Oakland Vacations from $372

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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.
Best Western Paradise Inn

Best Western Paradise Inn

2.5 out of 5
Price was $408, price is now $372 per person
$372
per person
Aug 19 - Aug 21
found 1 day ago
Roundtrip flight included
Houston (HOU) to Champaign (CMI)
8.4/10 Very Good! (660 reviews)
Great location. Friendly staff. The room was a good size. Everything was clean and felt safe. The free dinner buffet and bar drinks are very nice perks.

Reviewed on Jun 25, 2026

Champaign Garden Inn

Champaign Garden Inn

3 out of 5
Price was $799, price is now $698 per person
$698
per person
Aug 6 - Aug 10
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Champaign (CMI)
9.8/10 Exceptional! (571 reviews)
Everything was perfect!

Reviewed on Jun 22, 2026

Motel 6 Urbana, IL

Motel 6 Urbana, IL

2 out of 5
Price was $1,468, price is now $1,326 per person
$1,326
per person
Sep 2 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Champaign (CMI)
8/10 Very Good! (770 reviews)
Staf was very nice. Room was clean but, most important to me, it was fragrance free. No lingering scents from cleaning products or laundry soap. And no cigarette smoke, either. (People are jerks and will smoke in smoke free rooms.)

Reviewed on Jun 24, 2026

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

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

2 out of 5
Price was $721, price is now $652 per person
$652
per person
Aug 6 - Aug 10
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Champaign (CMI)
8.8/10 Excellent! (460 reviews)
Had great staff. Would stay there again!!

Reviewed on Jun 17, 2026

Best Western University Inn

Best Western University Inn

2.5 out of 5
Price was $766, price is now $710 per person
$710
per person
Aug 6 - Aug 10
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Champaign (CMI)
7.8/10 Good! (1,007 reviews)
The front desk staff was delightful. The room was big. The bed was a little bit squishy for my taste. The free breakfast was amazing! The variety of foods was incredible, including make your own waffles, bagels, hard-boiled eggs, oatmeal, eggs, and bacon, fresh vanilla yogurt, with toppings to make a parfait, variety of juices, and of course, coffee.

Reviewed on Jun 12, 2026

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Stay near popular Oakland attractions

Walnut Point State Park

8.0/5 (1 review)
You can take time to visit Walnut Point State Park during your travels to Oakland.
See properties

Oakland Hotel Deals

Best Western Heartland Inn

Best Western Heartland Inn

2.5 out of 5
1416 Broadway Avenue East Mattoon IL
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $89 total per night from Jul 6 to Jul 7
$89 total
Jul 6 - Jul 7
Total with taxes and fees
8.2/10 Very Good! (600 reviews)
"NIGHTMARE STAY! Several flying bugs throughout room. Bathroom was infested with what looked like roaches or some sort of beetles crawling inside the tub, sink and all over the floor & walls. Took pics and video to show General Manager, Celeste. After having to make several calls over a 2 week period ..."

Reviewed on Jun 24, 2026

Best Western Heartland Inn
Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG

2.5 out of 5
121 Swords Dr Mattoon IL
Fully refundable
$103 nightly
The price is $115 total per night from Jul 6 to Jul 7
$115 total
Jul 6 - Jul 7
Total with taxes and fees
8.2/10 Very Good! (804 reviews)
"Property is old and hasnt been remodeled in quite some time. Landscaping is overgrown and taken care of. Room is old with no plug-ins for phones near bed. Had to unplug the alarm clock to plug in my phone. Stains in the carpet and carpet felt dirty. Bed was comfortable and Bathroom was nice. Tv did ..."

Reviewed on Jun 19, 2026

Holiday Inn Express & Suites Mattoon by IHG
Baymont by Wyndham Tuscola

Baymont by Wyndham Tuscola

2.5 out of 5
1006 Southline Road Tuscola IL
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $83 total per night from Jul 12 to Jul 13
$83 total
Jul 12 - Jul 13
Total with taxes and fees
7.6/10 Good! (634 reviews)
"Everything was fine"

Reviewed on Jun 25, 2026

Baymont by Wyndham Tuscola
See all 51 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 $372 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.