Oakdale Vacations

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Your Oakdale Vacation

Your next great adventure beckons with a vacation package to Oakdale. Excitement, fun and nonstop good times — you're bound to find it in this neighborhood. 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 vacation now.

The Latest Oakdale Vacation Packages

Prices and availability subject to change. Additional terms may apply.
Residence Inn by Marriott Portland Downtown Waterfront

Residence Inn by Marriott Portland Downtown Waterfront

3 out of 5
East Bayside
per person
Jul 8 - Jul 11
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.8/10 Excellent! (1,001 reviews)
An outdated property but great location that serves our family purpose and needs. Staff was friendly; although no one really smiled with the exception of the front desk when we inquired to update our key cards. We are not sure if we stay here next time. May need to opt to a newer facility. Pros included pet friendly, pool and free breakfast. My little one did enjoy anll three and all three did put a smile on her face. Cushions on couches were old and didn’t feel clean. We have been frequenting this area for the last 7-8 years and have stayed here each time. Many great family memories but I think we may have outgrown this hotel. We prefer clean and new. Wished the lobby smell was the smell in our room.

Reviewed on Apr 19, 2024

Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
8.6/10 Excellent! (313 reviews)
Great place to relax and wind down. The innkeepers where excellent.

Reviewed on Oct 28, 2023

Hidden Pond

Hidden Pond

4 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
8/10 Very Good! (6 reviews)
White Barn Inn & Spa, Auberge Resorts Collection

White Barn Inn & Spa, Auberge Resorts Collection

5 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
9.6/10 Exceptional! (74 reviews)
Trash outside picture window to forest, under bathroom sink a bit scary, coffee order in morning was never delivered correctly

Reviewed on Apr 13, 2023

Inn By The Sea

Inn By The Sea

4 out of 5
per person
Jul 8 - Jul 11
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (221 reviews)
Excellent service from the time that we arrived to the end of the reservation!! We will come back soon

Reviewed on Mar 31, 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(326 area reviews)

Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.

Find hotel + flight trips in Downtown Portland

Oakdale Hotel Deals

Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is $85 per night from Apr 28 to Apr 29
$85
$94 total
includes taxes & fees
Apr 28 - Apr 29
7.4/10 Good! (1,001 reviews)
"Great experience!"

Reviewed on Apr 22, 2024

Ramada Plaza by Wyndham Portland
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 $178 per night from May 6 to May 7
$178
$202 total
includes taxes & fees
May 6 - May 7
8.4/10 Very Good! (1,060 reviews)
Best location in Portland
"Fantastic (the best for comparable hotels) location. The room can feel dated compared to something like AC hotel, which is on the water but not central. Service is great, the Windows have interesting visitas. Bathrooms are dated and rooms are tighter than comparable."

Reviewed on Apr 18, 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 $161 per night from Apr 28 to Apr 29
$161
$178 total
includes taxes & fees
Apr 28 - Apr 29
9/10 Wonderful! (1,166 reviews)
"Loved the spacious rooms and atmosphere"

Reviewed on Apr 24, 2024

Portland Harbor Hotel
See all 2,146 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

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Oakdale vacation package cost?
Starting from just $533, 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(88 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

4.5/5(255 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

4.5/5(121 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

$146
Per adult
Portland: Old Port Seafood Lovers Tour
Image for Portland, Maine: Old Port Brewery & Pub Walking Tour

Portland, Maine: Old Port Brewery & Pub Walking Tour

$89
Per adult
Portland, Maine: Old Port Brewery & Pub Walking Tour
Image for Central Coastal Maine Private Day Tour

Central Coastal Maine Private Day Tour

$300
Per adult
Central Coastal Maine Private Day 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.