Oakland 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 Oakland Holiday

Our holiday packages to Oakland offer countless opportunities to enjoy new sights, sounds and smells. And with all of the travel arrangements worked out, you can breathe easy and enjoy your city escape to the fullest. Fill your trip to Oakland with visits to some of its leading attractions. First up? You won't want to miss Ephram White Park. Your perfect Oakland holiday is just clicks away. Search accommodation, flights and more on Expedia for a getaway that's tailored to suit your style.

Oakland Holiday

Oakland Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
National Corvette Museum, Beech Bend Park and Southern Kentucky Performing Arts Centre

Our pick of the best Oakland Hotel Deals

Red Roof Inn & Suites Cave City

Red Roof Inn & Suites Cave City

2 out of 5
807 Mammoth Cave St, Cave City, KY
Fully refundableReserve now, pay when you stay
The price is AU$108 per night from 17 Aug to 18 Aug
AU$108
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"I always stay here on may back to Michigan from Florida."

Reviewed on 5 Aug. 2025

Red Roof Inn & Suites Cave City
Holiday Inn Express Horse Cave by IHG

Holiday Inn Express Horse Cave by IHG

2.5 out of 5
750 Flint Ridge Rd, Horse Cave, KY
Fully refundable
The price is AU$167 per night from 24 Aug to 25 Aug
AU$167
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"Excellent location. Excellent value. Close to where we needed to be."

Reviewed on 31 Jul. 2025

Holiday Inn Express Horse Cave by IHG
Woodspring Suites Bowling Green I-65

Woodspring Suites Bowling Green I-65

2.5 out of 5
175 Orange Court, Bowling Green, KY
Fully refundableReserve now, pay when you stay
The price is AU$121 per night from 10 Aug to 11 Aug
AU$121
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (308 reviews)
Good, clean hotel with no extras!
"The hotel was very nice. But very simple. No extras at all. No toiletries, no tissues, just a bar of soap and a cup of coffee in the morning. So if you are looking for just a comfy bed, this is the place."

Reviewed on 2 Aug. 2025

Woodspring Suites Bowling Green I-65
See all 455 properties in Oakland
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

Frequently asked questions

How much does an Oakland holiday package cost?
You'll find cheap prices on Expedia for your Oakland escape. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Oakland costs.
What are the cheapest months to go to Oakland?
The off-season is the best time to travel to Oakland if you're hoping to keep costs down. Another tip for scoring cheap Oakland holiday packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Oakland?
Usually, a handful of days is enough to visit the main attractions during your Oakland holiday. But if you want to have more time to relax or take day trips, think about extending your trip.
How to find the best Oakland package deals?
Begin your search for an Oakland package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Oakland package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oakland escape underway.
Is it cheaper to book an Oakland holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and stays separately. Better still, you can customise your Oakland trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Oakland?
If you're planning a spur-of-the-moment Oakland adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Oakland?

  1. Choose your travel dates: What you plan to do in Oakland and your favourite season will help you decide when to travel.
  2. Set a budget: Consider expenses such as transportation, flights and meals when calculating how much to set aside for your trip to Oakland. Then, select a hotel that fits your budget, whether that's a wallet-friendly stay or a swankier getaway.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you want to get to in Oakland. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick an Oakland holiday package that brings all your bookings together.

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