Downtown Portland Vacations from $745
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.
The Westin Portland Harborview
Downtown Portland
Price was $971, price is now $745 per person
$745
per person
Apr 6 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
8.8/10 Excellent! (1,001 reviews)
The room was clean and comfortable. Thr hotel itself was beautiful
Reviewed on Feb 4, 2026
The McKernan Inn
Price was $1,245, price is now $868 per person
$868
per person
Apr 6 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9/10 Wonderful! (83 reviews)
Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation!
Reviewed on Dec 27, 2025
The Docent’s Collection – Thompson Block
Downtown Portland
Price was $1,197, price is now $865 per person
$865
per person
Apr 6 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
Room was very clean, neat vibe, tons of space! Made coming back from
Reviewed on Jan 23, 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(473 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
$145 nightly
The price is $160 total per night from Feb 9 to Feb 10
$160 total
Feb 9 - Feb 10
Total with taxes and fees
9.2/10 Wonderful! (1,745 reviews)
Room very clean. All staff professional and courteous
Reviewed on Jan 30, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
$130 nightly
The price is $144 total per night from Feb 11 to Feb 12
$144 total
Feb 11 - Feb 12
Total with taxes and fees
9.4/10 Exceptional! (1,580 reviews)
The room was impeccable, the restaurant was delicious and perfect location
Reviewed on Jan 29, 2026
Hyatt Place Portland Downtown - Old Port Square
433 Fore St Portland ME
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $100 total per night from Mar 2 to Mar 3
$100 total
Mar 2 - Mar 3
Total with taxes and fees
8.8/10 Excellent! (1,319 reviews)
Staff great, room great, free upgrade, great location.
Reviewed on Feb 1, 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.
Discover the most popular places to visit in Downtown Portland
State Theatre
The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.
Portland Museum of Art
Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.
Wadsworth-Longfellow House
As you tour this historic brick home, trace three generations of Maine family history and learn about the cultural and political impact of its family members.
Things to do
Portland Smartphone Audio Tour: Self-Guided Drive
$17
per traveler
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
$10
per traveler
Ultimate Portland Self-Guided Driving GPS Audio Tour
$17
per traveler
100% of travellers recommend
Explore a world of travel with Expedia
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- Portland Vacations
- Visit Old Port
- Old Port Vacations
- Cross Insurance Arena
- N.W. Barrett Gallery
- Casco Bay Lines Ferry Terminal
- Victoria Mansion
- Wadsworth-Longfellow House
- Museum of African Culture
- Maine Historical Society
- Center for Maine History
- Maine Sports Hall of Fame
- Maine College of Art
- Merrill Auditorium
- Space Gallery
- Portland Museum of Art
- Charles Q. Clapp House
- McLellan-Sweat Mansion
- McLellan-Sweat House
- State Theatre
- Maine Jewish Museum
- Portland Fire Museum
- Visit Portland
- Cathedral Church of Saint Luke
- International Cryptozoology Museum
- State Street Church
- Center for Cultural Exchange
- Maine Narrow Gauge Railroad Company and Museum
- Visit Portland Arts District
- Casco Bay Bridge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.