Downtown Portland Vacations from $825
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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.
The Meadowmere Resort
Price was $1,134, price is now $825 per person
$825
per person
Sep 15 - Sep 19
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Staff was very helpful, room was clean, and great location! Would definitely stay there again
Reviewed on Jul 14, 2026
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $1,737, price is now $1,149 per person
$1,149
per person
Sep 29 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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
Evalina Hotel
Downtown Portland
Save 100% on your flight
Price was $3,465, price is now $2,298 per person
$2,298
per person
Oct 5 - Oct 11
found 2 days ago
Roundtrip flight included
Atlanta (ATL) 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
Inn at Diamond Cove
Price was $1,248, price is now $906 per person
$906
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
8.8/10 Excellent! (198 reviews)
Unusual place to stay; in a renovated former army base. Huge rooms, gorgeous recent renovation/reconstruction.Expensive!
Reviewed on Jul 12, 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
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
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
$279 nightly
The price is $309 total per night from Jul 26 to Jul 27
$309 total
Jul 26 - Jul 27
Total with taxes and fees
9.4/10 Exceptional! (1,269 reviews)
"Property is in a great location to walk around the Old Port area. Only bummer is the parking situation at the hotel is valet only."
Reviewed on Jul 15, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
$433 nightly
The price is $480 total per night from Jul 26 to Jul 27
$480 total
Jul 26 - Jul 27
Total with taxes and fees
9.4/10 Exceptional! (1,790 reviews)
"We absolutely loved this beautiful lodging! Insanely perfect location in the heart of the old downtown port area, charming decor, pleasant and helpful staff, clean rooms and common areas, great water pressure in the shower, adorable FREE bicycles with helmets to borrow, and super comfortable beds ..."
Reviewed on Jul 15, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
$387 nightly
The price is $428 total per night from Jul 26 to Jul 27
$428 total
Jul 26 - Jul 27
Total with taxes and fees
9.4/10 Exceptional! (1,718 reviews)
"Awesome location"
Reviewed on Jul 15, 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
Sunset Windjammer Cruise Along the Coast of Portland Maine
$77
per adult
88% 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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- 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.