Downtown Portland Vacations from $367
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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.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $564, price is now $367 per person
$367
per person
Feb 15 - Feb 20
found 11 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
We were only here 1 night, but our room was clean and cozy. We walked right down the street for dinner at $3 Deweys and had a great time! We used our destination fee credit to have breakfast delivered and were thourouly dissapointed. I took one bite and knew something was not right, the potatoes were fried in rancid grease and inedibile. My husband had an omlet that was at least edibile but nothing special.
Reviewed on Nov 24, 2025
The Docent’s Collection – Thompson Block
Downtown Portland
Save 100% on your flight
Price was $713, price is now $396 per person
$396
per person
Feb 15 - Feb 20
found 11 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
This is in a great location and room was very spacious. Blind in bedroom was broken in down position so it was always dark in there.
You are supposed to download an app that requires “always on” connection to Bluetooth to get in, but someone was available to give us card keys instead.
Reviewed on Nov 16, 2025
The Weldon Hotel
Downtown Portland
Save 100% on your flight
Price was $654, price is now $388 per person
$388
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.8/10 Exceptional! (86 reviews)
Loved this place and would definitely stay here next time we go back.
Reviewed on Oct 15, 2025
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $896, price is now $538 per person
$538
per person
Feb 15 - Feb 20
found 11 hours ago
Roundtrip flight included
New York (NYC) 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
The Docent's Collection - Boyd Block
Downtown Portland
Save 100% on your flight
Price was $889, price is now $559 per person
$559
per person
Feb 15 - Feb 20
found 11 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
10/10 Exceptional! (2 reviews)
Really nice and clean new hotel!
Reviewed on Oct 27, 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
$139 nightly
The price is $154 total per night from Nov 30 to Dec 1
$154 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,698 reviews)
Lovely old hotel in the heart of Portland. Loved the pantry, the staff were friendly and our room was quiet and comfortable. We got a great price from Hotels.com. We would love to stay here again but the normal rate is too steep for us.
Reviewed on Nov 26, 2025
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Fully refundable
$83 nightly
The price is $92 total per night from Nov 30 to Dec 1
$92 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (1,416 reviews)
Our trip was great. Check in was smooth, our room was very clean and comfortable; and check out was smooth. Thank you for making the lodging portion of our trip great!
Reviewed on Nov 23, 2025
Hyatt Place Portland Downtown - Old Port Square
433 Fore St Portland ME
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $110 total per night from Nov 30 to Dec 1
$110 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (1,265 reviews)
Top notch service
Reviewed on Nov 23, 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.