Oakdale Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Karen Rinaldo-green

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Our guide on where to stay in Oakdale

Find the best Oakdale areas and neighborhoods for the activities you enjoy most. Learn more about Oakdale
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Downtown Portland

4 out of top 10 points of interest in this area
4/5(1 area review)

A noteworthy feature of Downtown Portland is its captivating waterfront views. While you're in town, be sure to stop and check out Cross Insurance Arena and Merrill Auditorium.

Find hotels in Downtown Portland

Our pick of the best Oakdale Hotel Deals

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$125 per night from 11 Jan to 12 Jan
NZ$125
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,651 reviews)
Clean room

Reviewed on 13 Dec 2025

Tru by Hilton Portland Airport Area
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$276 per night from 18 Dec to 19 Dec
NZ$276
18 Dec - 19 Dec
includes taxes & fees
9.2/10 Wonderful! (1,712 reviews)
Lovely stay in a beautiful room, appreciated the upgrade. Easy walk to downtown activities.

Reviewed on 12 Dec 2025

Portland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,549 reviews)
Perfect location, great hospitality.

Reviewed on 12 Dec 2025

Get rates
Portland Regency Hotel & Spa
See all 2,350 properties in Oakdale
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 Oakdale holiday package cost?
Starting from just , a package is your gateway to inexpensive travel. Custom make your Oakdale trip by selecting from our wide range of hotels, flights and rental cars.
How do I get a cheap travel package to Oakdale?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we've got it all. Choose a combination that suits your style and see your savings grow. We know a travel package is never a one-size-fits-all. That's why we offer more than 550 partner airlines and 1 000 000 hotels throughout the world, which lets you customize your Oakdale adventure.
Where should I stay in Oakdale?
Urban adventurers come from all corners of the globe to see University of Southern Maine and Portland Museum of Art in Oakdale. Book a room close to these must-see attractions to make sightseeing a breeze.
What are the top hotels in Oakdale?
Mid Century Modern With 650 Sq Ft Living Room And 350 Sq Ft Master Bedroom and Newly Renovated 2nd Floor Apt Near Usm are a couple of the most popular hotels in Oakdale. Why not have a look at the facilities and rates at each and then make up your mind?
How far in advance should I book my Oakdale holiday?
While not all air carriers advertise ticket prices early, customers are usually able to compare international airfares on Expedia up to 12 months in advance. This is the time you can score some fantastic bargains. If you're booking at the last minute, you might still be in luck. Sometimes the cheapest prices become available only weeks prior to departure.
What does an Expedia Oakdale travel package include?
That depends on you. You can pick from a range of Oakdale bundles, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your perfect Oakdale break looks like, get ready to save!
What should I know before booking an Oakdale travel package?
Booking all the parts of your holiday together is one of the best ways to save. Combine your airfares, rental cars and hotels into a neat package. But you're not limited to hotels. Expedia offers all kinds of properties, including holiday homes such as beachside villas and spacious residences. The list is almost endless!
Can I choose my airline with an Oakdale Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our holiday packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Oakdale holiday package?
If your holiday plans in Oakdale have changed, it's a relief to know that you can cancel or amend your booking. If you booked within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may charge fees. For more information, check our Customer Service Portal.

Discover the most popular places to visit in Oakdale

East End Beach showing general coastal views and a beach as well as a small group of people

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

East End Beach

Thompson's Point

4/5(1 review)

Commune with nature and explore the great outdoors at Thompson's Point during your travels in Portland. Stroll along the waterfront or attend a sporting event in the area.

Thompson's Point

University of New England

Walk around the campus at University of New England during your visit to Portland. Stroll along the waterfront or attend a sporting event in the area.

University of New England

Activities

Self-Guided Driving & Walking Bundle of Portland Maine Tours

Portland Maine Self-Guided Driving & Walking Audio Tour Bundle

NZ$39
per adult
100% of travellers recommend
Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
Ultimate Portland Self-Guided Driving GPS Audio Tour

Ultimate Portland Self-Guided Driving GPS Audio Tour

NZ$29
per traveller
100% of travellers recommend
Ultimate Portland Self-Guided Driving GPS Audio Tour
Tour of Palace & Monument of Marrakech

Tour of Palace & Monument of Marrakech

NZ$68
per adult
76% of travellers recommend
Tour of Palace & Monument of Marrakech
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.