reviews)
great location, clean room, great staff

Reviewed on Nov 17, 2025

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Discover the most popular places to visit in Lakeside

Barona Casino

4.5/5(7 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.

Barona Casino

Lake Jennings

4/5(1 review)

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.

Lake Jennings

Barona Creek Golf Club

5/5(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.

Barona Creek Golf Club

What to do in Lakeside

Tour Participants taking a moment to breathe

San Diego Mountain Hike and Meditation Tour

$55
per adult
San Diego Mountain Hike and Meditation Tour
San Diego Mountain Hike Tour

San Diego Mountain Hike Tour

$69
per adult
San Diego Mountain Hike Tour
See all activities in Lakeside

Lakeside Hotel Deals

Hotel del Coronado, Curio Collection by Hilton

Hotel del Coronado, Curio Collection by Hilton

4 out of 5
1500 Orange Ave Coronado CA
Fully refundableReserve now, pay when you stay
$389 nightly
The price is $432 total per night from Nov 23 to Nov 24
$432 total
Nov 23 - Nov 24
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Hotel and room were very clean! The hotel staff were very accommodating. The most beautiful hotel with so much history! I absolutely love this place!!

Reviewed on Nov 15, 2025

Hotel del Coronado, Curio Collection by Hilton
Legacy Resort Hotel & Spa

Legacy Resort Hotel & Spa

4 out of 5
875 Hotel Circle South San Diego CA
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $144 total per night from Nov 25 to Nov 26
$144 total
Nov 25 - Nov 26
Total with taxes and fees
9/10 Wonderful! (2,949 reviews)
Very clean, nice staff, the most comfortable beds!

Reviewed on Nov 20, 2025

Legacy Resort Hotel & Spa
Hampton Inn & Suites by Hilton San Diego SeaWorld

Hampton Inn & Suites by Hilton San Diego SeaWorld

3 out of 5
3888 Greenwood St San Diego CA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $128 total per night from Dec 7 to Dec 8
$128 total
Dec 7 - Dec 8
Total with taxes and fees
9/10 Wonderful! (307 reviews)
Yes! It was wonderful.

Reviewed on Nov 16, 2025

Hampton Inn & Suites by Hilton San Diego SeaWorld
See all 9,230 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

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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 $275 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.

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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.