Oakland Vacations from $438

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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.
Days Hotel & Conference Center by Wyndham Danville

Days Hotel & Conference Center by Wyndham Danville

2 out of 5
Price was $445, price is now $438 per person
$438
per person
Nov 7 - Nov 9
found 1 hour ago
Roundtrip non-stop flight included
Washington (IAD) to Champaign (CMI)
6.4/10 (610 reviews)
The one negative aspect of my hotel stay was that I was given a dirty room, but it was resolved when a staff member moved me to a another room. Other than that minor issue, I had an excellent experience.

Reviewed on Sep 22, 2025

Holiday Inn Express Hotel & Suites Danville by IHG

Holiday Inn Express Hotel & Suites Danville by IHG

2.5 out of 5
Price was $534, price is now $506 per person
$506
per person
Nov 7 - Nov 9
found 1 hour ago
Roundtrip non-stop flight included
Washington (IAD) to Champaign (CMI)
8.6/10 Excellent! (455 reviews)
Decent stay. Quiet and safe.

Reviewed on Oct 3, 2025

Americas Best Value Inn Danville

Americas Best Value Inn Danville

2.5 out of 5
Price was $473, price is now $455 per person
$455
per person
Nov 7 - Nov 9
found 1 hour ago
Roundtrip non-stop flight included
Washington (IAD) to Champaign (CMI)
4.6/10 (12 reviews)
Not a whole lot at this exit but there are to cannabis stores-one called 7-point right next door is the better one.

Reviewed on Nov 8, 2024

Hampton Inn & Suites Danville

Hampton Inn & Suites Danville

2.5 out of 5
Price was $539, price is now $524 per person
$524
per person
Nov 7 - Nov 9
found 1 hour ago
Roundtrip non-stop flight included
Washington (IAD) to Champaign (CMI)
8.4/10 Very Good! (525 reviews)
Requested ground floor when I booked online, they put me on 3rd floor. Didn’t even acknowledge my request. Not a great start.

Reviewed on Oct 4, 2025

Towneplace Suites by Marriott Danville

Towneplace Suites by Marriott Danville

3 out of 5
Price was $564, price is now $549 per person
$549
per person
Nov 7 - Nov 9
found 1 hour ago
Roundtrip non-stop flight included
Washington (IAD) to Champaign (CMI)
8.8/10 Excellent! (175 reviews)
Average hotel. Food is mediocre compared to many of the hotels we have stayed at. We chose this place because it was very close to family we were visiting.

Reviewed on Sep 3, 2025

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Oakland Hotel Deals

Unique Suites Hotel

Unique Suites Hotel

2.5 out of 5
920 W Lincoln Ave, Charleston, IL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $122 total per night from Oct 13 to Oct 14
$122 total
Oct 13 - Oct 14
Total with taxes and fees
8.4/10 Very Good! (687 reviews)
"our room was clean but no added amenities. would stay again though!"

Reviewed on Sep 29, 2025

Unique Suites Hotel
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
$82 nightly
The price is $92 total per night from Oct 19 to Oct 20
$92 total
Oct 19 - Oct 20
Total with taxes and fees
7.6/10 Good! (569 reviews)
"Clean hotel and friendly staff. Would stay here again."

Reviewed on Sep 7, 2025

Baymont by Wyndham Tuscola
Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E, Mattoon, IL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $95 total per night from Oct 12 to Oct 13
$95 total
Oct 12 - Oct 13
Total with taxes and fees
8.6/10 Excellent! (821 reviews)
"I was pleasantly surprised by this hotel. My room was clean and comfortable. The check in process was efficient and easy. The hotel is close to many casual dining options. There were several hot options for breakfast. Overall great value for the room rate. I will not hesitate to stay here again when ..."

Reviewed on Sep 24, 2025

Comfort Suites Mattoon East
See all 67 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.

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 $438 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.