Old Port Holidays

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Your Old Port Holiday

Your next great adventure is calling with a holiday package to Old Port. Entertainment, food and great times — you're bound to find it in this neighbourhood. Wondering where to go during your trip to Old Port? Nearby attractions such as Portland Museum of Art, University of Southern Maine and Victoria Mansion are excellent places to start. Expedia will help you turn your ideal Old Port holiday into reality, no matter your budget or travel plans.

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
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 £254 per night from 1 Sept to 2 Sept
£254
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (1,538 reviews)
"Great option in Old Port. Very convenient to dining, shopping and boat tours. You can walk to everything. Courtyard was lovely in the evening for cocktails around the firepit. Would definitely recommend!"

Reviewed on 7 Aug 2025

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 £209 per night from 1 Sept to 2 Sept
£209
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (1,366 reviews)
"This hotel is in the heart of everything! Fast and easy check in. Clean, hot water, the sink was a little clogged but that doesn’t stop anything. Would stay here again."

Reviewed on 8 Aug 2025

Portland Regency Hotel & Spa
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 £258 per night from 1 Sept to 2 Sept
£258
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"It was clean, but I would have enjoyed some sort of outdoor space. A Courtyard or something. I ate breakfast at the restaurant and wasn't impressed."

Reviewed on 8 Aug 2025

Canopy by Hilton Portland Waterfront
See all 2,411 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Old Port travel package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Old Port from just . And the more you bundle, the more dollars you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my Old Port travel package?
Because we understand life can be unpredictable, the answer is yes. For more information, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
How do I get a cheap travel package to Old Port?
Combine your hotel and flight bookings, throw in extras such as activities or a rental car, and save with an Old Port travel package. You won't just walk away with awesome discounts on your escape — you'll have plenty of choice too. When you book through Expedia, you'll have your pick of over 550 airlines and 1,000,000 hotels around the world. Your affordable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Old Port holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has devised a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book your dream getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that fit all budgets, so you can book that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday in multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is easier with this option. Just put down a small deposit on your holiday and then start packing your suitcase.

Where should I stay in Old Port?
Most people who travel to Old Port include University of Southern Maine and Portland Museum of Art on their bucket lists. Why not book a hotel near these fantastic attractions?
What are the top hotels in Old Port?
If it's your first time in Old Port, lock in a room at The Westin Portland Harborview or Embassy Suites by Hilton Portland Maine. Both offer comfortable beds and are top options with many savvy travellers.
How far in advance should I book my Old Port holiday?
Travellers are usually able to compare international flights on Expedia within 12 months of the departure date. Booking late? With a bit of luck, it's still possible to nab a cheap ticket just weeks before your journey.
What does an Expedia Old Port travel package include?
You can select from any combination of hotels, flights and rental cars. Once you've made your booking, you can also add on activities and tours. Want to pick your airfare class? That's possible too. The choice is yours when it comes to putting together your ideal Old Port trip.
What should I know before booking an Old Port travel package?
Whether it's adventure or relaxation you're craving, an Old Port travel package lets you plan your escape your way. Plus, you'll score great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with an Old Port Expedia travel package?
Yes — that's the beauty of an Expedia package. You can pick and choose your flights, hotels and more. We have access to more than 550 airline partners throughout the world, so you have lots of choice when planning your Old Port trip.

Popular places to visit

Casco Bay Lines Ferry Terminal

Explore the waterfront in Portland with a trip to Casco Bay Lines Ferry Terminal. Discover the top-notch restaurants and great live music in this family-friendly area.

Casco Bay Lines Ferry Terminal

Things to do

Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

£42
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
Bootleggers, Bosses & Bloodshed

Bootleggers, Bosses & Bloodshed

£37
per adult
Bootleggers, Bosses & Bloodshed
Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

£122
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. Flight-inclusive packages are ATOL protected.