Oakdale Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Oakdale
Price found within the past 48 hours. Click for updated prices.
The Meadowmere Resort
CA $1,676
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
8.6/10 Excellent! (1,002 reviews)
Room was clean and staff was helpful but this is supposed to a good quality hotel yet it’s on the main road with lots of associated noice including morning garbage pickup, etc. Also this property has absolutely no view.
Reviewed on Aug 26, 2026
Where to stay in Oakdale
Find the best Oakdale areas and neighborhoods for the activities you enjoy most. Learn more about Oakdale
Downtown Portland
4 out of top 10 points of interest in this area
Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Merrill Auditorium, you won't get bored spending a day wandering around this part of Portland.
Old Port
Cobblestone streets, 19th-century brick buildings, and fishing piers define this district, offering boutiques, restaurants, and bars. Explore Post Office Park, Tommy's Park with its large mural, and stroll the Eastern Promenade Trail to East End Beach.
West End
Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion.
Portland Arts District
The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip.
East Bayside
Bordered by Franklin Street and Washington Avenue, East Bayside offers a community arts venue, Mayo Street Arts, and the relaxing green space of Kennedy Park. Explore nearby Old Port and Munjoy Hill.
Oakdale Hotel Deals
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Fully refundable
CA $94
CA $103 total
Sep 27 - Sep 28
includes taxes & fees
7.2/10 Good! (732 reviews)
"Was once a nice place but it’s being run hard and not reinvested in. Bed was comfortable but over all, it’s mid and not looking like it’s being taken care of."
Reviewed on Aug 26, 2026
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
CA $109
CA $118 total
Sep 2 - Sep 3
includes taxes & fees
6.4/10 (1,091 reviews)
"The bed was rock hard, the ac was extremely loud and the facet was broken. The room was clean and breakfast was ok, but not sure if I'd stay there again."
Reviewed on Aug 26, 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
CA $152
CA $168 total
Sep 2 - Sep 3
includes taxes & fees
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 vacation package cost?
Starting from just CA $946, 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.
Stay near popular Oakdale attractions
University of Southern Maine
8.2/10 (233 reviews)
Explore the campus of University of Southern Maine during your stay in Portland. Stroll along the seaside or attend a sporting event in the area.
Southworth Planetarium
Enjoy a stop at Southworth Planetarium, an entertaining place to visit in Portland. Experience the area's acclaimed theater scene and great live music.
Things to do
Sunset Windjammer Cruise Along the Coast of Portland Maine
CA $107
per adult
90% of travellers recommend
Morning Lighthouse Cruise Along the Coast of Portland Maine
CA $83
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.