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.

Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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 hotel + flight trips 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$271 per night from 2 Dec to 3 Dec
AU$271
includes taxes & fees
2 Dec - 3 Dec
9/10 Wonderful! (1,400 reviews)
"Great hotel with a great location."

Reviewed on 20 Nov. 2024

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$194 per night from 3 Dec to 4 Dec
AU$194
includes taxes & fees
3 Dec - 4 Dec
9.2/10 Wonderful! (837 reviews)
Great stay and will be back
"Staff was awesome, property was in excellent condition, check in and out couldn't have been easier. Had a little trouble with the light switches in the room, but may have been operator error."

Reviewed on 18 Nov. 2024

Canopy by Hilton Portland Waterfront
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
The price is AU$287 per night from 24 Nov to 25 Nov
AU$287
includes taxes & fees
24 Nov - 25 Nov
9.2/10 Wonderful! (1,231 reviews)
"Location was great, right in the middle of Old Port. Perfect base for exploring. Sometimes felt like you were intruding on staff at reception for some reason, even if just to ask basic information of the hotel or area. But the hotel bar and staff more than made up for it. It’s a bit hidden but worth ..."

Reviewed on 18 Nov. 2024

Portland Regency Hotel & Spa
See all 2,114 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
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

AU$14
Per adult
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Enjoying lobster rolls

Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine

AU$228
Per adult
100% of travellers recommend
Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine
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.