Oakland Vacations from ￥248,150

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Gilmore, an AvantStay Hotel

The Gilmore, an AvantStay Hotel

4 out of 5
12 South
Price was ￥293,651, price is now ￥248,150 per person
￥248,150
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Nashville (BNA)
9.8/10 Exceptional! (548 reviews)
Absolutely amazing experience, beautiful staff and accommodations. We will definitely be checking out every hotel in every city we visit. 100 gold stars!!!

Reviewed on Jul 1, 2026

The Hermitage Hotel

The Hermitage Hotel

5 out of 5
Downtown Nashville
Price was ￥511,600, price is now ￥400,080 per person
￥400,080
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Nashville (BNA)
9.6/10 Exceptional! (889 reviews)
Everything was terrific

Reviewed on Jun 24, 2026

Noelle

Noelle

4 out of 5
Downtown Nashville
Price was ￥420,544, price is now ￥336,073 per person
￥336,073
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Nashville (BNA)
9.4/10 Exceptional! (1,634 reviews)
Loved the rooftop bar and the hidden bar, great staff. Every floor has a nespresso and water station which is a game changer :)

Reviewed on Jun 30, 2026

JW Marriott Nashville

JW Marriott Nashville

5 out of 5
Downtown Nashville
Price was ￥455,385, price is now ￥378,701 per person
￥378,701
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Nashville (BNA)
9.2/10 Wonderful! (1,007 reviews)
Great location, staff, pool, rooms, just overall perfect!

Reviewed on Jul 1, 2026

The Nashville Reserve

The Nashville Reserve

4 out of 5
Downtown Nashville
Price was ￥309,810, price is now ￥263,050 per person
￥263,050
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Nashville (BNA)
9.4/10 Exceptional! (2,211 reviews)
The room is spacious and like a fully-furnished apartment. It has in-unit washer and dryer and full kitchen equipment. They are transitioning from being fully self-serviced to having on-site staff. The front desk staff is available for most but not all the time, so it may be a little inconvenient if you are looking for a traditional hotel experience. It is right by the state capitol and easy to get to other places. The walk to the major downtown attractions is roughly 10-15 minutes and manageable. The parking is on-site and gated, although extra parking charge will be applied. Overall, it meets my needs, and the price is nicer compared to other similar hotels in Nashville.

Reviewed on Jul 1, 2026

Find the Best Oakland Vacation Packages

Oakland Hotel Deals

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 ￥9,658 per night from Jul 26 to Jul 27
￥9,658
￥10,954 total
Jul 26 - Jul 27
includes taxes & fees
8/10 Very Good! (1,183 reviews)
"Selecting food at the free breakfast counter, I found some ants. Told the staff person about it and he cleaned it up immediately."

Reviewed on Jul 1, 2026

Days Inn & Suites by Wyndham Bowling Green
Everhome Suites Bowling Green by Choice Hotels

Everhome Suites Bowling Green by Choice Hotels

3 out of 5
1699 Charlie Court Bowling Green KY
Fully refundableReserve now, pay when you stay
The price is ￥13,545 per night from Jul 12 to Jul 13
￥13,545
￥15,364 total
Jul 12 - Jul 13
includes taxes & fees
9.2/10 Wonderful! (133 reviews)
"Loved the room, but barn door on bathroom would not stay shut and toilet was wobbly."

Reviewed on Jun 29, 2026

Everhome Suites Bowling Green by Choice Hotels
Wingate by Wyndham Bowling Green

Wingate by Wyndham Bowling Green

3 out of 5
185 Greenwood Lane Bowling Green KY
Fully refundableReserve now, pay when you stay
The price is ￥13,130 per night from Jul 13 to Jul 14
￥13,130
￥14,892 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"We had a comfortable stay here as we were traveling through the area. The lady at the front desk was very nice and helpful. The bed was comfortable. Room was clean. Nice pool and hot tub. It was basically all we needed as we traveled through the area."

Reviewed on Jun 30, 2026

Wingate by Wyndham Bowling Green
See all 512 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 from ￥248,150 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 many days is enough for Oakland?
Usually, a handful of days is enough to visit the main attractions during your Oakland vacation. 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 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.

Explore a world of travel with Expedia

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