Downtown Portland Vacations from $291
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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.
The Beach Rose Inn
Price was $381, price is now $291 per person
$291
per person
May 1 - May 6
found 22 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PWM)
7.2/10 Good! (242 reviews)
The room was very clean. The parking lot was not well shoveled, and with an unassisted check-in (no one in the office), we were confused on finding our room, but it was very convenient, and has a nice lobby area with microwave.
The room was sufficient for what we needed, and the bed was VERY comfortable. The wi-fi was spotty at times, which is what negatively impacted our stay.
Overall, a very good value, especially if wi-fi is only required minimally, versus working.
Reviewed on Feb 2, 2026
Grasshopper Inn
Price was $1,148, price is now $848 per person
$848
per person
May 1 - May 6
found 22 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PWM)
9.8/10 Exceptional! (70 reviews)
We had a fantastic stay at Grasshopper Inn and will definitely return when back in the area. Clean, friendly staff and brilliant location.
Reviewed on Oct 22, 2025
Inn By The Sea
Price was $1,123, price is now $856 per person
$856
per person
Apr 2 - Apr 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.4/10 Exceptional! (288 reviews)
Room was ready early friendly staff and room is better than expected
Reviewed on Nov 16, 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
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Feb 25 to Feb 26
$108 total
Feb 25 - Feb 26
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)
The room was clean and comfortable. Thr hotel itself was beautiful
Reviewed on Feb 4, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $163 total per night from Feb 12 to Feb 13
$163 total
Feb 12 - Feb 13
Total with taxes and fees
9.2/10 Wonderful! (1,751 reviews)
Wonderful stay!
Reviewed on Feb 7, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Mar 1 to Mar 2
$141 total
Mar 1 - Mar 2
Total with taxes and fees
9.4/10 Exceptional! (1,578 reviews)
The room was impeccable, the restaurant was delicious and perfect location
Reviewed on Jan 29, 2026
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.
Wadsworth-Longfellow House
4/5(78 reviews)
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 Smartphone Audio Tour: Self-Guided Drive
$17
per traveler
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
$10
per traveler
Ultimate Portland Self-Guided Driving GPS Audio Tour
$17
per traveler
100% of travellers recommend
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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.