Oakdale Vacations from $682

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Your Oakdale Vacation

Our Oakdale vacation packages are a simple and practical way to organize and book your next retreat. Uncover the true character of this unique neighborhood without the pressure of planning everything yourself. Wondering what to see and do during your trip to Oakdale? Nearby attractions such as Portland Museum of Art, University of Southern Maine and Victoria Mansion are good places to start. Stop dreaming and start doing. When it's time to lock in your ideal vacation to Oakdale, Expedia will help you get there.

The Latest Oakdale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

Moody
Save 100% on your flight
$682
per person
Oct 11 - Oct 16
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9/10 Wonderful! (1,020 reviews)
Evalina Hotel

Evalina Hotel

Downtown Portland
Save 100% on your flight
$1,702
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
10/10 Exceptional! (7 reviews)
Evalina was more than we expected. Super clean and has every convenience item imaginable. The beds were super comfortable. The communication was spectacular which made everything from check in to checkout s smooth. We will definitely be back and hopefully for a longer stay next time.

Reviewed on Aug 4, 2026

The Weldon Hotel

The Weldon Hotel

Downtown Portland
Save 100% on your flight
$1,412
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.8/10 Exceptional! (106 reviews)
The rooms were clean and spacious. The location was very convenient to the Old port. Parking was right across the street. The only drawback was a mechanical noise that we believe originated from the building next door. This noise made it sometimes difficult to sleep. Having a kitchen and laundry were helpful.

Reviewed on Aug 4, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

West End
Save 100% on your flight
$1,860
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (189 reviews)
This hotel is amazing. The rooms, beds, and all the details are so incredible. I wish I could have stayed longer. Check in was a breeze as well. You can tell they take a lot of care and thought into the property. I will definitely be back

Reviewed on Jul 25, 2026

The Meadowmere Resort

The Meadowmere Resort

Save 100% on your flight
$790
per person
Oct 11 - Oct 16
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
For the money, the rooms were small and check in and check out didn’t allow much time at the resort!!

Reviewed on Aug 6, 2026

Where to stay in Oakdale

Find the best Oakdale areas and neighborhoods for the activities you enjoy most. Learn more about Oakdale
A tree-lined pathway leading to a brick building with a sign reading "Mercy Hospital Service Entrance".

Downtown Portland

4 out of top 10 points of interest in this area

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

Find hotels in Downtown Portland
A marina with boats docked, a wooden pier, and a red brick building with balconies.

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.

Find hotels in Old Port
A lighthouse on a rocky shore with a sailboat in the distance.

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.

Find hotels in West End
A large, cream-colored building with white columns and a white picket fence in front.

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.

Find hotels in Portland Arts District
A red brick building with Gothic architectural features, including pointed arches and a cross on top.

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.

Find hotels in East Bayside

Oakdale Hotel Deals

Clarion Pointe South Portland

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME
Fully refundable
$93 nightly
$101 total
Sep 6 - Sep 7
Total with taxes and fees
7.4/10 Good! (643 reviews)
"Clean comfortable and quiet. Plenty of hot water"

Reviewed on Aug 7, 2026

Clarion Pointe South Portland
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME
Fully refundable
$131 nightly
$145 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (1,609 reviews)
"We were there for a short time. We had no complaints."

Reviewed on Aug 6, 2026

Clarion Hotel Portland Airport ME
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

738 Main Street South Portland ME
Fully refundable
$96 nightly
$104 total
Aug 30 - Aug 31
Total with taxes and fees
Quality Inn & Suites South Portland
See all 2,481 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.
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Where to go when
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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 waterfront or attend a sporting event in the area.
See properties

Southworth Planetarium

Enjoy a stop at Southworth Planetarium, an entertaining place to visit in Portland. Experience the area's great live music and acclaimed theater scene.
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Things to do

Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

$77
per adult
90% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
Portland Lighthouse Boat Cruise with Oysters & Prosecco

Portland Explorer: Boat Cruise with Oysters & Prosecco

$137
per adult
Portland Explorer: Boat Cruise with Oysters & Prosecco
Portland, Maine: Tour in Vintage Fire Engine

Portland, Maine: Tour in Vintage Fire Engine

$45
per adult
90% of travellers recommend
Portland, Maine: Tour in Vintage Fire Engine
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.