Old Port Vacations from $380
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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.
Dormir
Save 100% on your flight
Price was $518, price is now $380 per person
$380
per person
Oct 14 - Oct 17
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
8.8/10 Excellent! (1,003 reviews)
For the price I would have liked to have my bed made and fresh towels replaced every day. Breakfast was really good but ditch those fake eggs. Over all it was great. Would stay there again.
Reviewed on Aug 17, 2025
Cliff House Maine
Save 100% on your flight
Price was $1,741, price is now $1,147 per person
$1,147
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
We had an amazing stay at Cliffhouse and were pleasantly surprised by how beautiful it is. The only minor issues we encountered were that the pullout couch was quite uncomfortable for our kids, and it was frustrating that children aren’t allowed in the main pool—everyone with kids ends up crowded around a small pool off to the side. Aside from that, everything else was fantastic!
Reviewed on Aug 9, 2025
The Docent's Collection
Downtown Portland
Save 100% on your flight
Price was $760, price is now $526 per person
$526
per person
Oct 27 - Oct 30
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (226 reviews)
I had a wonderful stay! The place was clean, cozy, and exactly as described. The location was perfect, which made everything smooth and easy. I’d happily stay here again and recommend it to anyone visiting Portland.
Reviewed on Aug 22, 2025
Nonantum Resort
Save 100% on your flight
Price was $785, price is now $597 per person
$597
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (776 reviews)
Excellent property for families. I wouldn’t recommend it for couples.
Reviewed on Aug 22, 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
Fully refundableReserve now, pay when you stay
$340 nightly
The price is $376 total per night from Sep 1 to Sep 2
$376 total
Sep 1 - Sep 2
Total with taxes and fees
9.2/10 Wonderful! (1,549 reviews)
"Lovely and knowledgeable staff. Welcoming and romantic stay in a foodie and artsy community."
Reviewed on Aug 20, 2025
Hilton Garden Inn Portland Downtown Waterfront
65 Commercial St, Portland, ME
Fully refundable
$195 nightly
The price is $215 total per night from Sep 1 to Sep 2
$215 total
Sep 1 - Sep 2
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
Nice stay
"We had a very nice stay. Comfortable beds (meaning queen beds were not firm) which is important to me. The hot tub had no jets which was a bit disappointing. The staff were very nice and very good!"
Reviewed on Aug 22, 2025
Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $254 total per night from Sep 2 to Sep 3
$254 total
Sep 2 - Sep 3
Total with taxes and fees
9.2/10 Wonderful! (1,383 reviews)
"Amazing property! Historic clean convenient and very comfortable"
Reviewed on Aug 22, 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 entertainment choices.
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 acclaimed theater scene.
Things to do
Sunset Lighthouse Cruise Tour from Casco Bay
$59
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.