Portland Vacations

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Where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland
State Street Church

Downtown Portland

4 out of top 10 points of interest in this area
4.5/5(326 area reviews)

Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Merrill Auditorium, you won't get bored spending a day wandering around this part of Portland.

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Portland Hotel Deals

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 AED 405 per night from Dec 17 to Dec 18
AED 405
AED 588 total
17 Dec - 18 Dec
includes taxes & fees
9.2/10 Wonderful! (1,709 reviews)
Amazing. Everything was great!

Reviewed on 11 December 2025

Portland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,548 reviews)
Perfect location, great hospitality.

Reviewed on 12 December 2025

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Portland Regency Hotel & Spa
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street Portland ME
Fully refundableReserve now, pay when you stay
The price is AED 449 per night from Dec 22 to Dec 23
AED 449
AED 496 total
22 Dec - 23 Dec
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Great location. Clean rooms. Good restaurants with Ken walking distance.

Reviewed on 11 December 2025

Canopy by Hilton Portland Waterfront
See all 483 properties in Portland
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.

Discover the most popular places to visit in Portland

State Theatre showing street scenes as well as an individual femail

State Theatre

4.5/5(88 reviews)

You can make plans for a show at State Theatre during your trip to Portland. Experience the area's acclaimed theater scene and great live music.

State Theatre
Portland Museum of Art showing art and interior views as well as a small group of people

Portland Museum of Art

4.5/5(255 reviews)

You can spend an afternoon studying the exhibits at Portland Museum of Art during your trip to Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.

Portland Museum of Art
East End Beach which includes general coastal views and a beach as well as a small group of people

East End Beach

If a restful vacation is part of your travel plans, East End Beach might be the perfect place to seek out during your trip to Portland.

East End Beach

Frequently asked questions

How do I find cheap flights to Portland that have flexible change policies?
At Expedia, we've been channeling our inner contortionist to provide you with the most flexible fares around town. Simply check the "No change fee" box right underneath the "Flexible change policies" filter to find your perfect flight to Portland.
Which airlines fly to Portland?
With a good range of airlines that fly into or near Portland, you won't be short of options:

  • American Airlines - 260 flights to or near Portland each month, including 260 flights to Portland Intl. Jetport Airport (PWM) per month.
  • United Airlines - 234 flights to or near Portland each month, including 234 flights to Portland Intl. Jetport Airport (PWM) per month.
  • Delta Air Lines - 182 flights to or near Portland each month, including 182 flights to Portland Intl. Jetport Airport (PWM) per month.

How can I find cheap tickets to Portland?
For an unbeatable deal to Portland, book well ahead of time. Also consider using Expedia's handy "flexible dates" link above your search results. This will compare the cheapest prices for similar time frames. In the last seven days, was the lowest price for a flight to Portland.
How much is a flight to Portland?
If you were journeying one way from (), you could've locked in a cheap fare for in the last seven days. Round-trip flights to Portland ranged from only to during this same period.
What are the most popular airports to fly into in Portland?
Portland Intl. Jetport Airport (PWM) is the main jumping-off point for people traveling to and from Portland. Roughly 845 flights a month land at this airport.
When is the cheapest time to fly to Portland?
Fly out on a Tuesday to raise your chances of scoring the cheapest airfare to Portland. Mondays are usually the next most affordable day to take off. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Portland?
Ticket prices ranged from to over the last seven days. When you're ready to book, we're ready to help you grab an awesome deal to Portland.
What months are the cheapest to book a flight to Portland?
Snap up your ticket in February for inexpensive flights to Portland. December is generally the most expensive time to buy a fare.
How long is a flight to Portland?
It depends on a number of factors, such as your point of origin and whether it's a direct or multi-stop flight. Listed below are three of the most in-demand domestic routes to Portland and their average flight durations:

  • Newark, NJ (EWR-Liberty Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 22 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 27 minutes
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Portland Intl. Jetport Airport (PWM) - 1 hour and 30 minutes