Downtown Portland Vacations from $234
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 $325, price is now $234 per person
$234
per person
Jan 25 - Jan 27
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
18.4/10 Exceptional! (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
Cliff House Maine
Price was $983, price is now $707 per person
$707
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
18.8/10 Exceptional! (1,001 reviews)
We had an amazing getaway. The property and its amenities are fantastic. Highly recommend
Reviewed on Nov 23, 2025
Blind Tiger Portland - Danforth Street.
West End
Price was $422, price is now $304 per person
$304
per person
Jan 25 - Jan 27
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
19.2/10 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
Price was $420, price is now $321 per person
$321
per person
Jan 25 - Jan 27
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
20/10 Exceptional! (2 reviews)
Really nice and clean new hotel!
Reviewed on Oct 27, 2025
Blind Tiger Portland – Carleton Street
West End
Price was $409, price is now $320 per person
$320
per person
Jan 25 - Jan 27
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
19.2/10 Exceptional! (119 reviews)
Adorable spot in Portland, great location, really cool concept. Felt like an upgraded vacation rental. You don’t have the whole place to yourself but it basically feels like it. Check in and everything was seamless. The local recommendations, games, and snacks were a nice touch. We loved plays scrabble and drinking wine in the parlor. We do wish some items were a bit nicer given the cost. The bathroom could've had nicer facilities (cheap toilet seat, low water pressure) our bed was a rickety. The breakfast delivered was a nice touch but the contents itself kinda fell flat, not as curated as the website made it seem. Overall we still enjoyed our stay and the concept, but the website may have upsold it a bit.
Reviewed on Nov 11, 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! (1,686 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 ...
Reviewed on Nov 24, 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
$109 nightly
The price is $121 total per night from Nov 26 to Nov 27
$121 total
Nov 26 - Nov 27
Total with taxes and fees
8.8/10 Excellent! (1,257 reviews)
Rooms very clean. Daily turnover service. Friendly staff. Good breakfast choices with attentive attendant. Highly recommend.
Reviewed on Nov 20, 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
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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.