Downtown Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

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
A marina with boats docked, a wooden pier, and a red brick building with balconies.

Old Port

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.

A lighthouse on a rocky shore with a sailboat in the distance.

West End

If you're spending some time in West End, Victoria Mansion and Portland Fire Museum are top sights worth seeing.

A large, cream-colored building with white columns and a white picket fence in front.

Portland Arts District

The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip.

A red brick building with Gothic architectural features, including pointed arches and a cross on top.

East Bayside

If you're spending some time in East Bayside, Maine Jewish Museum and Cathedral of the Immaculate Conception are top sights worth seeing.

An aerial view of a coastal city with a harbor, marina, and residential area.

Parkside

If you're spending some time in Parkside, Neal S. Dow House and Fitzpatrick Stadium are top sights worth seeing.

Top hotels in Downtown Portland

Portland Harbor Hotel

Portland Harbor Hotel

468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
9.811.388 ₫
11.847.907 ₫ total
18 Oct - 19 Oct
includes taxes & fees
Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
6.538.844 ₫
7.943.568 ₫ total
18 Oct - 19 Oct
includes taxes & fees
Cambria Hotel Portland Downtown-Old Port
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

88 Spring St Portland ME
Fully refundable
6.244.320 ₫
6.908.716 ₫ total
27 Sept - 28 Sept
includes taxes & fees
Holiday Inn Portland-By the Bay by IHG
See all 2,446 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.

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 1null000null000 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.

Stay near popular Downtown Portland attractions

A multi-story brick building with a large arched window and a sign that reads "STATE".

State Theatre

8.8/10 (392 reviews)
You can get tickets for a performance at State Theatre during your stay in Portland. Experience the area's acclaimed theatre scene and entertainment choices.
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An art gallery with various paintings and sculptures.

Portland Museum of Art

9.2/10 (610 reviews)
You can spend time browsing the exhibits at Portland Museum of Art during your travels in Portland. Stroll along the area's waterfront or experience its great live music.
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A building with large windows and a 'STOP' sign in front.
Photo by Tim Thomas

Maine College of Art

10.0/10 (2 reviews)
You can spend time exploring the galleries in Maine College of Art during your trip to Portland. Experience the area's acclaimed theatre scene and great live music.
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A red brick church with arched doors and a stone staircase leading up to the entrance.

State Street Church

After visiting State Street Church, make a plan to see the other sights and activities in Portland. Stroll along the area's waterfront or experience its great live music.
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Cross Insurance Arena

8.6/10 (275 reviews)
Catch an event at Cross Insurance Arena during your trip to Portland. Stroll along the area's waterfront or experience its great live music.
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Merrill Auditorium

8.8/10 (107 reviews)
You can enjoy a show at Merrill Auditorium during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.
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Fore Street Gallery

You can spend an afternoon exploring the galleries in Fore Street Gallery during your travels in Portland. Experience the area's entertainment choices and great live music.
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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 great live music.
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