Old Port Vacations from $558
Book a Hotel + Flight or Car together to unlock savings
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.
The McKernan Inn
Price was $701, price is now $558 per person
$558
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (60 reviews)
We could see the ocean from our room. The curtains would not close and the furniture was worn and dated. Carpet was old and had an iron spot where someone dropped the iron on the floor. They did not refill the coffee or water station over the weekend. We asked twice, but no response. We left a day early.
Reviewed on Oct 7, 2025
Cliff House Maine
Save 100% on your flight
Price was $1,349, price is now $917 per person
$917
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (1,007 reviews)
The views were absolutely breath taking every where on the property. Staff extremely friendly and caring. Night time entertainment was a plus.
Reviewed on Oct 8, 2025
The Weldon Hotel
Downtown Portland
Price was $825, price is now $641 per person
$641
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.8/10 Exceptional! (79 reviews)
Great spot, large space, cool design, clean, easy to walk all over town.
Reviewed on Oct 1, 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
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
$164 nightly
The price is $181 total per night from Nov 2 to Nov 3
$181 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (1,603 reviews)
"Love the hotel, will be back next time in Portland . You can walk to shops even to some churches and has a fantastic patio."
Reviewed on Oct 8, 2025
Canopy by Hilton Portland Waterfront
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $154 total per night from Nov 3 to Nov 4
$154 total
Nov 3 - Nov 4
Total with taxes and fees
9.4/10 Exceptional! (1,006 reviews)
"Pet friendly! And great location."
Reviewed on Oct 6, 2025
Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
$169 nightly
The price is $187 total per night from Nov 2 to Nov 3
$187 total
Nov 2 - Nov 3
Total with taxes and fees
9.4/10 Exceptional! (1,452 reviews)
"Amazing hotel with great bar, walking to restaurants and all attractions"
Reviewed on Oct 4, 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 great live music.
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 waterfront or experience its great live music.
Things to do
Portland: Maine Lighthouses Sightseeing Cruise with Drinks
$69
per adult
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
$69
per adult
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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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
- Car rentals near Portland
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- Car rental Portland Airport (PWM)
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- Van Car Rentals in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.