Oakland Vacations

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Find the Best Oakland Vacation Packages

Oakland Hotel Deals

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 AED 349 per night from Mar 30 to Mar 31
AED 349
AED 396 total
includes taxes & fees
30 Mar - 31 Mar
9/10 Wonderful! (1,000 reviews)
"Close to everything, especially if you're in town for WKU events"

Reviewed on 17 March 2025

Hyatt Place Bowling Green
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 AED 399 per night from Apr 6 to Apr 7
AED 399
AED 440 total
includes taxes & fees
6 Apr - 7 Apr
9/10 Wonderful! (75 reviews)
"Be careful driving there- deer are everywhere (at least they were in November!). You’re going to want to get there before check-in time ends if possible. I was there just before a closed and it didn’t get the email. They sent me with the information until much later. The rooms were nice. We did get ..."

Reviewed on 19 March 2025

The Lodge at Mammoth Cave
Holiday Inn University Plaza-Bowling Green by IHG
Holiday Inn University Plaza-Bowling Green by IHG
3 out of 5
1021 Wilkinson Trce, Bowling Green, KY
Fully refundable
The price is AED 356 per night from Apr 5 to Apr 6
AED 356
AED 404 total
includes taxes & fees
5 Apr - 6 Apr
8.2/10 Very Good! (980 reviews)
"The hotel is clean and nice. Check-in was super quick. Pool and pool area need to be updated. It smells a little musty in there."

Reviewed on 16 March 2025

Holiday Inn University Plaza-Bowling Green by IHG
See all 445 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 vacation 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 vacation 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 vacation packages? Avoid visiting during public holidays and any major festivals or events.
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 vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays separately. Better still, you can customize 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 vacation 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 favorite 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 vacation package that brings all your bookings together.