A river with a rocky shoreline, a few houses, and bare trees.

Photo by Karen Rinaldo-green

Oakdale Holidays

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  • Your Oakdale Holiday

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

    Where to stay in Oakdale

    Find the best Oakdale areas for the activities you enjoy most.

    A large, historic building with a prominent clock tower and arched windows.

    A building with a large arched window and a sign that reads "STATE".

    A marina with boats docked along a waterfront, a row of multi-story buildings with balconies, and a clear blue sky.

    Photo by Assya A

    A harbor with boats and a fence covered in padlocks.

    Photo by Marina Timo

    A lighthouse and a house with a red roof by the sea.

    Photo by David Robertson

    View properties in map for Downtown Portland

    Downtown Portland

    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 Merrill Auditorium.

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    An aerial view of a coastal city with dense urban development, a marina, and a large body of water.

    A marina with boats docked, a wooden pier, and a red brick building with balconies.

    A harbor with various boats docked, including a yellow and white tugboat named "SEA TOW" and a larger vessel named "ALUCISCUO III".

    A street lined with historic buildings, a motorcyclist crossing the street, and pedestrians on the sidewalk.

    A historic street with vintage buildings, a cobblestone plaza, and a statue.

    View properties in map for Old Port

    Old Port

    Explore the cobblestone streets in Portland’s historic district, which combines a wealth of history with a thoroughly modern city experience.

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    The Victoria Mansion Historic House Museum with a clear blue sky in the background.

    A row of colorful Victorian houses with distinct front doors and white railings.

    Photo by Ana Lei

    A lighthouse on a rocky shore with a sailboat in the distance.

    Photo by Alan Folsom

    A historic building with a prominent tower, arched windows, and a balcony with draped fabric.

    Photo by Karen Rinaldo-green

    A historic building with ornate architectural details, large windows, and a prominent corner entrance.

    Photo by Karen Rinaldo-green

    View properties in map for West End

    West End

    If you're spending some time in West End, Victoria Mansion and Portland Fire Museum are top sights worth seeing.

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    A historic building with a sign reading "Portland Museum of Art McLellan House."

    An art gallery with wooden floors, white walls, and framed paintings.

    The Portland Museum of Art entrance with a large sculpture in the foreground.

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

    An art gallery with various paintings and sculptures.

    View properties in map for Portland Arts District

    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.

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    An aerial view of a coastal town with houses, a parking lot, and a rocky shoreline.

    A blue and yellow building labeled "Miss Portland" and "Booth Service" with a sign above it that reads "DINER".

    Photo by Karen Rinaldo-green

    View properties in map for West Bayside

    West Bayside

    When in West Bayside, you can plan a visit to Merrill Auditorium and Cross Insurance Arena, some noteworthy sights in the nearby area.

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    Discover the most popular places to visit in Oakdale

    University of Southern Maine

    Rating: 8.2/10 (233 reviews)

    Enjoy the student vibe at University of Southern Maine as part of your travels around Portland. Stroll along the seaside or attend a sporting event in the area.

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    Southworth Planetarium

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

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    What to do near Oakdale

    Phantoms, Penance, and Poltergeists: Portland, ME Ghost Tour

    Phantoms, Penance, and Poltergeists: Portland, ME Ghost Tour

    £24

    per adult

    0% of travellers recommend

    Portland Self-Guided Driving Audio Tour

    Portland Smartphone Audio Tour: Self-Guided Drive

    £13

    per traveller

    100% of travellers recommend

    Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

    Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

    £7

    per traveller

    48% of travellers recommend

    See all activities near Oakdale

    Oakdale Hotel Deals

    Holiday Inn Portland-By the Bay by IHG

    A swimming pool with lounge chairs and tables, indoor lighting, and a ceiling with ventilation.
    • Address: 88 Spring St, Portland, ME, 04101, US
    • Location: Portland Arts District, 1.2 mi from Oakdale
    • Star rating: 4/5
    • Guest rating: 9/10 (Wonderful, 1697 reviews)
    • Price: £73, includes taxes & fees, 13 Dec - 14 Dec
    • Review: Perfect location for the state theater and civic center, food choices . Their shuttle service rocks!

    The Westin Portland Harborview

    A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.
    • Address: 157 High St, Portland, ME, 04101, US
    • Location: Downtown Portland, 1 mi from Oakdale
    • Star rating: 4/5
    • Guest rating: 9/10 (Wonderful, 1010 reviews)
    • Price: £76, includes taxes & fees, 6 Dec - 7 Dec

    Moxy Portland Thompson's Point

    An outdoor seating area with a modern chair and a planter with flowers.
    • Address: 220 THOMPSONS POINT ROAD, Portland, ME, 04102, US
    • Location: 0.9 mi from Oakdale
    • Star rating: 2.5/5
    • Guest rating: 8.6/10 (Excellent, 56 reviews)
    • Price: £82, includes taxes & fees, 22 Nov - 23 Nov
    • Review: The phoned an Iwatch that we left behind the next day and held it until we were able to get there.

