Portland Holidays

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Your Portland Holiday

When a break in the city is calling, answer it with a holiday package to Portland. The neighbourhood of Parkside, which is great for festivals, markets and walking, makes a fantastic base for your adventures. Fill your free time with tours of Portland Head Light, University of Southern Maine and Portland Museum of Art, some of the top attractions you just have to see during your trip to Portland. Don't put off your visit to this destination any longer. Your perfect Portland holiday is just a few clicks away with Expedia.

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
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

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
Higgins Beach, State Theatre and East End Beach

Top hotels in Portland

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is £125 per night from 25 Aug to 26 Aug
£125
25 Aug - 26 Aug
includes taxes & fees
7.8/10 Good! (1,031 reviews)
"Everything about this hotel is lovely except the beds. The beds are horribly uncomfortable. Good location, plenty of parking, clean & well-kept. But they’ve been needing new mattresses. & for what i paid to stay there, i fully expected good sleep, which i didn’t get."

Reviewed on 27 Jul 2025

Clarion Hotel 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 £124 per night from 24 Aug to 25 Aug
£124
24 Aug - 25 Aug
includes taxes & fees
7.6/10 Good! (1,055 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 £228 per night from 26 Aug to 27 Aug
£228
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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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

What to do in Portland

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

£5
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

£49
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

£41
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
See all activities in Portland

Frequently asked questions

Why should I book my Portland holiday with Expedia?
Choose Expedia to arrange your next big escape easily and all in one place. Our top tip for landing the best deal on a Portland getaway? Bundle your accommodation, flights and/or car hire into a package holiday. Then add some awesome tours and activities. Many bookings also come with flexible cancellation policies, so there's no need to stress if you have to switch up your itinerary. Round-the-clock help with changing and cancelling your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Portland?
To enjoy the atmosphere of peak season, take off in March, April and July. September, October and December are typically quieter and a smart idea if you want to get away from the crowds. With average daytime temperatures of -3ºC, January is the coolest month in Portland. The warmest time of year is July, when you can experience average temperatures of 20ºC throughout the day. Whatever the temperature, you'll discover plenty to keep you entertained here.
What are the top hotels for my holiday in Portland?
Travellers visiting Portland often stay in Munjoy Hill. AC Hotel by Marriott Portland Downtown/Waterfront, ME and Portland Harbour Hotel are popular picks in this neighbourhood. But it's not the only vibrant place around town! East End is also a terrific area and where you'll find La Quinta Inn & Suites by Wyndham Portland and The Westin Portland Harborview.
How do I get a cheap holiday to Portland?
Find flights that suit your schedule, add a hotel room to your booking and watch the savings pile up with a Portland holiday. It's that simple! From hotels and flights to hire cars and activities, Expedia makes travelling on a budget easy. And with over 400 airlines and 321,000 properties around the globe to pick from, you won't be short of choice. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Portland holiday?
Offering popular attractions such as Portland Head Light and Portland Museum of Art, a holiday in Portland is full of fun things to see and do. University of Southern Maine and Victoria Mansion are a couple of other sights also worth a look.
What are the best neighbourhoods to stay in when on holiday in Portland?
If you want to find out what makes Portland so popular, Downtown Portland is a great place to start. From this area, you can easily access Portland Museum of Art and Wadsworth-Longfellow House. Another place to consider is Portland Arts District. Known for Portland Museum of Art and Wadsworth-Longfellow House, it's no surprise that many people book a stay here.
Do I need a visa for my Portland holiday?
Check the latest rules on official government websites. Your nationality and whether you're visiting for study, leisure or business will determine if you'll require a visa for Portland. Make yourself familiar with the application process, including the required documentation, turnaround times and fees. Start your application well in advance to allow sufficient time for processing. Some visas may take many weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Portland holiday?
Think about the type of activities planned during your holiday in Portland and travel with pieces that you can easily mix and match. For fashion inspiration or information on any dress codes, look up a few style blogs or relevant social media accounts. Daytime temperatures during January, Portland's coolest month, average -3ºC. July marks this destination's warmest month when the average reaches 20ºC. Our top piece of advice? Take the guesswork out of packing and check the local weather forecast.
What does an Expedia Portland holiday include?
Flights, hotels and a cool car for all your fun road trip adventures. Simply mix and match your favourite bundle and gain access to great discounts. Once you've made your booking, add on some sightseeing tours and watch your savings grow. When it comes to crafting your Portland trip, you're the boss! Explore a wide range of property types and pick one that matches your travel needs. The most in-demand rentals here are private holiday homes and apartments. With Expedia, you can easily tailor-make your Portland escape any way you like.
Does Expedia offer Book Now, Pay Later Portland holidays?
Expedia has joined forces with online lender Klarna to make your next trip a little easier on the wallet. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more money to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that works with your budget. Consider these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that work for all budgets, so you can have that well-deserved holiday sooner.
  • No-deposit holidays: Clicking the "book now" button is easier with this option. With no upfront fee for your escape, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a Portland Expedia holiday?
Yes — and it's simple too. Expedia has access to more than 400 partner airlines globally. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.

* 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.