Downtown Portland Vacations from $285
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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.
Hilton Garden Inn Portland Airport
Price was $356, price is now $285 per person
$285
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
8.4/10 Very Good! (1,001 reviews)
Room was in good condition but had to request to move since it was not a double. Staff did not seem to know it was a king. Better system for buying beverages. Keep the “small” bar area open longer.
Reviewed on Dec 7, 2025
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $513, price is now $314 per person
$314
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
Beautiful room, friendly staff, and perfect location.
Reviewed on Dec 6, 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 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
My husband and I had a wonderful time. Breakfast, lunch, and dinner was delicious, drinks were crafted just right. We absolutely loved the outdoor hot tub. Our stay was everything we expected. Thank you.
Reviewed on Dec 8, 2025
The Wolfeboro Inn
Save 100% on your flight
Price was $587, price is now $419 per person
$419
per person
Feb 12 - Feb 15
found 19 hours ago
Roundtrip flight included
Philadelphia (PHL) to Portland (PWM)
8.2/10 Very Good! (544 reviews)
Hotel is located in a great spot, easy to walk to town. Room was nice and clean. It looked like the property needed overall maintenance. Lots of flaking paint and wood rot.
Reviewed on Oct 22, 2025
Downtown Portland Hotel Deals
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $160 total per night from Dec 17 to Dec 18
$160 total
Dec 17 - Dec 18
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
$138 nightly
The price is $152 total per night from Jan 4 to Jan 5
$152 total
Jan 4 - Jan 5, 2026
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.