Downtown Portland Vacations from $840
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Your Downtown Portland Vacation
Book your vacation package to Downtown Portland and get ready to enjoy its markets and more. Whether you're searching for adventure or relaxation, you'll find it in this appealing neighborhood. Some popular nearby attractions to check out during your trip to Downtown Portland include Portland Museum of Art, University of Southern Maine and Victoria Mansion. Expedia is here to help put your travel plans into action. Book your perfect Downtown Portland vacation today.
The Latest Downtown Portland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Inn at Diamond Cove
Save 100% on your flight
Price was $1,243, price is now $840 per person
$840
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
8.8/10 Excellent! (196 reviews)
We had a really wonderful visit at the Inn at Diamond Cove. It was a special adventure and the staff tried to work with us to help us enjoy our visit after arriving very late at night for a one night /one day stay. We knew nothing about the inn or the island's history so it was a leap of faith and well worth it.
Reviewed on Jun 29, 2026
The Meadowmere Resort
Save 100% on your flight
Price was $1,593, price is now $1,035 per person
$1,035
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
8.6/10 Excellent! (1,003 reviews)
This place was amazing. Clean new rooms and very comfortable beds
Reviewed on Jun 23, 2026
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $1,285, price is now $872 per person
$872
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (1,771 reviews)
Clean room but the room wasn't well cleaned during the stay. They picked up towels but I noticed trash on the floor.
The 35 facility fee is a joke. Not much to use for 35. If you have breakfast or drinks then the fee is waved.
Air conditioning wasn't working. Never got below 74 degrees F in room tho AC ran the whole time.
Reviewed on Jun 29, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
Save 100% on your flight
Price was $1,552, price is now $1,116 per person
$1,116
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (338 reviews)
Be prepared to pay $60 for overnight parking. Other than that, the rooms and staff were excellent. Location A+.
Reviewed on Jun 29, 2026
Where to stay in Downtown Portland
Find the best Downtown Portland areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Portland
Old Port
4.5/5(484 area reviews)
Cobblestone streets, 19th-century brick buildings, and fishing piers define this district, offering boutiques, restaurants, and bars. Explore Post Office Park, Tommy's Park with its large mural, and stroll the Eastern Promenade Trail to East End Beach.
Downtown Portland Hotel Deals
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$349 nightly
The price is $386 total per night from Jul 5 to Jul 6
$386 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,775 reviews)
"Clean room but the room wasn't well cleaned during the stay. They picked up towels but I noticed trash on the floor. The 35 facility fee is a joke. Not much to use for 35. If you have breakfast or drinks then the fee is waved. Air conditioning wasn't working. Never got below 74 degrees F in room ..."
Reviewed on Jun 29, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
$275 nightly
The price is $304 total per night from Jul 5 to Jul 6
$304 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,252 reviews)
"Great location, beautiful, modern rooms with big bathrooms, comfortable beds, spacious areas for storing luggage, etc. and terrific electric black out shades. Very quiet and peaceful. Beautiful garden in the back and easy access to parking garage and Old Port activities. Highly recommend."
Reviewed on Jun 29, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$242 nightly
The price is $268 total per night from Jul 5 to Jul 6
$268 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,682 reviews)
"Great hotel for exploring Old Port! Wasn't too far from anything - felt like the perfect location for our long weekend getaway. Beds are SO comfortable, great pillows, nice shower. Everyone at the front desk was very friendly and helpful. We did ask for our room to be cleaned on day 2 of our 4 night ..."
Reviewed on Jun 30, 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 Downtown Portland attractions
Things to do
Vintage Fire Truck Sightseeing Tour of Portland Maine
$45
per adult
98% of travellers recommend
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- Victoria Mansion
- Bug Light
- Old Port Vacations
- Portland Museum of Art
- Casco Bay Bridge
- Ll Bean Flagship Store
- Mclellan-Sweat Mansion
- Charles Q. Clapp House
- Fitzpatrick Stadium
- Higgins Beach
- Two Lights State Park
- Eastern Promenade
- International Cryptozoology Museum
- Casco Bay Lines Ferry Terminal
- Port City Music Hall
- Merrill Auditorium
- Wadsworth-Longfellow House
- Maine Sports Hall of Fame
- State Street Church
- Visit Bailey Island
- State Theatre
- Fort Preble
- Portland Head Light
- Spring Point Ledge Lighthouse
- Maine College of Art
- Fort Williams Park
- East End Beach
- Visit Portland
- Southworth Planetarium
- Maine Jewish Museum
- Maine Historical Society
- Mclellan-Sweat House
- Visit Old Port
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.