Oakland Vacations from $764

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Your Oakland Vacation

Our vacation packages to Oakland give you endless opportunities to discover new sights, sounds and experiences. And with all of the travel arrangements taken care of, you'll be free to enjoy your city getaway without a worry in the world. During your trip to Oakland, give yourself plenty of time for sightseeing. A fantastic place to start exploring is Walnut Point State Park. Don't put off exploring this city any longer. Your dream Oakland vacation is a few clicks away with Expedia.

The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Illini Inn & Suites Hotel - Rantoul/Gifford/Champaign/Urbana

Illini Inn & Suites Hotel - Rantoul/Gifford/Champaign/Urbana

2 out of 5
Price was $846, price is now $764 per person
$764
per person
Jun 25 - Jun 28
found 18 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Champaign (CMI)
8.8/10 Excellent! (422 reviews)
We were there for graduation ceremony. All hotels in Champaign and Urbana were booked. This was available so booked it and was very pleasantly surprised. The room was clean and well made for our arrival. Comfortable beds and hot showers as expected. The staff blew my mind when it comes to being accommodating and courtesy. You don’t find such a service even at a 5 star hotel. It was 20 min driving be from the University. Highly recommend this hotel.

Reviewed on May 17, 2026

Champaign Garden Inn

Champaign Garden Inn

3 out of 5
Price was $895, price is now $776 per person
$776
per person
Jun 25 - Jun 28
found 18 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Champaign (CMI)
9.8/10 Exceptional! (560 reviews)
Gorgeous and very memorable staying

Reviewed on Apr 25, 2026

I Hotel And Illinois Conference Center

I Hotel And Illinois Conference Center

4 out of 5
Price was $1,053, price is now $939 per person
$939
per person
Jun 25 - Jun 28
found 18 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Champaign (CMI)
9.8/10 Exceptional! (2,164 reviews)
Great hotel, clean, modern and the restaurant was great

Reviewed on May 16, 2026

Yugo Guest Suites

Yugo Guest Suites

2 out of 5
Price was $888, price is now $819 per person
$819
per person
Jun 25 - Jun 28
found 18 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Champaign (CMI)
8.8/10 Excellent! (159 reviews)
Shower had black hair in it clearly had not been cleaned

Reviewed on May 16, 2026

AmericInn by Wyndham Urbana/Champaign University Area

AmericInn by Wyndham Urbana/Champaign University Area

3 out of 5
Price was $839, price is now $778 per person
$778
per person
Jun 25 - Jun 28
found 18 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Champaign (CMI)
8.8/10 Excellent! (215 reviews)
Clean room and bathroom, friendly staff. Plenty of parking and in safe area.

Reviewed on May 18, 2026

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Oakland Hotel Deals

Best Western Heartland Inn

Best Western Heartland Inn

2.5 out of 5
1416 Broadway Avenue East Mattoon IL
$85 nightly
The price is $95 total per night from May 24 to May 25
$95 total
May 24 - May 25
Total with taxes and fees
8.2/10 Very Good! (578 reviews)
Great staff and queiet

Reviewed on May 18, 2026

Best Western Heartland Inn
Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E Mattoon IL
$93 nightly
The price is $104 total per night from Jun 8 to Jun 9
$104 total
Jun 8 - Jun 9
Total with taxes and fees
8.8/10 Excellent! (948 reviews)
Bathtub drain was so slow I was in standing water during my shower. Seems to be a common issue with many hotels. Rest of stay was clean and comfortable.

Reviewed on May 17, 2026

Comfort Suites Mattoon East
Hampton Inn Paris

Hampton Inn Paris

2.5 out of 5
2006 South Main Street Paris IL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from May 25 to May 26
$127 total
May 25 - May 26
Total with taxes and fees
9.6/10 Exceptional! (434 reviews)
Clean room and clean breakfast bar and dinning room.

Reviewed on May 18, 2026

Hampton Inn Paris
See all 53 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.

Find the Best Oakland Vacation Packages

Oakland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
University Of Illinois Urbana-Champaign Williard Airport (CMI)
Population
880
Max Temp Winter
35ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does an Oakland vacation package cost?
You can grab a vacation package to this top destination from $764 on Expedia. However, how much your vacation to Oakland costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Oakland?
If you're looking to book a cheap Oakland vacation package, consider traveling in November, December and January. You'll usually find better prices on hotels and flights during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Oakland?
With a well-organized schedule, you can easily tick off the top Oakland sights in a few days. But if you prefer to discover hidden gems or go on day tours, think about booking your Oakland vacation for longer.
How to find the best Oakland package deals?
Landing a cheap Oakland package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Oakland package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book an Oakland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can personalize your Oakland getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Oakland?
Land amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Oakland getaway.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Oakland vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.