Oakland Vacations

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Find the Best Oakland Vacation Packages

Oakland Hotel Deals

Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St, St. Louis, MO
Fully refundableReserve now, pay when you stay
The price is ₩188,145 per night from Sep 1 to Sep 2
₩188,145
₩221,877 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (3,992 reviews)
"Lots of dinning walking distance, quiet, self parking can be sometimes full but they have valet for 10 dollars more."

Reviewed on Aug 25, 2025

Hyatt Regency St. Louis at The Arch
Renaissance St. Louis Airport Hotel

Renaissance St. Louis Airport Hotel

4 out of 5
9801 Natural Bridge Road, St. Louis, MO
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,009 reviews)
"Great"

Reviewed on Aug 24, 2025

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Renaissance St. Louis Airport Hotel
Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch

3 out of 5
2 South 4th Street, St. Louis, MO
Fully refundableReserve now, pay when you stay
The price is ₩167,226 per night from Sep 28 to Sep 29
₩167,226
₩195,536 total
Sep 28 - Sep 29
includes taxes & fees
9.4/10 Exceptional! (2,984 reviews)
"The hotel was more than what we expected!! The breakfast was delicious and the kickback food and drinks were excellent! Not too mention that was all included! Will definitely return!!! Also huge shout out to all employees there.. everyone was so friendly and helpful!!"

Reviewed on Aug 25, 2025

Drury Plaza Hotel St. Louis at the Arch
See all 1,713 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.

Discover the most popular places to visit in Oakland

Gateway Arch showing a city, a skyscraper and skyline

Gateway Arch

Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark.

Gateway Arch
St. Louis Zoo

St. Louis Zoo

In the middle of St. Louis, meet the exotic and endangered animals that live in meticulously recreated ecosystems from all over the world.

St. Louis Zoo
Seeing one of the largest hotels decked out in Rainbow lights in St. Louis is pretty awesome! Lots of food and drink options at this hotel & casino! #LifeAtExpedia

Horseshoe St. Louis Casino

Why not roll the dice with a visit to Horseshoe St. Louis Casino during your time in St. Louis? Experience the area's fascinating museums or attend a baseball game.

Horseshoe St. Louis Casino

Frequently asked questions

How much does an Oakland vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Oakland costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Oakland?
If you'd like to score a cheap Oakland vacation package, consider visiting in January, February and November. You're likely to find lower prices on flights and accommodations during these months — perfect for travelers wishing to save money.
How many days is enough for Oakland?
The ideal duration of your Oakland vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to check out all the main sights and discover some hidden gems along the way.
How to find the best Oakland package deals?
Start 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 "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Oakland package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oakland escape off to a flying start.
Is it cheaper to book an Oakland vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Oakland vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Oakland?
If you've got your Oakland vacation dates finalized, book as early as you can to grab some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Oakland?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to go to Oakland.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and airfares. Your hotel will probably be the biggest expense during your trip to Oakland.
  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, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Oakland vacation package.

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