Portland Holidays

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Your Portland Holiday

When a fun city break is calling, answer it with a holiday package to Portland. The neighbourhood of Parkside, which is good for festivals, markets and walking, makes a great base for your adventures. Want to venture out and explore? Portland Head Light, Portland Museum of Art and University of Southern Maine are just a few of the top places to visit during your trip to Portland. Don't put off exploring this destination any longer. The ultimate Portland holiday is just a few clicks away with Expedia.

Our guide on where to stay in Portland

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

5 out of top 10 points of interest in this area
4/5(1 area review)

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

Portland Holiday

Portland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
66,900
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
State Theatre, Higgins Beach and Portland Museum of Art

Our pick of the best Portland Hotel Deals

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
The price is AU$258 per night from 11 Aug to 12 Aug
AU$258
11 Aug - 12 Aug
includes taxes & fees
7.8/10 Good! (1,038 reviews)
"The lobby is welcoming. I mean spacious, clean and bright!"

Reviewed on 30 Jul. 2025

Clarion Hotel Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
The price is AU$256 per night from 24 Aug to 25 Aug
AU$256
24 Aug - 25 Aug
includes taxes & fees
7.6/10 Good! (1,057 reviews)
"Most comfortable beds! Room could have used a vacuum but sheets were clean and bathtub was clean. No frills, not modern, but served its purpose. Welcome staff was delightful!"

Reviewed on 27 Jul. 2025

Ramada Plaza by Wyndham Portland
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 AU$454 per night from 26 Aug to 27 Aug
AU$454
26 Aug - 27 Aug
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Nice property could add some vending machines by ice machines for soft drinks and snacks."

Reviewed on 24 Jul. 2025

The Westin Portland Harborview
See all 504 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Portland

East End Beach showing 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
Eastern Promenade featuring general coastal views and a bay or harbour as well as a small group of people

Eastern Promenade

Built on an old rail corridor along the easternmost portion of Portland’s peninsula, this waterfront trail offers stunning views of the harbor and Atlantic Ocean.

Eastern Promenade
Victoria Mansion showing heritage elements, interior views and a house

Victoria Mansion

Visit the remarkably preserved 19th-century manor house, located in downtown Portland. Get an authentic impression of life during that era.

Victoria Mansion

What to do in Portland

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

AU$102
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

AU$85
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
Bootleggers, Bosses & Bloodshed

Bootleggers, Bosses & Bloodshed

AU$76
per adult
Bootleggers, Bosses & Bloodshed
See all activities in Portland

Frequently asked questions

How much does a Portland holiday package cost?
You'll find cheap prices on Expedia for your Portland break. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Portland costs.
What are the cheapest months to go to Portland?
You're likely to find lower rates and greater availability in January, February and March. Explore our cheap Portland holiday packages and you could score some great off-season discounts.
How many days is enough for Portland?
We recommend booking a Portland holiday for at least 2 days. This will allow you plenty of time to tick off top sights including East End Beach and Sand Beach, as well as explore neighbourhoods like Downtown Portland and Old Port. You might even be able to make time for a day trip (or two) outside of Portland.
Is it worth booking a holiday package to Portland?
During your Portland holiday, you can count on experiencing some top-notch walking trails and culture. Leave enough time in your itinerary to discover major sights like Thompson's Point and State Theatre.
How to find the best Portland package deals?
Start your search for a Portland package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Portland package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Portland escape off to a flying start.
Is it cheaper to book a Portland holiday as a package?
You can enjoy significant savings on your Portland retreat by booking a personalised holiday package. Check the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Portland?
Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Portland escape.
How to plan a trip to Portland?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Portland.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Portland.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Portland. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customised Portland holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.