Old Port Vacation Packages

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Top Holiday Package Deals in Old Port

River View Resort

River View Resort

2.5 out of 5
per person
Jun. 30 - Jul. 6
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
8.8/10 Excellent! (254 reviews)
This property was very clean with modern updates. The staff was kind and helpful, pool and hot tub were amazing. Highly recommend River View.

Reviewed on Mar. 11, 2024

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
May 31 - Jun. 4
Roundtrip flight included
Edmonton (YEG) to Portland (PWM)
9/10 Wonderful! (1,135 reviews)
Great Location in the center of Portland. Easy to walk everywhere. Onsite parking.

Reviewed on Apr. 19, 2024

Inn By The Sea

Inn By The Sea

4 out of 5
per person
May 31 - Jun. 4
Roundtrip flight included
Edmonton (YEG) to Portland (PWM)
9.4/10 Exceptional! (221 reviews)
Excellent service from the time that we arrived to the end of the reservation!! We will come back soon

Reviewed on Mar. 31, 2024

USA Inn

USA Inn

2.5 out of 5
per person
Jun. 30 - Jul. 6
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
7.8/10 Good! (469 reviews)
It was adequate for one night stay

Reviewed on Oct. 27, 2023

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

4 out of 5
Downtown Portland
per person
May 31 - Jun. 4
Roundtrip flight included
Edmonton (YEG) to Portland (PWM)
9.6/10 Exceptional! (850 reviews)
Overall this hotel was excellent and I would definitely stay here again. The rooms were completely updated, comfortable, modern and quiet. DEFINITELY fantastic compared to what you might expect in the area, and better than many big city hotels, too. The front desk staff were terrific, and the kitchen staff were incredibly accommodating with special requests.

Reviewed on Apr. 14, 2024

Prices and availability subject to change. Additional terms may apply.

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
State Street Church

Downtown Portland

5 out of top 10 points of interest in this area
4.5/5(11 area reviews)

Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Wadsworth-Longfellow House, you won't get bored spending a day wandering around this part of Portland.

Find hotel + flight trips in Downtown Portland

Old Port 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 CA $201 per night from Apr. 28 to Apr. 29
CA $201
CA $223 total
includes taxes & fees
Apr 28 - Apr 29
9/10 Wonderful! (1,146 reviews)
"Great hotel and staff"

Reviewed on Apr. 15, 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 CA $274 per night from Apr. 21 to Apr. 22
CA $274
CA $303 total
includes taxes & fees
Apr 21 - Apr 22
9.2/10 Wonderful! (623 reviews)
"The location is perfect -- walkable to most things downtown, and all the restaurants. Had a great meal at the super-nice roof-top bar/restaurant, staff was super nice at bar and hotel. The 24-hours valet parking is a "nice to have" in any city ($40/day in--and-out privileges) Rooms are clean and ..."

Reviewed on Apr. 15, 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 CA $209 per night from Apr. 24 to Apr. 25
CA $209
CA $231 total
includes taxes & fees
Apr 24 - Apr 25
9.2/10 Wonderful! (1,082 reviews)
Perfection
"Amazing service. Ben was so helpful and kind. Our massages were heavenly. Heidi is a massage pro. The bar off the great room is intimate and the bartender goes above and beyond to make her guests feel like family. 10/10"

Reviewed on Apr. 18, 2024

Portland Regency Hotel & Spa
See all 2,079 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

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Family Vacations

Frequently asked questions

How much does an Old Port vacation package cost?
From as low as CA $1,206. Yes, you read that right. Our Old Port vacation 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 vacation package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 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 travelers.
How far in advance should I book my Old Port vacation?
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 vacation!
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 vacation package lets you plan your escape your way. Plus, you’ll get access to great discounts just for combining your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with an Old Port Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines around the world. Our vacation 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 vacation package?
Yes you can, and we’re here to help. You may be able to amend or cancel your Old Port vacation 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.

Discover the most popular places to visit in Old Port

Image for Casco Bay Lines Ferry Terminal

Casco Bay Lines Ferry Terminal

4/5(1 review)

You can take time to visit Casco Bay Lines Ferry Terminal during your travels to Portland. Discover the top-notch restaurants and great live music in this family-friendly area.

Casco Bay Lines Ferry Terminal
Image for Cross Insurance Arena

Cross Insurance Arena

4/5(5 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.

Cross Insurance Arena
Image for Fore Street Gallery

Fore Street Gallery

You can enjoy some culture when you stop by Fore Street Gallery in Portland. Stroll along the area's waterfront or experience its great live music.

Fore Street Gallery

Things to do

Image for Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

CA $198
Per adult
Portland: Old Port Seafood Lovers Tour
Image for Self-Guided Driving & Walking Bundle of Portland Maine Tours

Self-Guided Driving & Walking Bundle of Portland Maine Tours

CA $23
Per adult
100% of travellers recommend
Self-Guided Driving & Walking Bundle of Portland Maine Tours
Image for Portland Maine Self-Guided Walking Audio Tour

Portland Maine Self-Guided Walking Audio Tour

CA $14
Per adult
Portland Maine Self-Guided Walking Audio Tour
See all activities in Portland

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.