Downtown Portland Vacations from $821
Book a Hotel + Flight or Car together to unlock savings
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.
Ogunquit River Inn & Suites
Moody
Price was $1,148, price is now $821 per person
$821
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9/10 Wonderful! (1,008 reviews)
Pros: Quiet , clean pool , clean grounds , balcony , close to beaches and shopping areas, nice staff.
Cons: terrible internet connection , TVs kept freezing, carpet, mold in bathroom, breakfast was not good, 10-15 min waits to both check in and check out.
Reviewed on Jul 30, 2026
Evalina Hotel
Downtown Portland
Save 100% on your flight
Price was $2,735, price is now $1,747 per person
$1,747
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
10/10 Exceptional! (6 reviews)
The accommodations were perfect for a family of 4. The 2 bedroom/2 bath was very spacious, very well laid out and in an excellent location. We really enjoyed our stay!
Reviewed on Jul 28, 2026
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $2,783, price is now $1,908 per person
$1,908
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (188 reviews)
This hotel is amazing. The rooms, beds, and all the details are so incredible. I wish I could have stayed longer. Check in was a breeze as well. You can tell they take a lot of care and thought into the property. I will definitely be back
Reviewed on Jul 25, 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
The Westin Portland Harborview
157 High St Portland ME
$254 nightly
The price is $281 total per night from Aug 23 to Aug 24
$281 total
Aug 23 - Aug 24
Total with taxes and fees
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$394 nightly
The price is $435 total per night from Aug 30 to Aug 31
$435 total
Aug 30 - Aug 31
Total with taxes and fees
9.2/10 Wonderful! (1,794 reviews)
"The property is in a great location minutes walk away from stores, great food and sights and trips. But as a property itself it lacks amenities and maintenance levels to fully justify the high seasonal pricing"
Reviewed on Jul 28, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $323 total per night from Aug 30 to Aug 31
$323 total
Aug 30 - Aug 31
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 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: 60-Minute Narrated Sightseeing Trolley Tour
$41
per adult
100% of travellers recommend
Explore a world of travel with Expedia
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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.