Hillsdale Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Hillsdale Holiday

A great way to experience this interesting city is with a customised Hillsdale holiday package. Stay in the neighbourhood of Lake Murray, which is good for families, views and nature or choose someplace else — our packages are all about you. Every trip to Hillsdale needs a well-crafted itinerary. Fill yours with famous sights like Sycuan Casino, The Magnolia and Grossmont College. Whoever you're taking time off with and whatever the size of your budget, your ultimate Hillsdale holiday is just a few clicks away with Expedia.

Hillsdale Holiday

Hillsdale Essential Information

Language
English
Currency
U.S dollars
Closest Airport
San Diego Intl. Airport (SAN)
Max Temp Winter
18ºC
Max Temp Summer
27ºC
Top Sights
Boomers El Cajon, Knox House Museum and Warbirds West Air Museum

Our pick of the best Hillsdale Hotel Deals

Handlery Hotel

Handlery Hotel

3.5 out of 5
950 Hotel Cir N, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is AU$211 per night from 29 July to 30 July
AU$211
29 July - 30 July
includes taxes & fees
8/10 Very Good! (1,894 reviews)
"Good property to set for the location because it is close to major SD attractions. Rooms are a bit dated, but the pool was the highlight of the stay. For the price I pay, I would book again for the location and pool."

Reviewed on 17 Jul. 2025

Handlery Hotel
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 AU$300 per night from 27 July to 28 July
AU$300
27 July - 28 July
includes taxes & fees
8.2/10 Very Good! (5,738 reviews)
"One of my favorite hotels in San Diego .."

Reviewed on 19 Jul. 2025

Wyndham San Diego Bayside
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

4 out of 5
1 Market Pl, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is AU$394 per night from 20 July to 21 July
AU$394
20 July - 21 July
includes taxes & fees
8.8/10 Excellent! (2,765 reviews)
"Great Accommodation"

Reviewed on 16 Jul. 2025

Manchester Grand Hyatt San Diego
See all 4,941 properties in Hillsdale
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Discover the most popular places to visit in Hillsdale

Shadow Mountain Community Church

You can find out about the history of El Cajon when you stop by Shadow Mountain Community Church. Discover the top-notch restaurants in this family-friendly area or seek out the golf courses.

Shadow Mountain Community Church

Cuyamaca College

Enjoy the student vibe at Cuyamaca College during your stay in Rancho San Diego.

Cuyamaca College

What to do in Hillsdale

San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway

San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway

AU$188
per adult
86% of travellers recommend
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

AU$184
per traveller
100% of travellers recommend
Two Flight Indoor Skydiving Experience
See all activities in Hillsdale

Frequently asked questions

How much does a Hillsdale holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Hillsdale costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Hillsdale?
January, February and September are the best times to search for cheap Hillsdale holiday packages. Opting to travel in quieter months means you'll typically find better prices on hotels and flights.
How many days is enough for Hillsdale?
With a well-organised schedule, you can easily hit the main Hillsdale sights in a few days. But if you'd like to venture off the beaten track or go on day trips, think about booking your Hillsdale holiday for longer.
How to find the best Hillsdale package deals?
Start your search for a Hillsdale package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Hillsdale package deal right away, just 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 Hillsdale adventure underway.
Is it cheaper to book a Hillsdale holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still get the freedom to create a customised Hillsdale holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Hillsdale?
Enjoy incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Hillsdale break.
How to plan a trip to Hillsdale?

  1. Choose your dates: What you want to do in Hillsdale and your favourite season can help you decide when to travel.
  2. Budget wisely: In addition to the cost of your accommodation, you should factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may arise during your trip to Hillsdale.
  3. Decide how long to go away for: Now that you're up to speed on Hillsdale, you can figure out the right length of your break. Put together a draft itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, book the right Hillsdale holiday package for you.

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