Oakland Vacations

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    Save up to SAR 390 when you book a flight and hotel together*
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Find the Best Oakland Vacation Packages

Oakland Hotel Deals

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 SAR 407 per night from May 4 to May 5
SAR 407
SAR 449 total
includes taxes & fees
4 May - 5 May
8.8/10 Excellent! (101 reviews)
"Wonderful place to take the family!"

Reviewed on 18 April 2025

The Lodge at Mammoth Cave
Days Inn & Suites by Wyndham Bowling Green
Days Inn & Suites by Wyndham Bowling Green
2 out of 5
181 Cumberland Trace Rd, Bowling Green, KY
Fully refundableReserve now, pay when you stay
The price is SAR 233 per night from May 11 to May 12
SAR 233
SAR 264 total
includes taxes & fees
11 May - 12 May
7.8/10 Good! (1,268 reviews)
"Nice property great staff would stay again"

Reviewed on 17 April 2025

Days Inn & Suites by Wyndham Bowling Green
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 SAR 206 per night from Apr 24 to Apr 25
SAR 206
SAR 229 total
includes taxes & fees
24 Apr - 25 Apr
8.4/10 Very Good! (1,003 reviews)
Very clean excellent Value
"Stopped here for a quick rest and it was perfect. Room was very clean and updated. Laminate floors and flat screen tv. Linens white and very clean. Lots of plugs and ports by both bedsides. Good choice of pillows. Amazing price!!!"

Reviewed on 17 April 2025

Red Roof Inn & Suites Cave City
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.

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.