Oakland Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Oakland

Woodspring Suites Sumter Near Shaw Afb
Woodspring Suites Sumter Near Shaw Afb
2.5 out of 5
2715 Broad Street, Sumter, SC
Fully refundableReserve now, pay when you stay
The price is S$170 per night from 2 Jul to 3 Jul
S$170
2 Jul - 3 Jul
includes taxes & fees
8/10 Very Good! (25 reviews)
"The property is new and very clean, no complaints. Friendly staff and knowledgeable of the area."

Reviewed on 29 Jun, 2025

Woodspring Suites Sumter Near Shaw Afb
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
220 Wall St, Camden, SC
Fully refundableReserve now, pay when you stay
The price is S$152 per night from 20 Jul to 21 Jul
S$152
20 Jul - 21 Jul
includes taxes & fees
7.4/10 Good! (573 reviews)
"Clean & quiet! Wish they would change the breakfast up it’s the same EVERYDAY-sausage & egg what happened to bacon or ham ? Also they filled in a very nice pool with dirt !"

Reviewed on 24 Jun, 2025

Comfort Inn & Suites
Sumter Inn
Sumter Inn
2 out of 5
2390 Broad St, Sumter, SC
Fully refundableReserve now, pay when you stay
The price is S$97 per night from 1 Aug to 2 Aug
S$97
1 Aug - 2 Aug
includes taxes & fees
6.8/10 (37 reviews)
"Well the service is great they have a restaurant with good food good staff"

Reviewed on 5 May, 2025

Sumter Inn
See all 75 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.

Frequently asked questions

How much does an Oakland holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday to Oakland costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Oakland?
If you'd like to book a cheap Oakland holiday package, consider planning a trip in January, February and October. You'll generally find lower prices on flights and accommodation during these quieter months --- ideal for travellers wishing to save money.
How many days is enough for Oakland?
Usually, a handful of days is enough to explore the major attractions during your Oakland holiday. But if you'd like to have time to relax or go on day tours, consider extending your trip.
How to find the best Oakland package deals?
Use Expedia's handy filters to help you find some terrific Oakland package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Oakland package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package well in advance.
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 trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Oakland?
If you're planning an impromptu Oakland adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Oakland?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to escape to Oakland.
  2. Set your budget: Factor in expenses like transportation, flights and meals when working out how much to put aside for your trip to Oakland. Then, select a hotel that matches your budget, whether that's an affordable stay or a more luxurious retreat.
  3. Decide how many days away: Start by listing all the activities and attractions you want to experience in Oakland. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick an Oakland holiday package that brings all your bookings together.

Popular places to visit

Sumter Mall

You can do some window-shopping at Sumter Mall during your trip to Sumter. While you're here, you can savour the top-notch restaurants.

Sumter Mall

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.