Oakdale Holidays

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to £335 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected

Your Oakdale Holiday

Your next great adventure beckons with a holiday package to Oakdale. Excitement, fun and nonstop good times — you're bound to find it in this neighbourhood. Kick off your trip to Oakdale by checking out nearby attractions such as Portland Museum of Art, University of Southern Maine and Victoria Mansion. Expedia can put your plans into action. Book your perfect Oakdale holiday now.

Where to stay in Oakdale

Find the best Oakdale areas and neighborhoods for the activities you enjoy most. Learn more about Oakdale
State Street Church

Downtown Portland

4 out of top 10 points of interest in this area
3.5/5(2 area reviews)

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 Wadsworth-Longfellow House.

Find hotels in Downtown Portland

Top hotels in Oakdale

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is £79 per night from 2 Mar to 3 Mar
£79
2 Mar - 3 Mar
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Room and room service was great. Awesome location as well.

Reviewed on 8 Feb 2026

The Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is £63 per night from 19 Feb to 20 Feb
£63
19 Feb - 20 Feb
includes taxes & fees
8/10 Very Good! (1,343 reviews)
Entire staff was top notch.Thanks to Drew mgr and Mathew.Recommend this place highly

Reviewed on 3 Feb 2026

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,757 reviews)
Really nice room. Tub, separate shower, nice linens.

Reviewed on 7 Feb 2026

Get rates
Portland Harbor Hotel
See all 2,332 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Oakdale travel package cost?
Starting from just , a travel package is your ticket to affordable travel. Create your own Oakdale getaway by picking from our great range of airfares, hotels and rental cars.
If I'm not able to travel, can I cancel my Oakdale travel package?
If your holiday plans in Oakdale have been upended, it's a relief to know that you can cancel your booking. If your booking was made less than 24 hours ago, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge fees. For more details, visit our Customer Service Portal.
How do I get a cheap travel package to Oakdale?
You'll save piles of cash if you bundle your flights, hotels and car rentals into an Oakdale travel package. Sometimes cheap packages mean fewer choices. But that's not the case with Expedia. We offer more than 550 partner airlines and 1,000,000 properties across the world, so you'll always have plenty of options to choose from. Like to save even more? Add some exciting activities to your package deal to unlock even more discounts! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Oakdale holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a dream getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
  • Low deposit holidays: When you stumble on an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Oakdale?
A trip to Oakdale isn't complete until you've seen University of Southern Maine and Portland Museum of Art. Book somewhere close by and easily access these famous tourist attractions.
What are the top hotels in Oakdale?
The Westin Portland Harborview and Embassy Suites by Hilton Portland Maine are a couple of the most well-known hotels in Oakdale. Why not take a look at the rates and amenities at each and then decide?
How far in advance should I book my Oakdale holiday?
To land discount prices, book nice and early. Airlines generally begin selling tickets, along with some of the lowest fares, around 12 months in advance. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you've decided on a last-minute getaway to Oakdale, there are always lots of great bargains to be had on Expedia. Check them out now!
What does an Expedia Oakdale travel package include?
That depends on what type of escape you have in the works. Oakdale travel deals can include flights, car rentals and hotels. You can mix and match to find the bundle that suits your style and budget. You can also add on activities and experiences after you've booked to score even bigger discounts.
What should I know before booking an Oakdale travel package?
Bundling your bookings into an Oakdale travel package is the most convenient way to organise your trip. Not only that, you'll save big when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with an Oakdale Expedia travel package?
Yes, you can. We offer more than 550 airline partners throughout the world, so select the carrier that suits your budget needs.

Popular places to visit

East End Beach featuring 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

Casco Bay Lines Ferry Terminal

Explore the waterfront in Portland with a trip to Casco Bay Lines Ferry Terminal. Discover the top-notch restaurants and great live music in this family-friendly area.

Casco Bay Lines Ferry Terminal

Portland Exposition Building

Learn about the events happening in Portland Exposition Building during your trip to Portland. Experience the area's acclaimed theatre scene and great live music.

Portland Exposition Building

Things to do

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

£7
per traveller
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

£12
per traveller
Portland Smartphone Audio Tour: Self-Guided Drive
Portland Maine App-Based Driving & Walking Audio Tour Bundle

Portland Maine App-Based Driving & Walking Audio Tour Bundle

£18
per traveller
Portland Maine App-Based Driving & Walking Audio Tour Bundle
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. Flight-inclusive packages are ATOL protected.