Oakdale Holidays from £914

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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.

Price found within the past 48 hours. Click for updated prices.
The Freeport Hotel, Ascend Hotel Collection

The Freeport Hotel, Ascend Hotel Collection

2 out of 5
per person
22 Sept - 29 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
8/10 Very Good! (1,006 reviews)
Easy to access from I-95. Front desk clerk was rather low-energy, but the cleaning staff gent who noticed that we were waiting for her to return to the desk was johnny in the spot tracking her down for us.

Reviewed on 12 Aug 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
20 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
Perfect location to enjoy old port

Reviewed on 13 Aug 2025

Inn By The Sea

Inn By The Sea

4 out of 5
per person
20 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (275 reviews)
It was one of the best getaways we have ever been on. Thank you for your hospitality.

Reviewed on 13 Jun 2025

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Downtown Portland
per person
20 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
This hotel is centrally located with many dining options in the Old Port area. It also has a nice rooftop bar with nice views. The room was spacious and very pleasant, everything was clean and well taken care of. Great place to stay in Portland!

Reviewed on 10 Aug 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
per person
20 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (219 reviews)
Property is modern and clean and a great choice if staying more than one night. The 5:00 check in time is inconvenient and the additional rates for early check in are ridiculous. Our room was ready early even though the information given before check in stated early check in was not available, so we appreciated that. Bed was okay comfort-wise, but the pillows are awful. The biggest gripe I had was being woken by a very loud family with screaming kids well before 7:30 am on a day we looked forward to sleeping in. If this matters to you, the walls and floors are not very soundproof. This was a very unpleasant way to start the second day of a two-day trip. On a positive note, the staff was available via text and responded to our questions quickly and professionally. One suggestion-an exterior sign. The loft was hard to find, with only small signage on the entry doors which is not easily visible from the street. Overall we were happy and would stay again.

Reviewed on 11 Aug 2025

Where to stay in Oakdale

Find the best Oakdale areas and neighborhoods for the activities you enjoy most. Learn more about Oakdale
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Downtown Portland

5 out of top 10 points of interest in this area
3.5/5(2 area reviews)

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.

Find hotels in Downtown Portland

Top hotels in Oakdale

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is £93 per night from 24 Aug to 25 Aug
£93
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,160 reviews)
"Great place"

Reviewed on 12 Aug 2025

Days Inn by Wyndham Airport/Maine Mall
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
The price is £78 per night from 24 Aug to 25 Aug
£78
24 Aug - 25 Aug
includes taxes & fees
7.6/10 Good! (138 reviews)
"N/A"

Reviewed on 12 Aug 2025

Germaine Inn South Portland
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 £106 per night from 1 Sept to 2 Sept
£106
1 Sept - 2 Sept
includes taxes & fees
7.6/10 Good! (1,043 reviews)
"."

Reviewed on 9 Aug 2025

Ramada Plaza by Wyndham Portland
See all 2,483 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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Frequently asked questions

How much does an Oakdale travel package cost?
Starting from just £914, 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.

Popular places to visit

East End Beach featuring general coastal views and a beach as well as a small group of people

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

East End Beach

Casco Bay Lines Ferry Terminal

Explore the waterfront in Portland with a trip to Casco Bay Lines Ferry Terminal. Discover the top-notch restaurants and great live music in this family-friendly area.

Casco Bay Lines Ferry Terminal

International Cryptozoology Museum

You can spend time studying the exhibits at International Cryptozoology Museum during your trip to Portland. Stroll along the area's waterfront or experience its acclaimed theatre scene.

International Cryptozoology Museum

Things to do

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

£5
per adult
Downtown Golden Adventure Quest Experience in Portland
Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

£50
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

£42
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
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. Flight-inclusive packages are ATOL protected.