Oakland Holidays

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Oakland Holiday

Our pick of the best 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 NZ$269 per night from 31 July to 1 Aug
NZ$269
31 July - 1 Aug
includes taxes & fees
8.4/10 Very Good! (3,823 reviews)
"It is a nice hotel near to Gateway Arch (1 min walk), the only confuse is to parking. Just get in to the garage and go directly to level 2 (green area), then take to elavator for check in. Parking is extra 40usd per day."

Reviewed on 3 Jul. 2025

Hyatt Regency St. Louis at The Arch
The Arch Convention Hotel
The Arch Convention Hotel
3.5 out of 5
811 N 9th Street, St. Louis, MO
Fully refundableReserve now, pay when you stay
The price is NZ$211 per night from 17 July to 18 July
NZ$211
17 July - 18 July
includes taxes & fees
7/10 Good! (1,007 reviews)
Ugh
"Sheets from each room were laying outside of the room for most of the day, rooms were clean but hallways were piles of laundry. Staff were not incredibly knowledgeable of the area, when asked about options in the area for pizza they had no idea, just seemed odd to not know that basic information. ..."

Reviewed on 3 Jul. 2025

The Arch Convention Hotel
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 NZ$180 per night from 20 July to 21 July
NZ$180
20 July - 21 July
includes taxes & fees
8.8/10 Excellent! (2,919 reviews)
"Very nice"

Reviewed on 4 Jul. 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.

Discover the most popular places to visit in Oakland

What to do in Oakland

Frequently asked questions

How much does an Oakland holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday 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 holiday package, consider visiting in January, February and November. You're likely to find lower prices on flights and accommodation during these months --- perfect for travellers wishing to save money.
How many days is enough for Oakland?
The ideal duration of your Oakland holiday 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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Oakland?
If you've got your Oakland holiday 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, favourite 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 holiday package.

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