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.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
per person
Aug 29 - Sep 3
found 24 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Portland (PWM)
7.8/10 Good! (1,032 reviews)
Convenient location to highway

Reviewed on Jul. 27, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Aug 29 - Sep 3
found 24 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
Excellent in a great location

Reviewed on Jul. 26, 2025

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3 out of 5
Downtown Portland
per person
Aug 29 - Sep 3
found 24 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Portland (PWM)
9.2/10 Wonderful! (1,002 reviews)
I would recommend it, friendly staff, very good location.

Reviewed on Jul. 24, 2025

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
per person
Aug 29 - Sep 3
found 24 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Portland (PWM)
7.8/10 Good! (1,006 reviews)
Decent place. Clean rooms

Reviewed on Jul. 29, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
per person
Sep 4 - Sep 11
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
Beautiful facilities - nice kids programs, excellent spa

Reviewed on Jul. 30, 2025

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

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 Merrill Auditorium, you won't get bored spending a day wandering around this part of Portland.

Find hotels 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 $434 per night from Aug 25 to Aug 26
CA $434
CA $533 total
Aug 25 - Aug 26
includes taxes & fees
9.2/10 Wonderful! (1,541 reviews)
"Excellent in a great location"

Reviewed on Jul. 26, 2025

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 $528 per night from Aug 14 to Aug 15
CA $528
CA $585 total
Aug 14 - Aug 15
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
Traveling in Maine
"We really enjoyed our stay. Bed was comfortable as was our room, and the front desk service was great."

Reviewed on Jul. 23, 2025

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 $380 per night from Aug 26 to Aug 27
CA $380
CA $421 total
Aug 26 - Aug 27
includes taxes & fees
9.2/10 Wonderful! (1,365 reviews)
"Great place to stay. Very walkable with lots of good restaurants"

Reviewed on Jul. 28, 2025

Portland Regency Hotel & Spa
See all 2,439 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.
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Frequently asked questions

How much does an Old Port vacation package cost?
From as low as CA $770. 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.

Things to do

Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

CA $77
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
Portland: Sightseeing Cruise to Portland Head Light

Portland: Sightseeing Cruise to Portland Head Light

CA $49
per adult
98% of travellers recommend
Portland: Sightseeing Cruise to Portland Head Light
Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

CA $200
per adult
Portland: Old Port Seafood Lovers Tour
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.