Downtown Portland Vacations from $265
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.
Portland Harbor Hotel
Downtown Portland
Price was $348, price is now $268 per person
$268
per person
Jan 25 - Jan 27
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
Beautiful room, friendly staff, and perfect location.
Reviewed on Dec 6, 2025
Blind Tiger Portland - Danforth Street.
West End
Price was $433, price is now $365 per person
$365
per person
Jan 25 - Jan 27
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Hilton Garden Inn Portland Downtown Waterfront
Downtown Portland
Price was $329, price is now $290 per person
$290
per person
Jan 25 - Jan 27
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.2/10 Wonderful! (1,001 reviews)
Yes, it was wonderful.
Reviewed on Dec 5, 2025
Residence Inn Portland Downtown/Waterfront
East Bayside
Price was $480, price is now $424 per person
$424
per person
Jan 16 - Jan 19
found 21 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PWM)
8.8/10 Excellent! (1,000 reviews)
Convenient location and a great staff, best Residence Inn we’ve stayed in!
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 8 to Dec 9
$158 total
Dec 8 - Dec 9
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
4.5/5(88 reviews)
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
4.5/5(255 reviews)
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
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.