Old Port Holidays

Book a Hotel + Flight or Car together to unlock savings

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 2.669.888 ₫ per night from 26 Apr to 27 Apr
2.669.888 ₫
3.958.835 ₫ total
26 Apr - 27 Apr
includes taxes & fees
9.2/10 Wonderful! (1,772 reviews)
Nice place in Portland Naine

Reviewed on 13 Apr 2026

Portland Harbor Hotel
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 2.943.495 ₫ per night from 20 Apr to 21 Apr
2.943.495 ₫
3.256.683 ₫ total
20 Apr - 21 Apr
includes taxes & fees
9.4/10 Exceptional! (1,627 reviews)
Such a great hotel especially for the price. Then spa is great and accessible without booking a service. They were amenable to all our requests. The location is also great. Highly recommend.

Reviewed on 14 Apr 2026

Portland Regency Hotel & Spa
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 2.820.800 ₫ per night from 27 Apr to 28 Apr
2.820.800 ₫
3.120.933 ₫ total
27 Apr - 28 Apr
includes taxes & fees
9/10 Wonderful! (1,336 reviews)
The front desk staff was very helpful when we had an awful odor (some kind of chemical). They had us upgraded and in a new room I. Less than 20 minutes!

Reviewed on 14 Apr 2026

Hyatt Place Portland Downtown - Old Port Square
See all 2,346 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

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 acclaimed theatre scene.

State Theatre
Portland Museum of Art

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 entertainment choices.

Portland Museum of Art
Eastern Promenade

Eastern Promenade

Eastern Promenade is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Amble around the area's waterfront or attend a sporting event.

Eastern Promenade