Downtown Portland Vacations from $423
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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.
Kennebunkport Captains Collection
Price was $526, price is now $423 per person
$423
per person
Jan 16 - Jan 19
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (649 reviews)
Amazinh location, staff, and facility. The whole place was 10/10.
Reviewed on Dec 7, 2025
Cliff House Maine
Save 100% on your flight
Price was $863, price is now $612 per person
$612
per person
Jan 16 - Jan 19
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
Top notch hotel, amazing service and experience. The staff pay attention to every little detail, going out of their way to make your stay a special experience.
Reviewed on Dec 7, 2025
Blind Tiger Portland - Danforth Street.
West End
Price was $877, price is now $715 per person
$715
per person
Feb 23 - Feb 27
found 13 hours ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
9.6/10 Exceptional! (161 reviews)
The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!
Reviewed on Nov 23, 2025
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
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $170 total per night from Dec 10 to Dec 11
$170 total
Dec 10 - Dec 11
Total with taxes and fees
9.2/10 Wonderful! (1,708 reviews)
room fabulous - we love this place. BUT -- we booked through Expedia for $157 and hotel charged us $257 -- what's up?
Reviewed on Dec 3, 2025
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Fully refundable
$74 nightly
The price is $82 total per night from Dec 23 to Dec 24
$82 total
Dec 23 - Dec 24
Total with taxes and fees
8.8/10 Excellent! (1,418 reviews)
Didn’t fly . Does Portland have a airport?
Reviewed on Dec 1, 2025
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $158 total per night from Dec 15 to Dec 16
$158 total
Dec 15 - Dec 16
Total with taxes and fees
9.4/10 Exceptional! (1,542 reviews)
Yes, excellent service and we really enjoyed our stay.
Reviewed on Dec 4, 2025
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.
State Street Church
Portland’s history of religious tolerance finds its place in a Gothic Revival building at the city center, perfect for attending religious services while on vacation.
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
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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.