Hillsdale Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Hillsdale

Handlery Hotel

Handlery Hotel

3.5 out of 5
950 Hotel Cir N, San Diego, CA
Fully refundableReserve now, pay when you stay
8/10 Very Good! (1,996 reviews)
Handlery Stay August 21-23
"Nice rooms, bed is a little firm, pillows were OUTSTANDING. Could use better TV's. Lobby bar was closed both night. Both restaurants were good. The staff was very friendly. As for location with being able to walk to stores or quick marts, terrible, nothing close."

Reviewed on 24 Aug, 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 S$259 per night from 1 Sept to 2 Sept
S$259
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (5,869 reviews)
"Was in a really good location. Nice and clean."

Reviewed on 24 Aug, 2025

Wyndham San Diego Bayside
Bay Club Hotel & Marina

Bay Club Hotel & Marina

3.5 out of 5
2131 Shelter Island Dr, San Diego, CA
The price is S$185 per night from 8 Sept to 9 Sept
S$185
8 Sept - 9 Sept
includes taxes & fees
Bay Club Hotel & Marina
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.

Popular places to visit

What to do 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.