Old Port Vacation Packages

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Top Holiday Package Deals in Old Port

Price found within the past 48 hours. Click for updated prices.
AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
per person
Aug. 18 - Aug. 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (102 reviews)
Quiet comfortable good location. Convenient parking. I did not like having to hall my luggage up a sandy dirt path to get to my room

Reviewed on May 26, 2024

Cliff House Maine

Cliff House Maine

4.5 out of 5
per person
Jun. 28 - Jul. 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (900 reviews)
the hotel is very beautiful, I really fell in love with the design and all the hotel's amenities and facilities, I intend to return soon

Reviewed on May 22, 2024

Hidden Pond

Hidden Pond

4 out of 5
per person
Aug. 18 - Aug. 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8/10 Very Good! (6 reviews)
Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
per person
Jun. 28 - Jul. 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8.6/10 Excellent! (313 reviews)
Great place to relax and wind down. The innkeepers where excellent.

Reviewed on Oct. 28, 2023

Ogunquit Hotel & Suites

Ogunquit Hotel & Suites

2 out of 5
per person
Jun. 28 - Jul. 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Is Very close to the town with great options in restaurants and shopping places.

Reviewed on May 27, 2024

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 $313 per night from May 28 to May 29
CA $313
CA $394 total
includes taxes & fees
May 28 - May 29
9/10 Wonderful! (1,194 reviews)
"The hotel was very comfortable and the staff was friendly and helpful."

Reviewed on May 23, 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 $346 per night from May 29 to May 30
CA $346
CA $382 total
includes taxes & fees
May 29 - May 30
9.2/10 Wonderful! (648 reviews)
"Great hotel in a good location along the waterfront. The rooms were lovely, and the rooftop bar is great."

Reviewed on May 21, 2024

Canopy by Hilton Portland Waterfront
Portland Regency Hotel & Spa
Portland Regency Hotel & Spa
3.5 out of 5
20 Milk Street, Portland, ME
The price is CA $230 per night from May 30 to May 31
CA $230
CA $255 total
includes taxes & fees
May 30 - May 31
9/10 Wonderful! (1,088 reviews)
"Near the waterfront. Outdoor seating area. Friendly staff."

Reviewed on May 24, 2024

Portland Regency Hotel & Spa
See all 2,112 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

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Old Port vacation package cost?
From as low as CA $1,182. 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 entertainment choices.

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 seaside or experience its acclaimed theater scene.

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 Sunset Lighthouse Harbor Cruise from Portland's Old Port

Sunset Lighthouse Harbor Cruise from Portland's Old Port

CA $122
Per adult
Sunset Lighthouse Harbor Cruise from Portland's Old Port
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
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.