Oakland Holidays

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Top hotels in Oakland

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 Rp1.951.147 per night from 5 Jul to 6 Jul
Rp1.951.147
Rp2.228.884 total
5 Jul - 6 Jul
includes taxes & fees
8.2/10 Very good! (766 reviews)
"We have stayed at the hotel over the years when we go to Charleston. This year was a little different...new owners took over on the first of June. They are going through a process, but we are hoping it will be better next summer. Good luck to the new owners!"

Reviewed on 30 Jun 2026

Unique Suites Hotel
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
The price is Rp1.413.799 per night from 6 Jul to 7 Jul
Rp1.413.799
Rp1.583.171 total
6 Jul - 7 Jul
includes taxes & fees
8.2/10 Very good! (602 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 24 Jun 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
The price is Rp1.790.700 per night from 9 Jul to 10 Jul
Rp1.790.700
Rp2.005.226 total
9 Jul - 10 Jul
includes taxes & fees
8.2/10 Very good! (808 reviews)
"Staff allows us use of a meeting room, for family gatherings during evenings."

Reviewed on 30 Jun 2026

Holiday Inn Express & Suites Mattoon by IHG
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.

Stay near popular Oakland attractions

Walnut Point State Park

8.0/10 (1 review)
You can take time to visit Walnut Point State Park during your travels to Oakland.
See properties

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.

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