Oakdale Holidays

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Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
17 Oct - 22 Oct
found 3 hours ago
Return flight included
Minneapolis (MSP) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
Perfect location to enjoy old port

Reviewed on 13 Aug, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
17 Oct - 22 Oct
found 3 hours ago
Return flight included
Minneapolis (MSP) 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

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Save 100% on your flight
per person
17 Oct - 22 Oct
found 3 hours ago
Return flight included
Minneapolis (MSP) to Portland (PWM)
9.8/10 Exceptional! (114 reviews)
The Blind Tiger was a gem. It was convenient and private enough to enjoy with staff available 24/7 with and questions. The room, lobby and all areas were immaculate and brilliantly arranged. I would definitely go again!

Reviewed on 23 Jul, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
per person
17 Oct - 22 Oct
found 3 hours ago
Return flight included
Minneapolis (MSP) to Portland (PWM)
9.6/10 Exceptional! (149 reviews)
Small bathroom. No safe. No storage space. Everything else was above average.

Reviewed on 16 Jul, 2025

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Downtown Portland
Save 100% on your flight
per person
17 Oct - 22 Oct
found 3 hours ago
Return flight included
Minneapolis (MSP) 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

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 S$162 per night from 24 Aug to 25 Aug
S$162
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,157 reviews)
"Great value and location."

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 S$136 per night from 24 Aug to 25 Aug
S$136
24 Aug - 25 Aug
includes taxes & fees
7.6/10 Good! (136 reviews)
"Good place."

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 S$188 per night from 1 Sept to 2 Sept
S$188
1 Sept - 2 Sept
includes taxes & fees
7.6/10 Good! (1,046 reviews)
"Motel was great the employees were awesome The only thing that was a concern was our patio it was not swept and did not have chairs to sit on"

Reviewed on 11 Aug, 2025

Ramada Plaza by Wyndham Portland
See all 2,469 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.

Frequently asked questions

How much does an Oakdale holiday package cost?
Starting from just S$1,610, a package is your gateway to inexpensive travel. Custom make your Oakdale trip by selecting from our wide range of hotels, flights and rental cars.
How do I get a cheap travel package to Oakdale?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we've got it all. Choose a combination that suits your style and see your savings grow. We know a travel package is never a one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotels throughout the world, which lets you customize your Oakdale adventure.
Where should I stay in Oakdale?
Urban adventurers come from all corners of the globe to see University of Southern Maine and Portland Museum of Art in Oakdale. Book a room close to these must-see attractions to make sightseeing a breeze.
What are the top hotels in Oakdale?
Mid Century Modern With 650 Sq Ft Living Room And 350 Sq Ft Master Bedroom and Newly Renovated 2nd Floor Apt Near Usm are a couple of the most popular hotels in Oakdale. Why not have a look at the facilities and rates at each and then make up your mind?
How far in advance should I book my Oakdale holiday?
While not all air carriers advertise ticket prices early, customers are usually able to compare international airfares on Expedia up to 12 months in advance. This is the time you can score some fantastic bargains. If you're booking at the last minute, you might still be in luck. Sometimes the cheapest prices become available only weeks prior to departure.
What does an Expedia Oakdale travel package include?
That depends on you. You can pick from a range of Oakdale bundles, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your perfect Oakdale break looks like, get ready to save!
What should I know before booking an Oakdale travel package?
Booking all the parts of your holiday together is one of the best ways to save. Combine your airfares, rental cars and hotels into a neat package. But you're not limited to hotels. Expedia offers all kinds of properties, including holiday rentals such as beachside villas and spacious residences. The list is almost endless!
Can I choose my airline with an Oakdale Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our holiday packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Oakdale holiday package?
If your holiday plans in Oakdale have changed, it's a relief to know that you can cancel or amend your booking. If you booked within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may charge fees. For more information, check our Customer Service Portal.

Popular places to visit

Thompson's Point

Commune with nature and explore the great outdoors at Thompson's Point during your travels in Portland. Stroll along the seaside or attend a sporting event in the area.

Thompson's Point

Things to do

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

S$9
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

S$86
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

S$72
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.