Oakland Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to €185 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

Top hotels in Oakland

Holiday Inn University Plaza-Bowling Green, an IHG Hotel
Holiday Inn University Plaza-Bowling Green, an IHG Hotel
3 out of 5
1021 Wilkinson Trce, Bowling Green, KY
Fully refundable
The price is €104 per night from 28 Feb to 1 Mar
€104
includes taxes & fees
28 Feb - 1 Mar
8.2/10 Very Good! (959 reviews)
Loved it
"Loved it 😎..nice location nice price nice rooms 10/10"

Reviewed on 26 Jan 2025

Holiday Inn University Plaza-Bowling Green, an IHG Hotel
The Lodge at Mammoth Cave
The Lodge at Mammoth Cave
2 out of 5
171 Hotel Road, Brownsville, KY
Fully refundableReserve now, pay when you stay
The price is €120 per night from 1 Mar to 2 Mar
€120
includes taxes & fees
1 Mar - 2 Mar
8.8/10 Excellent! (63 reviews)
"How cool it was to stay in the National Park right across from the visitors center. Deer walking around while i was drinking my morning coffee outside in the provided chairs. Such a neat little cabin feel in the room with a split door . So many neat things about this stay that i really enjoyed."

Reviewed on 27 Jan 2025

The Lodge at Mammoth Cave
Hyatt Place Bowling Green
Hyatt Place Bowling Green
3 out of 5
1347 Center Street, Bowling Green, KY
Fully refundableReserve now, pay when you stay
The price is €94 per night from 23 Feb to 24 Feb
€94
includes taxes & fees
23 Feb - 24 Feb
8.8/10 Excellent! (1,002 reviews)
"This hotel is a wonderful surprise tucked into downtown Bowling Green Ky its easy to find and for college student families its comfortable clean and has modern style."

Reviewed on 12 Feb 2025

Hyatt Place Bowling Green
See all 442 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.

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.