Lakeside Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 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

Find the Best Lakeside Vacation Packages

Lakeside Hotel Deals

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
The price is SARĀ 1,048 per night from Aug 9 to Aug 10
SARĀ 1,048
SARĀ 1,404 total
9 Aug - 10 Aug
includes taxes & fees
8.8/10 Excellent! (2,710 reviews)
"Iā€™ve been staying at Paradise Point for literally my whole life (42 yo) my parents honeymooned here before it was called Paradise Point! Now I bring my family. I think PP has gotten insanely over priced. Like way beyond what itā€™s worth. Paying close to $100 a day in the resort fee and parking fee ..."

Reviewed on 16 July 2026

Paradise Point Resort & Spa
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
The price is SARĀ 600 per night from Aug 16 to Aug 17
SARĀ 600
SARĀ 826 total
16 Aug - 17 Aug
includes taxes & fees
8.4/10 Very Good! (6,225 reviews)
"Great service"

Reviewed on 17 July 2026

Wyndham San Diego Bayside
Hard Rock Hotel San Diego

Hard Rock Hotel San Diego

4 out of 5
207 5th Ave San Diego CA
Fully refundableReserve now, pay when you stay
The price is SARĀ 632 per night from Jul 19 to Jul 20
SARĀ 632
SARĀ 914 total
19 Jul - 20 Jul
includes taxes & fees
Hard Rock Hotel San Diego
See all 9,340 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)
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

Frequently asked questions

How much does a Lakeside vacation package cost?
Offering great value package deals 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 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.