Downtown Portland Holidays

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Your Downtown Portland Holiday

Book your holiday package to Downtown Portland and get ready to enjoy its markets and more. Whether you're searching for adventure or relaxation, you'll find it in this appealing neighbourhood. Some popular nearby attractions to check out during your trip to Downtown Portland include Portland Museum of Art, University of Southern Maine and Victoria Mansion. Expedia is here to help put your travel plans into action. Book your perfect Downtown Portland holiday today.

Our guide on where to stay in Downtown Portland

Find the best Downtown Portland areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Portland
Old Port featuring a bay or harbour

Old Port

5/5(1 area review)

The ample dining options and captivating waterfront views are top of the list for many visitors to Old Port. A stop by Cross Insurance Arena or Casco Bay Lines Ferry Terminal might round out your trip.

Find hotels in Old Port

Our pick of the best Downtown 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 AU$268 per night from 30 Mar to 31 Mar
AU$268
includes taxes & fees
30 Mar - 31 Mar
9/10 Wonderful! (1,468 reviews)
"The hotel is located in the heart of downtown Portland, right across from the Hyatt. It has an old charm, but the sheets and beds could use some improvement. We stayed during the off-season, so when we arrived, there was plenty of parking right in front of the entrance. However, valet parking was ..."

Reviewed on 27 Mar. 2025

Portland Harbor Hotel
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 AU$256 per night from 14 Apr to 15 Apr
AU$256
includes taxes & fees
14 Apr - 15 Apr
9.2/10 Wonderful! (962 reviews)
"My stay was great."

Reviewed on 26 Mar. 2025

Canopy by Hilton Portland Waterfront
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$189 per night from 14 Apr to 15 Apr
AU$189
includes taxes & fees
14 Apr - 15 Apr
8.8/10 Excellent! (1,004 reviews)
"very clean. Staff was pleasant and helpful"

Reviewed on 28 Mar. 2025

The Westin Portland Harborview
See all 2,292 properties in Downtown 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

Frequently asked questions

How much does a Downtown Portland holiday package cost?
The most affordable Downtown Portland package is , so your dream escape can become a reality — without spending a fortune. Combine flights, hotels and car rentals to build a package that fits you.
How do I get a cheap travel package to Downtown Portland?
Bundle your flights and hotels, add on extras such as tours, and save with a Downtown Portland holiday package. You won’t just walk away with impressive discounts on your adventure — you’ll have plenty of choice too. When you book with Expedia, you can choose from more than 550 airlines and 1 000 000 properties globally. Your next epic adventure begins right here, right now!
Where should I stay in Downtown Portland?
Take the leg work out of sightseeing by staying right around the corner from Downtown Portland’s big attractions. University of Southern Maine and Portland Museum of Art are two of the best in this neighbourhood.
What are the top hotels in Downtown Portland?
Make a reservation at The Docents Collection. It’s one of the neighbourhood’s most sought-after properties. Another highly rated option in Downtown Portland is Canopy by Hilton Portland Waterfront.
How far in advance should I book my Downtown Portland holiday?
It’s difficult to pick the perfect time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available to compare up to a year in advance. If you’re unable to do so, don’t worry. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Downtown Portland travel package include?
You can select from any combination of hotels, rental cars and flights. Once you’ve made your booking, you can add the fun stuff like experiences and tours. Want to pick your fare class? That’s also possible. The choice is yours when it comes to putting together your dream Downtown Portland getaway.
What should I know before booking a Downtown Portland travel package?
Our prices are always low. However, you’ll snap up even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and a great range of choice.
Can I choose my airline with a Downtown Portland Expedia holiday package?
Yes — that’s the beauty of an Expedia package. You’re in control. We have more than 550 airline partners around the world, so you have lots of choice when arranging your Downtown Portland trip.
If I'm not able to travel, can I cancel my Downtown Portland holiday package?
Plans can change suddenly, so yes, you can. You may be able to cancel or amend your Downtown Portland holiday package at no cost within 24 hours of booking. For bookings older than that, you can still make changes, but your hotel, car rental company or airline may impose a charge. Want more information? Take a look at our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

Activities

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

AU$17
per adult
Downtown Golden Adventure Quest Experience in Portland
Portland Scavenger Hunt: The Maine Event

Self-Guided Portland Scavenger Hunt: The Maine Event

AU$19
per adult
Self-Guided Portland Scavenger Hunt: The Maine Event
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.