Oakland Holidays

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Your Oakland Holiday

Our holiday 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 holiday is a few clicks away with Expedia.

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

Top hotels in Oakland

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
The price is £73 per night from 18 Sept to 19 Sept
£73
18 Sept - 19 Sept
includes taxes & fees
8.6/10 Excellent! (794 reviews)
"Very nice stay"

Reviewed on 19 Aug 2025

Comfort Suites Mattoon East
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 £87 per night from 1 Sept to 2 Sept
£87
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (584 reviews)
"Older but very clean nice pool great staff"

Reviewed on 18 Aug 2025

Holiday Inn Express Tuscola by IHG
Unique Suites Hotel

Unique Suites Hotel

2.5 out of 5
920 W Lincoln Ave, Charleston, IL
Fully refundableReserve now, pay when you stay
The price is £89 per night from 21 Sept to 22 Sept
£89
21 Sept - 22 Sept
includes taxes & fees
8.4/10 Very Good! (670 reviews)
Cool place in Charleston.
"Other than the fact that there was an all day kids birthday party at the pool the one day we planned to chill and swim, I have zero complaints. The room was clean, the staff was friendly and helpful and I will definitely book there again."

Reviewed on 18 Aug 2025

Unique Suites Hotel
See all 64 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Oakland travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Oakland from just . And the more you bundle, the more dollars you save. Your dream escape has never been more affordable.
If I'm not able to travel, can I cancel my Oakland travel package?
It's hard to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your Oakland travel package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Oakland?
Bundle your flights and hotels with Expedia to save big on your next trip. With over 550 partner airlines and 1,000,000 hotels around the globe, your Oakland travel package can be customized exactly to suit your travel style. With all those extra dollars, why not add a few interesting experiences and tours? It's an easy way to unlock even more discounts. That dream holiday to Oakland is much closer than you thought!
Does Expedia offer Book Now, Pay Later Oakland holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply click on the payment plan that suits you best during the checkout process and take the stress out of budgeting for your trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If making bite-sized repayments each month works for you, choose this option at checkout.
  • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you want to grab an awesome deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your getaway.

What are the top hotels in Oakland?
Holiday Inn Express & Suites Mattoon, an IHG Hotel and Days Inn by Wyndham Charleston are among the most sought-after hotels in Oakland. Why not have a look at the rates and facilities at each and then make a decision?
How far in advance should I book my Oakland holiday?
Get rewarded with the widest variety at the lowest prices by booking your Oakland adventure nice and early. Air carriers usually publish flights anywhere up to a year before departure, so start locking things in as soon as you can. That being said, Expedia is dedicated to giving you the best bargains around, so it's always a good time to book your dream holiday!
What does an Expedia Oakland travel package include?
From airfares and hotels to rental cars, Expedia can help you craft an Oakland package that works for you. Heading off for a while? Consider a rental car, flight and hotel bundle. If you can only squeeze in a quick getaway, a hotel and flight deal could be more your style. Experiences can also be added after you've booked. Our packages make it simple to save and plan.
What should I know before booking an Oakland travel package?
Design deals that match your budget with an Expedia package. Airfares, hotels, rental cars — we have them all. You'll save a tidy sum just by bundling your bookings. Whether you're heading away on a skiing adventure or sunning yourself on a warm beach, your dream getaway is just a few clicks away.
Can I choose my airline with an Oakland Expedia travel package?
Yes, you're in charge. We offer more than 550 airlines across the globe, so you can customize your Oakland trip according to your travel preferences.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.