Old Port Vacations from $942
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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.
Inn at Diamond Cove
Price was $1,290, price is now $942 per person
$942
per person
Aug 20 - Aug 23
found 19 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.8/10 Excellent! (198 reviews)
The manager and the staff were amazing - we had an issue with the air conditioning in our room and they were very helpful and got us moved to another room. I wish there were some more options for food, and was disappointed that the bar was not staffed, but the inn was beautiful and the atmosphere relaxing!
Reviewed on Jul 4, 2026
Evalina Hotel
Downtown Portland
Save 100% on your flight
Price was $1,885, price is now $1,270 per person
$1,270
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
10/10 Exceptional! (5 reviews)
It was a spacious, clean, well thought out space with all the expected amenities. The location is ideal, and the hotel is truly a treasure.
Reviewed on Jun 28, 2026
The Weldon Hotel
Downtown Portland
Save 100% on your flight
Price was $1,561, price is now $1,083 per person
$1,083
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Spacious with plenty of room for my family of four. Excellent kitchen, washer and dryer and stellar location close to Waterfront district.
Reviewed on Jul 5, 2026
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $2,289, price is now $1,675 per person
$1,675
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
9.6/10 Exceptional! (188 reviews)
We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again.
Reviewed on Jun 26, 2026
Portland Regency Hotel & Spa
Downtown Portland
Save 100% on your flight
Price was $2,126, price is now $1,599 per person
$1,599
per person
Aug 29 - Sep 5
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,682 reviews)
Some amenities were not available at the time of my stay.
Reviewed on Jul 11, 2026
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(328 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
$423 nightly
The price is $468 total per night from Jul 26 to Jul 27
$468 total
Jul 26 - Jul 27
Total with taxes and fees
9.4/10 Exceptional! (1,781 reviews)
"Very helpful staff and had snacks, coffee and water available 24/7"
Reviewed on Jul 11, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
$347 nightly
The price is $384 total per night from Aug 3 to Aug 4
$384 total
Aug 3 - Aug 4
Total with taxes and fees
9.4/10 Exceptional! (1,708 reviews)
"Some amenities were not available at the time of my stay."
Reviewed on Jul 11, 2026
Hilton Garden Inn Portland Downtown Waterfront
65 Commercial St Portland ME
Fully refundableReserve now, pay when you stay
$367 nightly
The price is $406 total per night from Jul 19 to Jul 20
$406 total
Jul 19 - Jul 20
Total with taxes and fees
9.4/10 Exceptional! (1,007 reviews)
"Thanks"
Reviewed on Jul 8, 2026
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.
Stay near popular Old Port attractions
Things to do
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
$79
per adult
100% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
$77
per adult
88% of travellers recommend
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- Two Lights State Park
- Spring Point Ledge Lighthouse
- Higgins Beach
- Fitzpatrick Stadium
- Visit Bailey Island
- East End Beach
- State Theatre
- Mclellan-Sweat House
- Downtown Portland Vacations
- Ll Bean Flagship Store
- International Cryptozoology Museum
- Maine Historical Society
- Merrill Auditorium
- Victoria Mansion
- Visit Old Port
- Fort Williams Park
- State Street Church
- Casco Bay Bridge
- Maine College of Art
- Port City Music Hall
- Visit Portland
- Eastern Promenade
- Mclellan-Sweat Mansion
- Fort Preble
- Maine Sports Hall of Fame
- Southworth Planetarium
- Bug Light
- Portland Head Light
- Maine Jewish Museum
- Wadsworth-Longfellow House
- Casco Bay Lines Ferry Terminal
- Charles Q. Clapp House
- Portland Museum of Art
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.