Old Port Vacations from $587
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Your Old Port Vacation
Planning your next adventure just got easier with a vacation package to Old Port. Take in the best this neighborhood has to offer while creating wonderful memories that will last forever. Wondering where to go during your trip to Old Port? Nearby attractions like Portland Museum of Art, University of Southern Maine and Victoria Mansion are excellent places to start. Stop daydreaming and start doing. When it's time to book your dream vacation to Old Port, Expedia is here to help.
The Latest Old Port Vacation Packages
Price found within the past 48 hours. Click for updated prices.
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
Downtown Portland
5 out of top 10 points of interest in this area
4.5/5(326 area reviews)
Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.
Old Port Hotel Deals
Portland Harbor Hotel
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
$385 nightly
The price is $426 total per night from Aug 25 to Aug 26
$426 total
Aug 25 - Aug 26
Total includes taxes and fees
9.2/10 Wonderful! (1,541 reviews)
"Excellent in a great location"
Reviewed on Jul 26, 2025
Canopy by Hilton Portland Waterfront
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
$384 nightly
The price is $425 total per night from Aug 14 to Aug 15
$425 total
Aug 14 - Aug 15
Total includes taxes and fees
9.4/10 Exceptional! (1,009 reviews)
"We had a very nice day at the Hilton. I would highly recommend it to anyone going to Portland for a vacation. Only thing I could say negative was the hostess at the upstairs bar who is a bit surly."
Reviewed on Jul 28, 2025
Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
$288 nightly
The price is $319 total per night from Aug 25 to Aug 26
$319 total
Aug 25 - Aug 26
Total includes taxes and fees
9.2/10 Wonderful! (1,365 reviews)
"Great place to stay. Very walkable with lots of good restaurants"
Reviewed on Jul 28, 2025
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.
Discover the most popular places to visit in Old Port
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.
Cross Insurance Arena
Catch an event at Cross Insurance Arena during your trip to Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.
N.W. Barrett Gallery
You can spend time browsing the exhibits at N.W. Barrett Gallery during your trip to Portland. Stroll along the area's seaside or experience its great live music.
Things to do
Sunset Lighthouse Cruise Tour from Casco Bay
$56
per adult
90% of travellers recommend
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- Portland Vacations
- N.W. Barrett Gallery
- Downtown Portland Vacations
- Casco Bay Lines Ferry Terminal
- Maine Sports Hall of Fame
- Cross Insurance Arena
- Merrill Auditorium
- Wadsworth-Longfellow House
- Victoria Mansion
- Maine Historical Society
- Museum of African Culture
- Center for Maine History
- Maine College of Art
- Space Gallery
- Maine Jewish Museum
- Portland Museum of Art
- Charles Q. Clapp House
- Visit Portland
- McLellan-Sweat Mansion
- McLellan-Sweat House
- State Theatre
- Visit Downtown Portland
- Portland Fire Museum
- Maine Narrow Gauge Railroad Company and Museum
- Cathedral Church of Saint Luke
- International Cryptozoology Museum
- State Street Church
- Center for Cultural Exchange
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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.