Oakland Vacations from $466

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Your Oakland Vacation

The fascinating city of Oakland is calling. Uncover both its hidden gems and highlights with a Oakland vacation package that's custom made for you. In the mood to explore the sights but not sure where to start? Any trip to Oakland should include Ephram White Park. Don't put off visiting this destination any longer. The perfect Oakland vacation is only a few clicks away with Expedia.

The Latest Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bluegreen Downtown Nashville

Bluegreen Downtown Nashville

2 out of 5
Downtown Nashville
Save 100% on your flight
per person
Sep 5 - Sep 8
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.6/10 Exceptional! (10 reviews)
The location was great! Lots of renovations underway and I fully intend to return here when they are finished. We did, however, miss the hotel and go to the wrong one at check in because there was a dumpster in front of it and we couldn’t see the sign so beware of that if you’re traveling during the next few weeks as they begin their construction and renovations

Reviewed on Jun 24, 2024

Bobby Hotel

Bobby Hotel

4 out of 5
Downtown Nashville
Save 100% on your flight
per person
Aug 8 - Aug 11
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (1,002 reviews)
Quiet, hidden gem north of town. Unique decor and friendly staff makes this place a must when we come back to Nashville.

Reviewed on Jun 24, 2024

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
per person
Sep 5 - Sep 8
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (452 reviews)
Loved it!!! Zen to the max!!

Reviewed on Jun 24, 2024

Dream Nashville, by Hyatt

Dream Nashville, by Hyatt

4 out of 5
Downtown Nashville
Save 100% on your flight
per person
Aug 8 - Aug 11
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9/10 Wonderful! (1,002 reviews)
Great staff and great location! We loved it!

Reviewed on Jun 24, 2024

JW Marriott Nashville

JW Marriott Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
per person
Aug 25 - Aug 31
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (862 reviews)
The JW was exquisite!! The food and drinks were wonderful . The roof top bar was beautiful

Reviewed on Jun 24, 2024

Oakland Essential Information

Language
English
Currency
U.S dollars
Top Sights
National Corvette Museum, Beech Bend Park and Southern Kentucky Performing Arts Center

Oakland Hotel Deals

Holiday Inn Express Horse Cave, an IHG Hotel
Holiday Inn Express Horse Cave, an IHG Hotel
2.5 out of 5
750 Flint Ridge Rd, Horse Cave, KY
Fully refundable
The price is $123 per night from Jul 1 to Jul 2
$123
$135 total
includes taxes & fees
Jul 1 - Jul 2
8/10 Very Good! (1,006 reviews)
"Friendly staff. Older facility compared tonother Holiday Inn Express iI have stayed at. Judt aon overnight stay, so it was ok."

Reviewed on Jun 22, 2024

Holiday Inn Express Horse Cave, an IHG Hotel
Hyatt Place Bowling Green
Hyatt Place Bowling Green
3 out of 5
1347 Center Street, Bowling Green, KY
Fully refundable
The price is $112 per night from Jun 30 to Jul 1
$112
$127 total
includes taxes & fees
Jun 30 - Jul 1
9/10 Wonderful! (1,018 reviews)
"Property was very dirty and the condition of the room tattered."

Reviewed on Jun 23, 2024

Hyatt Place Bowling Green
La Quinta Inn & Suites by Wyndham Bowling Green
La Quinta Inn & Suites by Wyndham Bowling Green
2.5 out of 5
1953 Mel Browning Street, Bowling Green, KY
Fully refundableReserve now, pay when you stay
The price is $90 per night from Jul 1 to Jul 2
$90
$102 total
includes taxes & fees
Jul 1 - Jul 2
8.2/10 Very Good! (1,009 reviews)
A great get away!
"Everything eas great. Friendly staff, clean all over, bed was comfortable, the breakfast was good. I will return, and would recommend to every one."

Reviewed on Jun 23, 2024

La Quinta Inn & Suites by Wyndham Bowling Green
See all 435 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Oakland vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Oakland from just $466. And the more you bundle, the more cash you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Oakland?
Browse and lock in everything all in one place with our Oakland vacation packages. We have incredible bargains on flights, hotels, tours and more that’ll keep your bank account happy and your adventurousness alive. And, with more than 550 airlines and 1,000,000 properties all over the world to choose from, you’ll have the flexibility to mix and match as you please.
How far in advance should I book my Oakland vacation?
Reserving your seat early with Expedia means one less thing to worry about. Most carriers advertise tickets up to 12 months prior to take off. This is typically the cheapest time to book. If circumstances have left you booking late, great deals to Oakland occasionally appear just a few weeks before departure.
What does an Expedia Oakland travel package include?
Flights, hotels and a reliable car for your road trip adventures. Simply mix and match your favorite bundle and get access to great discounts. Once you’ve made your booking, add on a couple of experiences and tours and watch your savings pile up. When it comes to crafting your Oakland escape, the choice is all yours!
What should I know before booking an Oakland travel package?
You can save big by bundling your hotels, airfares and rental cars. Once you’ve created your package, you can add on things like activities or sightseeing tours. Your next unforgettable vacation is only a couple of clicks away.
Can I choose my airline with an Oakland Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation package. You get to decide. We have access to more than 550 partner airlines around the world, so you have loads of choice when creating your Oakland escape.
If I'm not able to travel, can I cancel my Oakland vacation package?
You can cancel your Oakland booking if your travel plans have changed. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

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