Downtown Portland Vacations from $302
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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 $495, price is now $302 per person
$302
per person
Jan 15 - Jan 18
found 1 hour ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
9.2/10 Wonderful! (1,621 reviews)
Clean room, staff was very helpful and nice!!
Reviewed on Nov 5, 2025
Cliff House Maine
Save 100% on your flight
Price was $1,185, price is now $730 per person
$730
per person
Jan 15 - Jan 18
found 1 hour ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
9.4/10 Exceptional! (1,016 reviews)
Crew members were amazing! Views could not be beat!
Reviewed on Nov 2, 2025
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $795, price is now $601 per person
$601
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Portland (PWM)
9.6/10 Exceptional! (155 reviews)
Wish they had a liquor license and could do a cocktail hour in addition to a breakfast service. Wish they had just a tad more breakfast options. Really wish they had a key pad and front door access! LOVED the fire places in every room. Property manager was lovely and friendly. Loved the snacks available and variety.
Reviewed on Oct 27, 2025
Hilton Garden Inn Portland Downtown Waterfront
Downtown Portland
Price was $473, price is now $369 per person
$369
per person
Jan 15 - Jan 18
found 1 hour ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
9.2/10 Wonderful! (1,016 reviews)
Wonderful hotel. Excellent location
Reviewed on Nov 4, 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
$165 nightly
The price is $183 total per night from Nov 30 to Dec 1
$183 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,674 reviews)
All good
Reviewed on Nov 2, 2025
Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $161 total per night from Nov 11 to Nov 12
$161 total
Nov 11 - Nov 12
Total with taxes and fees
9.2/10 Wonderful! (1,513 reviews)
The room was clean was very clean and provided all extras for our stay and then some. The hotel itself is beautiful and well kept while the staff goes above and beyond as always!
Reviewed on Nov 2, 2025
Holiday Inn Portland-By the Bay by IHG
88 Spring St, Portland, ME
Fully refundable
$82 nightly
The price is $91 total per night from Nov 30 to Dec 1
$91 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (1,384 reviews)
Clean room, great location.
Reviewed on Nov 5, 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.
Wadsworth-Longfellow House
As you tour this historic brick home, trace three generations of Maine family history and learn about the cultural and political impact of its family members.
Things to do
Portland, Maine: Tour in Vintage Fire Engine
$43
per adult
90% of travellers recommend
Portland, Maine: Hidden Histories Guided Walking Tour
$49
per adult
Portland Smartphone Audio Tour: Self-Guided Drive
$17
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.