Oakdale Holidays from £1,362

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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.
Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport

3 out of 5
per person
8 Aug - 15 Aug
found 22 hours ago
Return direct flight included
Manchester (MAN) to Portland (PWM)
8.4/10 Very Good! (1,004 reviews)
Additional charges for parking and breakfast seemed excessive. At that rate, i would include breakfast. Otherwise perfect!

Reviewed on 16 Jun 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
8 Aug - 15 Aug
found 22 hours ago
Return direct flight included
Manchester (MAN) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
The quality of the sofa bed was not good

Reviewed on 24 Jun 2025

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
per person
8 Aug - 15 Aug
found 22 hours ago
Return direct flight included
Manchester (MAN) to Portland (PWM)
9.4/10 Exceptional! (583 reviews)
Beautiful property and friendly workers.

Reviewed on 19 Jun 2025

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
per person
8 Aug - 15 Aug
found 22 hours ago
Return direct flight included
Manchester (MAN) to Portland (PWM)
8.8/10 Excellent! (169 reviews)
The property is beautiful and the staff is always pleasant and talkative. However, since checking out there was an extra charge added to my card of a little over $100. I reached out to the Cove and was asked to send an email providing proof. Three days passed and I called numerous times with no answer to my calls or email. During my stay I had issues where I was charged almost $600 but was told it was due to booking with a 3rd party (Expedia). While that issue was resolved before check out I was not informed of any other charges outside the resort fee for after check out.

Reviewed on 25 Jun 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
per person
8 Aug - 15 Aug
found 22 hours ago
Return direct flight included
Manchester (MAN) to Portland (PWM)
9.6/10 Exceptional! (207 reviews)
Very impressed with the facility. Centrally located. We had a bumpy start with the contact-less virtual check-in. But now that we know what needs to be done, it will be easier next time for us. Especially nice for anyone who is traveling on business and expects an extended stay in the area.

Reviewed on 20 Jun 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

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 £195 per night from 30 Jun to 1 Jul
£195
30 Jun - 1 Jul
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Our stay at the Westin in Portland was great. Staff was kind and helpful, room service was great, the hotel itself was beautiful and clean. The rooftop bar was gorgeous and had the best view of the town. My only complaint would be the small park right next door, it seems there is a lot of illegal ..."

Reviewed on 23 Jun 2025

The Westin Portland Harborview
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3 out of 5
433 Fore St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is £192 per night from 6 Jul to 7 Jul
£192
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (1,146 reviews)
"The location is perfect for a day in the city. Close to everything. The staff was friendly. The free shuttle to the airport was easy to arrange with the service offered 24 hours. I was transported at 3:20 am to the airport saving the cost of an Uber and assured safety at the hour. The gym was under ..."

Reviewed on 23 Jun 2025

Hyatt Place Portland Downtown - Old Port Square
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 £100 per night from 29 Jun to 30 Jun
£100
29 Jun - 30 Jun
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Hotel appears tired. Also seemed like lots of guests. Toilet didn’t flush well - sometimes you had to flush two times for paper to go away."

Reviewed on 25 Jun 2025

Days Inn by Wyndham Airport/Maine Mall
See all 2,492 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does an Oakdale travel package cost?
Starting from just £1,362, 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 entertainment choices.

International Cryptozoology Museum

Things to do

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

£6
per adult
Downtown Golden Adventure Quest Experience in Portland
Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

£41
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

£49
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
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.