Oakdale Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Karen Rinaldo-green
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Oakdale

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
per person
Aug. 1 - Aug. 8
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
7.8/10 Good! (1,000 reviews)
They did a good job with renovations. Very clean. Rooms were small. Bathrooms were small. The continental breakfast was very limited. Did not have much of anything. Location is very convenient.

Reviewed on May 20, 2024

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug. 1 - Aug. 8
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9/10 Wonderful! (1,191 reviews)
We loved everything about it, except for the $45 a day mandatory valet parking.

Reviewed on May 21, 2024

Microtel Inn & Suites by Wyndham York

Microtel Inn & Suites by Wyndham York

2 out of 5
per person
Aug. 1 - Aug. 8
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
8/10 Very Good! (1,000 reviews)
Great place. Make good use of space for the room. Great rate!

Reviewed on May 20, 2024

Howard Johnson Hotel by Wyndham South Portland

Howard Johnson Hotel by Wyndham South Portland

2 out of 5
per person
Aug. 1 - Aug. 8
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
7.2/10 Good! (1,000 reviews)
Clean, comfortable, friendly staff, near airport.

Reviewed on Nov. 2, 2021

Ogunquit Hotel & Suites

Ogunquit Hotel & Suites

2 out of 5
per person
Aug. 1 - Aug. 8
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Nice and quite place.

Reviewed on May 20, 2024

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

5 out of top 10 points of interest in this area
4.5/5(11 area reviews)

Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Wadsworth-Longfellow House, you won't get bored spending a day wandering around this part of Portland.

Find hotel + flight trips in Downtown Portland

Oakdale Hotel Deals

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 CA $220 per night from May 27 to May 28
CA $220
CA $251 total
includes taxes & fees
May 27 - May 28
8.4/10 Very Good! (1,053 reviews)
"Excellent TV screen and easy channel options."

Reviewed on May 19, 2024

The Westin Portland Harborview
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 CA $282 per night from May 27 to May 28
CA $282
CA $360 total
includes taxes & fees
May 27 - May 28
8.8/10 Excellent! (1,123 reviews)
"One of the best hotels we ever stayed in."

Reviewed on May 20, 2024

Portland Harbor Hotel
Casco Bay Hotel, Ascend Hotel Collection
Casco Bay Hotel, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jun. 9 to Jun. 10
CA $122
CA $132 total
includes taxes & fees
Jun 9 - Jun 10
8.6/10 Excellent! (1,495 reviews)
"All good"

Reviewed on May 22, 2024

Casco Bay Hotel, Ascend Hotel Collection
See all 2,174 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oakdale vacation package cost?
Starting from just CA $1,161, 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 vacation?
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 vacation 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 vacation rentals such as beachside villas and spacious residences. The list is almost endless!
Can I choose my airline with an Oakdale Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines around the world. Our vacation 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 vacation package?
If your vacation 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

Image for State Theatre

State Theatre

4.5/5(5 reviews)

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

State Theatre
Image for Portland Museum of Art

Portland Museum of Art

5/5(5 reviews)

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Portland Museum of Art
Image for Victoria Mansion

Victoria Mansion

4/5(9 reviews)

Visit the remarkably preserved 19th-century manor house, located in downtown Portland. Get an authentic impression of life during that era.

Victoria Mansion

Things to do

Image for Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

CA $198
Per adult
Portland: Old Port Seafood Lovers Tour
Image for Sunset Lighthouse Harbor Cruise from Portland's Old Port

Sunset Lighthouse Harbor Cruise from Portland's Old Port

CA $122
Per adult
Sunset Lighthouse Harbor Cruise from Portland's Old Port
Image for Portland, Maine: Old Port Brewery & Pub Walking Tour

Portland, Maine: Old Port Brewery & Pub Walking Tour

CA $121
Per adult
Portland, Maine: Old Port Brewery & Pub Walking Tour
See all activities in Portland

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.