Oakland Trips (flight + hotel)

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Top hotels in Oakland

Hyatt Regency St. Louis at The Arch
Hyatt Regency St. Louis at The Arch
4 out of 5
315 Chestnut St, St. Louis, MO
The price is P6,730 per night from Jun 29 to Jun 30
P6,730
P7,937 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very Good! (3,787 reviews)
"Our room was nice & clean. Staff was amazing... very helpful, friendly & offered my grandson a voucher for a free bat at the Cardinals game... made gis day! Our only issue was the traffic noise from the highway."

Reviewed on Jun 25, 2025

Hyatt Regency St. Louis at The Arch
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
The price is P6,786 per night from Jul 13 to Jul 14
P6,786
P7,935 total
Jul 13 - Jul 14
includes taxes & fees
9.4/10 Exceptional! (2,773 reviews)
"Nice hotel close to Arch National Park"

Reviewed on Jun 25, 2025

Drury Plaza Hotel St. Louis at the Arch
Clayton Plaza Hotel & Extended Stay
Clayton Plaza Hotel & Extended Stay
3.5 out of 5
7750 Carondelet Avenue, St. Louis, MO
Fully refundableReserve now, pay when you stay
The price is P5,630 per night from Jun 29 to Jun 30
P5,630
P6,558 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (2,892 reviews)
"Nice clean room, wonderful shower and cozy bed."

Reviewed on Jun 25, 2025

Clayton Plaza Hotel & Extended Stay
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?
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.

Popular places to visit

What to do in Oakland

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