A lake surrounded by hills with dense forests and a clear sky.

Lakeside Vacations from $342

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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.
  • Dec 10 - Dec 13

    Margaritaville Hotel San Diego Gaslamp Quarter + Flight

    Downtown San Diego
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,594 reviews)
    "The daily incidental hold is way too much"
    Reviewed November 5, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $548
    $342
    per traveler
    found 1 day ago
    Margaritaville Hotel San Diego Gaslamp Quarter
  • Jan 6 - Jan 11

    The Sofia Hotel + Flight

    Downtown San Diego
    5 nights
    3.5 star property
    8.8/10 - Excellent (2,766 reviews)
    "Really enjoyed my stay at The Sofia. My room had a nepresso coffee machine which was great. Very clean and quiet, close to the convention center and easily walkable to restaurants, shopping and sight seeing."
    Reviewed November 6, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $892
    $464
    per traveler
    found 1 day ago
    The Sofia Hotel
  • Jan 29 - Feb 1

    Hotel Z + Flight

    Downtown San Diego
    3 nights
    3.0 star property
    9.2/10 - Wonderful (1,224 reviews)
    "Nice place"
    Reviewed November 3, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $572
    $347
    per traveler
    found 1 day ago
    Hotel Z
  • Jan 6 - Jan 11

    Paradise Point Resort & Spa + Flight

    Mission Bay
    5 nights
    4.0 star property
    8.8/10 - Excellent (2,970 reviews)
    "Room is small, dirty , outdated , need pet control"
    Reviewed November 6, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $962
    $634
    per traveler
    found 1 day ago
    Paradise Point Resort & Spa
  • Jan 6 - Jan 11

    Glorietta Bay Inn Coronado Island + Flight

    Historic Downtown Coronado
    5 nights
    3.5 star property
    8.6/10 - Excellent (1,000 reviews)
    "the basic room wasn't fancy, but the property on the whole was very nice. Great location."
    Reviewed October 30, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $1,340
    $884
    per traveler
    found 1 day ago
    Glorietta Bay Inn Coronado Island

Where to stay in and around Lakeside

Discover the charm of Lakeside, California, where you can unwind in picturesque lakeside parks or enjoy a romantic lakeside stroll. Explore the vibrant beach locale and head to downtown Escondido for diverse sights and family-friendly activities, making your vacation both relaxing and memorable.

Santee

Families and outdoor enthusiasts looking for adventure will find Santee to be the perfect base to explore the vibrant attractions of the region. With easy access to beautiful beaches and educational spots like San Diego State University, Santee offers a blend of relaxation and learning. Just a short drive of about 3 miles from Lakeside, this city is an ideal choice for budget-conscious travelers seeking a city vibe while enjoying outdoor activities. Santee is a smart hotel booking choice for your vacation.

Winter Gardens

Experience the charm of Winter Gardens, an excellent hub for family and budget travelers who want to explore Lakeside, California. This inviting village offers access to popular activities like golfing, relaxing at the beach, and indulging in body treatments. You'll also find attractions like San Diego State University and Balboa Park nearby. With its welcoming atmosphere and diverse experiences, Winter Gardens is a smart choice for your vacation stay.

Bostonia

If you are a family-oriented traveler, look no further than Bostonia, which features a range of attractions perfect for outdoor fun and urban exploration. Enjoy the educational opportunities at San Diego State University, unwind in the beauty of Balboa Park, or indulge in shopping at the local centers. Located about 4 miles by car from Lakeside, Bostonia makes for an excellent choice for your stay, providing easy access to both nature and city experiences.

Granite Hills

Granite Hills stands out as a prime spot for outdoor enthusiasts and families interested in a blend of nature and city experiences. This charming village, located about 4 miles by car from Lakeside, offers easy access to attractions like Balboa Park, San Diego State University, and local beaches. With a welcoming atmosphere year-round, Granite Hills is an ideal base for exploring nearby recreational areas and unique venues. It's a smart choice for travelers looking to enjoy both relaxation and adventure.

Carlton Hills

Travelers seeking outdoor adventures and family-friendly experiences will find Carlton Hills to be the ideal base for their vacation, featuring access to golf courses, a private country club, and campgrounds. Just about 4 miles by car from Lakeside, this neighborhood offers proximity to beautiful lakes and bays, perfect for a variety of recreational activities. With its welcoming atmosphere and budget-friendly options, Carlton Hills is a smart choice for those looking to explore the vibrant local attractions.

Discover the most popular places to visit in Lakeside

What to do in Lakeside

Lakeside Hotel Deals

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.

Frequently Asked Questions

How much does a Lakeside vacation package cost?

You can pick up a vacation package to this top destination from $342 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.

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