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
A tree-lined pathway leading to a brick building with a sign reading "Mercy Hospital Service Entrance".

Downtown Portland

4 out of top 10 points of interest in this area

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.

A lighthouse on a rocky shore with a sailboat in the distance.

West End

If you're spending some time in West End, Victoria Mansion and Portland Fire Museum are top sights worth seeing.

A large, cream-colored building with white columns and a white picket fence in front.

Portland Arts District

The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip.

A red brick building with Gothic architectural features, including pointed arches and a cross on top.

East Bayside

If you're spending some time in East Bayside, Maine Jewish Museum and Cathedral of the Immaculate Conception are top sights worth seeing.

An aerial view of a coastal city with a harbor, marina, and residential area.

Parkside

If you're spending some time in Parkside, Fitzpatrick Stadium and Neal S. Dow House are top sights worth seeing.

Top hotels in Old Port

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
£251
per night
30 Aug - 31 Aug
Portland Regency Hotel & Spa
Portland Harbor Hotel

Portland Harbor Hotel

468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
£281
per night
7 Sept - 8 Sept
Portland Harbor Hotel
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

9 Center Street Portland ME
Fully refundableReserve now, pay when you stay
£294
per night
1 Sept - 2 Sept
Canopy by Hilton Portland Waterfront
See all 2,389 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 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.

Stay near popular Old Port attractions

Cross Insurance Arena

8.6/10 (275 reviews)
Catch an event at Cross Insurance Arena during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.
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Fore Street Gallery

You can spend an afternoon exploring the galleries in Fore Street Gallery during your travels in Portland. Experience the area's entertainment choices and acclaimed theatre scene.
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Salt Gallery

You can spend an afternoon studying the exhibits at Salt Gallery during your travels in Portland. Experience the area's entertainment choices and acclaimed theatre scene.
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N.W. Barrett Gallery

You can spend time studying the exhibits at N.W. Barrett Gallery in Portland. Stroll along the area's seaside or experience its acclaimed theatre scene.
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Domaine Gallery

You can spend an afternoon studying the exhibits at Domaine Gallery during your travels in Portland. Stroll along the area's seaside or experience its acclaimed theatre scene.
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Maine Sports Hall of Fame

You can spend an afternoon exploring the galleries in Maine Sports Hall of Fame during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.
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Things to do

Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

£58
per adult
90% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
Portland Lighthouse Boat Cruise with Oysters & Prosecco

Portland Explorer: Boat Cruise with Oysters & Prosecco

£103
per adult
Portland Explorer: Boat Cruise with Oysters & Prosecco
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.