Downtown Portland Vacations from $432
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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 $614, price is now $432 per person
$432
per person
Dec 3 - Dec 7
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.2/10 Wonderful! (1,566 reviews)
Everything so far has been great! Can’t wait to stay here again!!
Reviewed on Sep 18, 2025
The McKernan Inn
Save 100% on your flight
Price was $628, price is now $433 per person
$433
per person
Dec 3 - Dec 7
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.2/10 Wonderful! (54 reviews)
Quiet and peaceful with views of the Bay. Easy to access and close to downtown Portland
Reviewed on Aug 18, 2025
Cliff House Maine
Save 100% on your flight
Price was $1,372, price is now $947 per person
$947
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,012 reviews)
The property and staff were excellent. There was an issue with the restaurant Tiller as there was not enough staff to serve the guests.
Reviewed on Sep 17, 2025
The Weldon Hotel
Downtown Portland
Save 100% on your flight
Price was $759, price is now $534 per person
$534
per person
Dec 3 - Dec 7
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.8/10 Exceptional! (76 reviews)
The property was extreme clean. Staff was extremely helpful and responded quickly to requests. Very safe location. Loved that there was a washer and dryer and also a small kitchen area in the property.
Reviewed on Sep 15, 2025
Inn By The Sea
Save 100% on your flight
Price was $905, price is now $676 per person
$676
per person
Dec 3 - Dec 7
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.4/10 Exceptional! (280 reviews)
Absolutely 5 star. Best bed I’ve slept in at a hotel bar none.
Reviewed on Sep 10, 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
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
$284 nightly
The price is $314 total per night from Sep 21 to Sep 22
$314 total
Sep 21 - Sep 22
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"No water pressure in the sink faucet. Also hot water faucet took LITERALLY 5 minutes to warm up. We had to turn on the hot water well in advance of trying to wash face/hands in the sink. Shower had hot water and full water pressure. Noise from other guests came through bathroom vent. We were in Room ..."
Reviewed on Sep 8, 2025
Portland Harbor Hotel
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
$355 nightly
The price is $393 total per night from Sep 21 to Sep 22
$393 total
Sep 21 - Sep 22
Total with taxes and fees
9.2/10 Wonderful! (1,584 reviews)
"Beautiful hotel. Staff service was outstanding. The courtyard garden is magical. Will return to this hotel!"
Reviewed on Sep 16, 2025
Hampton Inn Portland Downtown - Waterfront
209 Fore St, Portland, ME
Fully refundableReserve now, pay when you stay
$298 nightly
The price is $330 total per night from Oct 13 to Oct 14
$330 total
Oct 13 - Oct 14
Total with taxes and fees
8.8/10 Excellent! (1,007 reviews)
A wonderful stay!
"The room was very clean, quiet and comfortable. And the hotel is close to all waterfront where all the great restaurants are! A wonderful hotel!"
Reviewed on Sep 17, 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
Downtown Golden Adventure Quest Experience in Portland
$9
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
$67
per adult
80% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Portland Hotels
- Hotels near Old Port
- Cheap Hotels in Portland
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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.