Oakdale Holidays from £834

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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.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was £1,169, price is now £834 per person
£834
per person
14 Sept - 20 Sept
found 20 hours ago
Return direct flight included
London (LHR) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
The staff was excellent and the room immaculate. Our room had no balcony, which was disappointing. It would have been nice to have a small table and chairs in the room.

Reviewed on 27 Jun 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was £2,181, price is now £1,581 per person
£1,581
per person
14 Sept - 20 Sept
found 20 hours ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (335 reviews)
Good hotel but overpriced considering the amenities. No in house laundry and the TVs do not have built in capabilities for streaming apps. Residence Inn by the waterfront is probably cheaper with more amenities, while having built in kitchens like this hotel.

Reviewed on 27 Jun 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was £2,010, price is now £1,565 per person
£1,565
per person
14 Sept - 20 Sept
found 20 hours ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,786 reviews)
I was told I would get a text when my room was ready, I never did and while sitting in lobby hours later watched multiple guests get their rooms. I was told as an Expedia VIP, there would be a bottle of wine waiting for me in my room. There was none. The bed made a loud creaking noise every time I moved. Outlets next to the bed were very loose. While the location was great; not worth the money

Reviewed on 26 Jun 2026

Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was £4,679, price is now £3,673 per person
£3,673
per person
14 Sept - 20 Sept
found 20 hours ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
Room was kept very clean and stocked. Cleaning staff was also very personable. Breakfasts portions were too big. Spa was busy but felt very automated and factory line

Reviewed on 26 Jun 2026

AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Price was £1,772, price is now £1,434 per person
£1,434
per person
14 Sept - 20 Sept
found 20 hours ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (246 reviews)
Totally in love with overall vibes, calm and relaxation. Plus I’m DSI thankful to Staff for always welcome and helpful as I was accidentally unable to make the check-in before 7pm. I really appreciated.

Reviewed on 1 Jun 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
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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
The price is £133 per night from 30 Jun to 1 Jul
£133
30 Jun - 1 Jul
includes taxes & fees
8.6/10 Excellent! (2,194 reviews)
"The staff were very nice. I did find it odd that they charged a parking fee, given their location."

Reviewed on 26 Jun 2026

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
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 £262 per night from 5 Jul to 6 Jul
£262
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (1,773 reviews)
"Iron broken. Construction outside."

Reviewed on 26 Jun 2026

Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundable
The price is £230 per night from 5 Jul to 6 Jul
£230
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (1,251 reviews)
"The size of the room and proximity to Old Town were good. However, the view was to the office building next door and our room did not get cleaned while we were there for 2 nights. The room and average breakfast were too expensive for what we got."

Reviewed on 27 Jun 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,522 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
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Beach Holidays
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Family Friendly Holidays

Frequently asked questions

How much does an Oakdale travel package cost?
Starting from just £834, 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.

Stay near popular Oakdale attractions

University of Southern Maine

8.2/5 (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.
See properties

Things to do

Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

£13
per traveller
100% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
Small Group Afternoon Lighthouse Boat Cruise With Local Drinks

Small Group Afternoon Lighthouse Boat Cruise With Local Drinks

£65
per adult
Small Group Afternoon Lighthouse Boat Cruise With Local Drinks
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.