Oakdale Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Karen Rinaldo-green

Where to stay in Oakdale

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

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 Maine College of Art.

Find hotels in Downtown Portland

Top hotels in Oakdale

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
The price is 4.413.039 ₫ per night from 10 May to 11 May
4.413.039 ₫
5.887.496 ₫ total
10 May - 11 May
includes taxes & fees
9.4/10 Exceptional! (1,754 reviews)
Hotel was within walking distance to everything we wanted! Friendly, helpful staff, bartender was great! Extremely clean hotel, would absoulty stay again!

Reviewed on 4 May 2026

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
The price is 4.181.897 ₫ per night from 26 May to 27 May
4.181.897 ₫
4.626.851 ₫ total
26 May - 27 May
includes taxes & fees
9.4/10 Exceptional! (1,641 reviews)
Excellent location & great service throughout.

Reviewed on 6 May 2026

Portland Regency Hotel & Spa
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
The price is 4.136.714 ₫ per night from 10 May to 11 May
4.136.714 ₫
5.294.268 ₫ total
10 May - 11 May
includes taxes & fees
9.4/10 Exceptional! (1,205 reviews)
This was a very relaxing stay with a helpful

Reviewed on 5 May 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,431 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 1null000null000 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 rentals 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.

Popular places to visit

State Theatre

State Theatre

You can get tickets for a performance at State Theatre during your stay in Portland. Experience the area's great live music and acclaimed theatre scene.

State Theatre
Portland Museum of Art

Portland Museum of Art

4/5(2 reviews)

You can spend time browsing the exhibits at Portland Museum of Art during your travels in Portland. Stroll along the area's waterfront or experience its acclaimed theatre scene.

Portland Museum of Art
Portland Observatory

Portland Observatory

5/5(1 review)

After visiting Portland Observatory, make a plan to see the other sights and activities in Portland. Stroll along the area's seaside or experience its entertainment choices.

Portland Observatory