Old Port Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Old Port

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

4 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

Top hotels in Old Port

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 3.104.293 ₫ per night from 23 Nov to 24 Nov
3.104.293 ₫
4.439.843 ₫ total
23 Nov - 24 Nov
includes taxes & fees
9.2/10 Wonderful! (1,669 reviews)
Wonderful property. Room was well-appointed and spotless. Hotel is an easy walk to a million restaurants.

Reviewed on 14 Nov 2025

Portland Harbor Hotel
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
433 Fore St Portland ME
Fully refundableReserve now, pay when you stay
The price is 2.872.150 ₫ per night from 19 Nov to 20 Nov
2.872.150 ₫
3.177.746 ₫ total
19 Nov - 20 Nov
includes taxes & fees
8.8/10 Excellent! (1,244 reviews)
Great service at front desk! Charged EV! Thanks!

Reviewed on 14 Nov 2025

Hyatt Place Portland Downtown - Old Port Square
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
9.2/10 Wonderful! (1,519 reviews)
I booked 3 rooms and spent 2 nights there with 2 friends. My room was spacious with a comfortable king bed and big flat screen tv. There were umbrellas, terry robes, hair dryer and ironing board and iron in the closet. A very good experience for me. My friends both complained that the toilet seat ...

Reviewed on 17 Nov 2025

Get rates
Portland Regency Hotel & Spa
See all 2,266 properties in Old Port
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 an Old Port holiday package cost?
From as low as . Yes, you read that right. Our Old Port holiday packages are a simple way to stretch your budget. Bundle your hotels, flights and rental car and get to know this exciting destination.
How do I get a cheap travel package to Old Port?
You'll save big if you bundle your car rentals, hotels and flights into an Old Port holiday package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 partner airlines and 1null000null000 hotels globally, so you'll always have plenty of variety to choose from. Eager to save even more? Add some popular activities to your package deal to unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Old Port?
A trip to Old Port isn't complete until you've seen University of Southern Maine and Portland Museum of Art. Look for somewhere to stay as close as possible so you can easily access these awesome sights.
What are the top hotels in Old Port?
If this will be your first visit to Old Port, book a room at The Docents Collection or Canopy by Hilton Portland Waterfront. Both will make you feel at home and are top options with many travellers.
How far in advance should I book my Old Port holiday?
Get rewarded with the biggest variety and the cheapest prices by booking your Old Port adventure early. Airlines generally advertise flight tickets around a year before departure, so start your planning as soon as you can. Having said that, Expedia is committed to giving you the best deals around, so it's never a bad time to book your dream holiday!
What does an Expedia Old Port travel package include?
Much of that is up to you. You can select from a range of Old Port bundles, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your ideal Old Port trip looks like, get set to save!
What should I know before booking an Old Port travel package?
Whether it's adventure or relaxation you're craving, an Old Port holiday package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with an Old Port Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our holiday packages give you the freedom to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Old Port holiday package?
Yes you can, and we're here to help. You may be able to amend or cancel your Old Port holiday package for free within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If life throws you a curveball, visit our Customer Service Portal for more information.

Popular places to visit

State Theatre featuring street scenes as well as an individual female

State Theatre

You can get tickets for a performance at State Theatre during your stay in Portland. Experience the area's great live music and entertainment choices.

State Theatre
Portland Museum of Art featuring art and interior views as well as a small group of people

Portland Museum of Art

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 acclaimed theatre scene.

Portland Museum of Art
Victoria Mansion which includes heritage elements, a house and interior views

Victoria Mansion

You can find out about the history of Portland with a visit to Victoria Mansion. Experience the area's entertainment choices and acclaimed theatre scene.

Victoria Mansion