Oakland Holidays

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Your Oakland Holiday

The lively city of Oakland is calling. Discover all its secrets with an Oakland holiday package that's customised to you. A trip to Oakland wouldn't be complete without swinging by some popular attractions, such as Walnut Point State Park. Whoever you're travelling with and whatever you plan to spend, your ultimate Oakland holiday is just a few clicks away with Expedia.

Oakland Holiday

Oakland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
University Of Illinois Urbana-Champaign Williard Airport (CMI)
Population
880
Max Temp Winter
2ºC
Max Temp Summer
27ºC

Our pick of the best Oakland Hotel Deals

Comfort Suites Mattoon

Comfort Suites Mattoon

2.5 out of 5
1408 Broadway Ave E, Mattoon, IL
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 3 Aug to 4 Aug
AU$157
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (776 reviews)
"The room was very clean and very well lit. I loved all the mirrors and beautiful wood doors. The sink was in the room and not in the bathroom for privacy. I do believe this room was designed by a woman. I loved it"

Reviewed on 17 Jul. 2025

Comfort Suites Mattoon
Holiday Inn Express Tuscola by IHG

Holiday Inn Express Tuscola by IHG

2.5 out of 5
1201 Tuscola Blvd, Tuscola, IL
Fully refundable
The price is AU$170 per night from 24 Aug to 25 Aug
AU$170
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (576 reviews)
"The beds were very comfortable! Front desk staf was great!"

Reviewed on 21 Jul. 2025

Holiday Inn Express Tuscola 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
The price is AU$118 per night from 3 Aug to 4 Aug
AU$118
3 Aug - 4 Aug
includes taxes & fees
7.6/10 Good! (544 reviews)
"The staff was amazing"

Reviewed on 29 Jun. 2025

Baymont by Wyndham Tuscola
See all 66 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does an Oakland holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday to Oakland costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Oakland?
January, February and November are the best times to look for cheap Oakland holiday packages. Opting to travel in quieter periods means you can typically find lower prices on flights and hotels.
How many days is enough for Oakland?
Usually, a handful of days is enough to check out the major attractions during your Oakland holiday. However, if you want to have more time to kick back or take day trips, think about extending your itinerary.
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," "Traveller 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 holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can personalise 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 holiday 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.
How to plan a trip to Oakland?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Oakland.
  2. Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to activities and flights. Your accommodation will likely be the biggest expense during your trip to Oakland.
  3. Decide how long to go away for: Now that you're up to speed on Oakland, you can figure out the right length of your break. Create a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalised Oakland holiday package.

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