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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    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Oakland

Maine Evergreen Hotel, Ascend Hotel Collection
Maine Evergreen Hotel, Ascend Hotel Collection
2.5 out of 5
65 Whitten Rd, Augusta, ME
Fully refundableReserve now, pay when you stay
The price is S$205 per night from 27 Nov to 28 Nov
S$205
includes taxes & fees
27 Nov - 28 Nov
9/10 Wonderful! (1,001 reviews)
"Amazing old hotel"

Reviewed on 21 Nov,2024

Maine Evergreen Hotel, Ascend Hotel Collection
Holiday Inn Express & Suites Waterville - North, an IHG Hotel
Holiday Inn Express & Suites Waterville - North, an IHG Hotel
2.5 out of 5
332 Main St, Waterville, ME
Fully refundable
The price is S$151 per night from 1 Dec to 2 Dec
S$151
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (670 reviews)
"Everyone was very polite"

Reviewed on 18 Nov,2024

Holiday Inn Express & Suites Waterville - North, an IHG Hotel
Senator Inn & Spa
Senator Inn & Spa
3 out of 5
284 Western Ave, Augusta, ME
Fully refundableReserve now, pay when you stay
The price is S$219 per night from 24 Nov to 25 Nov
S$219
includes taxes & fees
24 Nov - 25 Nov
7.6/10 Good! (1,002 reviews)
"Jessica at the front desk was so welcoming, accommodating and delightful! She exemplified excellence in customer service and is friendly and helpful 😀"

Reviewed on 14 Nov,2024

Senator Inn & Spa
See all 478 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?
Custom build your Oakland holiday package from an affordable . Choose from any combination of flights, hotels and rental cars to craft the getaway you’ve been dreaming about for ages. Remember to add on a few experiences or tours!
How do I get a cheap travel package to Oakland?
Booking a hotel and flight together with Expedia won’t just save precious time — it’ll save you money too. An Oakland holiday package makes it a breeze to put together your ideal trip. With more than 550 airlines throughout the world to choose from, finding flights that fit your busy schedule won’t be a problem. In addition to that, we’ve got over 1,000,000 hotels globally to take your pick of. Now that’s what we call choice. Whatever your budget, Expedia puts the world within your reach.
Where should I stay in Oakland?
If you’ll be checking out Thomas College, maximize your time sightseeing and find a place to stay nearby. It’s one of the best attractions in Oakland.
What are the top hotels in Oakland?
When it comes to comfortable and convenient places to stay in Oakland, you can’t beat Lake Front With Amazing Sunsets On Mcgrath Pond. Browse its deals and pick up a bargain.
How far in advance should I book my Oakland holiday?
Reserving your flights early with Expedia means one less thing to worry about. Most carriers display prices up to a year in advance. This is often the cheapest time to book. If circumstances have left you booking late, last-minute deals to Oakland occasionally appear a few weeks before departure.
What does an Expedia Oakland travel package include?
From hotels and flights to rental cars, Expedia can help you put together an Oakland package that suits you. Heading off for a few weeks? Look into a hotel, rental car and flight bundle. If you’re taking a quick break, a hotel and airfare deal may suit you better. Activities can also be added once you’ve made your booking. Our travel packages make it easy to plan and save.
Can I choose my airline with an Oakland Expedia holiday package?
Yes — that’s one of the best things about an Expedia holiday package. You get to decide. We have more than 550 partner airlines globally, so you have loads of choice when putting together your Oakland getaway.
If I'm not able to travel, can I cancel my Oakland holiday package?
It’s difficult to predict what the future holds, so it’s comforting to know that you can cancel or change your Oakland holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

* 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.