    Clarion Hotel Portland Airport ME

    An indoor swimming pool with clear lane markings, a seating area with chairs, and potted plants.
    • Address: 1230 Congress St, Portland, ME, 04102, US
    • Location: 0.6 mi from Oakdale
    • Star rating: 2.5/5
    • Guest rating: 8.2/10 (Very good, 1876 reviews)
    • Price: £63, includes taxes & fees, 22 Nov - 23 Nov
    • Review: Super easy check in and check out. They had Good coffee and microwave in room, which is always appreciated

    Embassy Suites by Hilton Portland Maine

    A spacious lobby with multiple seating areas, a fireplace, and large windows.
    • Address: 1050 Westbrook Street, Portland, ME, 04102, US
    • Location: 1.6 mi from Oakdale
    • Star rating: 3.5/5
    • Guest rating: 9.4/10 (Exceptional, 1204 reviews)
    • Price: £89, includes taxes & fees, 1 Dec - 2 Dec

    Courtyard Portland Downtown/Waterfront

    The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.
    • Address: 321 Commercial St, Portland, ME, 04101, US
    • Location: Old Port, 1.3 mi from Oakdale
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 1004 reviews)
    • Price: £76, includes taxes & fees, 1 Dec - 2 Dec
    • Review: There were a few things in the bathroom that weren’t clean but overall everything else was!

    Aloft by Marriott Portland Downtown Waterfront ME

    A modern bar area with a bar counter, seating, and a view of the cityscape.
    • Address: 379 Commercial Street, Portland, ME, 04101, US
    • Location: Downtown Portland, 1.4 mi from Oakdale
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 1003 reviews)
    • Price: £70, includes taxes & fees, 22 Nov - 23 Nov

    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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    Frequently Asked Questions

    How much does an Oakdale travel package cost?

    Starting from just , a travel package is your ticket to affordable travel. Create your own Oakdale getaway by picking from our great range of airfares, hotels and rental cars.

    If I'm not able to travel, can I cancel my Oakdale travel package?

    If your holiday plans in Oakdale have been upended, it's a relief to know that you can cancel your booking. If your booking was made less than 24 hours ago, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge fees. For more details, visit our Customer Service Portal.

    How do I get a cheap travel package to Oakdale?

    You'll save piles of cash if you bundle your flights, hotels and car rentals into an Oakdale travel package. Sometimes cheap packages mean fewer choices. But that's not the case with Expedia. We offer more than 550 partner airlines and 1,000,000 properties across the world, so you'll always have plenty of options to choose from. Like to save even more? Add some exciting activities to your package deal to unlock even more discounts! After all, travel is about more than just getting to your destination.

    Does Expedia offer Book Now, Pay Later Oakdale holidays?

    Your bank balance shouldn't get in the way of taking a holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a dream getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Consider one of these flexible payment options:

    • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
    • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
    • Low deposit holidays: When you stumble on an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want.

    Where should I stay in Oakdale?

    A trip to Oakdale isn't complete until you've seen University of Southern Maine and Portland Museum of Art. Book somewhere close by and easily access these famous tourist attractions.

    What are the top hotels in Oakdale?

    The Westin Portland Harborview and Embassy Suites by Hilton Portland Maine are a couple of the most well-known hotels in Oakdale. Why not take a look at the rates and amenities at each and then decide?

    How far in advance should I book my Oakdale holiday?

    To land discount prices, book nice and early. Airlines generally begin selling tickets, along with some of the lowest fares, around 12 months in advance. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you've decided on a last-minute getaway to Oakdale, there are always lots of great bargains to be had on Expedia. Check them out now!

    What does an Expedia Oakdale travel package include?

    That depends on what type of escape you have in the works. Oakdale travel deals can include flights, car rentals and hotels. You can mix and match to find the bundle that suits your style and budget. You can also add on activities and experiences after you've booked to score even bigger discounts.

    What should I know before booking an Oakdale travel package?

    Bundling your bookings into an Oakdale travel package is the most convenient way to organise your trip. Not only that, you'll save big when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?

    Can I choose my airline with an Oakdale Expedia travel package?

    Yes, you can. We offer more than 550 airline partners throughout the world, so select the carrier that suits your budget needs.

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