Old Port Vacations from $683
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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.
Ogunquit River Inn & Suites
Moody
$939
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9/10 Wonderful! (1,017 reviews)
We checked in a bit early, and we were greeted with ice tea and a smile. A very nice group of folks working and the breakfast was better than expected. We would absolutely stay here again.
Reviewed on Aug 11, 2026
Evalina Hotel
Downtown Portland
$1,637
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
10/10 Exceptional! (7 reviews)
It was our first time visiting Portland, and the Evalina exceeded our expectations. The location is perfect, right on Commercial Street, with plenty of restaurants and shops nearby. The ferry and cruise ports are also just a 5–10 minute walk away, making it easy to visit the different islands.
The suite was comfortable and thoughtfully equipped with everything we could need, including an umbrella for rainy days, coffee and a French press, tea, a washer and dryer, and so much more. Communication was excellent throughout our stay as well.
We truly enjoyed our visit, and the next time we’re in Portland, the Evalina will be our first choice!
Reviewed on Aug 8, 2026
Portland Harbor Hotel
Downtown Portland
$1,552
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (1,792 reviews)
A lovely historic hotel in the part of town with great restaurants and tourist attractions. Only valet parking is available, and to tip the valet you need to know their name as it is on line via a QR code! Beware technological luddites.
As far as the hotel is concerned, we paid (modestly) extra for a "garden view" room. Both the first room they showed us and the one we stayed in, had one small window, oriented 45 degrees to the wall that looked out the window. So, yes, technically it was garden view if you walk up all the way to the window and look askance at the garden, but not sure I would advertise those rooms as garden view. just saying....
Reviewed on Aug 10, 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
4 out of top 10 points of interest in this area
Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.
West End
Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion.
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.
East Bayside
Bordered by Franklin Street and Washington Avenue, East Bayside offers a community arts venue, Mayo Street Arts, and the relaxing green space of Kennedy Park. Explore nearby Old Port and Munjoy Hill.
Parkside
While visiting Parkside, you might make a stop by sights like Fitzpatrick Stadium and Neal S. Dow House.
Old Port Hotel Deals
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$341 nightly
$377 total
Aug 30 - Aug 31
Total with taxes and fees
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$357 nightly
$395 total
Sep 8 - Sep 9
Total with taxes and fees
9.2/10 Wonderful! (1,805 reviews)
"A lovely historic hotel in the part of town with great restaurants and tourist attractions. Only valet parking is available, and to tip the valet you need to know their name as it is on line via a QR code! Beware technological luddites. As far as the hotel is concerned, we paid (modestly) extra for ..."
Reviewed on Aug 10, 2026
Canopy by Hilton Portland Waterfront
9 Center Street Portland ME
Fully refundableReserve now, pay when you stay
$376 nightly
$417 total
Aug 31 - Sep 1
Total with taxes and fees
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
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 great live music.
Fore Street Gallery
You can spend an afternoon studying the exhibits at Fore Street Gallery during your trip to Portland. Experience the area's entertainment choices and 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 waterfront or experience its entertainment choices.
Salt Gallery
You can spend an afternoon exploring the galleries in Salt Gallery in Portland. Experience the area's great live music and entertainment choices.
Domaine Gallery
You can spend an afternoon browsing the exhibits at Domaine Gallery during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.
Maine Sports Hall of Fame
You can spend an afternoon studying the exhibits at Maine Sports Hall of Fame during your travels in Portland. Stroll along the area's seaside or experience its acclaimed theater scene.
Things to do
Sunset Windjammer Cruise Along the Coast of Portland Maine
$77
per adult
90% of travellers recommend
Portland Explorer: Boat Cruise with Oysters & Prosecco
$137
per adult
Portland, Maine: Tour in Vintage Fire Engine
$45
per adult
90% 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.