Downtown Portland Vacations from $801
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.
Nautical Mile
Price was $994, price is now $801 per person
$801
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (25 reviews)
I've stayed at the Nautical Mile many times! The rooms are perfect for a get-away! The pool is always ready to cool off in and the people, both working at the Nautical Mile and guests are very friendly.
Reviewed on Sep 8, 2026
Cape Arundel Inn and Resort
Price was $1,579, price is now $1,269 per person
$1,269
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.8/10 Exceptional! (49 reviews)
A special hotel. Beautiful setting, unique one-of-kind inn. So very Maine coastal. Staff could not have been more appropriately available, helpful, kind. Lovely experience all around.
Reviewed on Oct 26, 2026
The Meadowmere Resort
Price was $1,136, price is now $922 per person
$922
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (1,007 reviews)
The property was very clean and well maintained. The staff were friendly and helpful. It’s the ideal location when attending the Ogunquit Playhouse. We didn’t have time to take advantage of them, but I was impressed by the many amenities available. The complimentary breakfast was adequate.
Reviewed on Oct 26, 2026
Inn By The Sea
Price was $1,574, price is now $1,292 per person
$1,292
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.6/10 Exceptional! (342 reviews)
Great pet friendly resort that allowed the dog to remain in the room while dining in the restaurant. Pet was allowed in the lounge area where they offered the same dining room menu, if you wanted to bring you pet along
. Pet treats and food and water dishes already in place in the room.
Reviewed on Oct 22, 2026
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
$108 nightly
The price is $119 total per night from Nov 18 to Nov 19
$119 total
Nov 18 - Nov 19
Total with taxes and fees
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $201 total per night from Nov 22 to Nov 23
$201 total
Nov 22 - Nov 23
Total with taxes and fees
9.2/10 Wonderful! (1,860 reviews)
"A wonderful stay while in Ashbury, NJ! The view from our oceanside window was beautiful. Well worth the extra $ to get the ocean view large window. Friendly staff, comfy room. Hope to return some day. What a fun town, too!"
Reviewed on Oct 26, 2026
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Fully refundable
$93 nightly
The price is $103 total per night from Nov 22 to Nov 23
$103 total
Nov 22 - Nov 23
Total with taxes and fees
9/10 Wonderful! (1,666 reviews)
"Everything was clean and updated. All of the staff were very helpful. The breakfast was the best quality and variety I have EVER had. We did not have a chance to use the sauna or pool. I wish every hotel was this wonderful. The elevators weren’t crowded. We had an airport shuttle. Everything was ..."
Reviewed on Oct 26, 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.
Stay near popular Downtown Portland attractions
Things to do
Sunset Windjammer Cruise Along the Coast of Portland Maine
$77
per adult
92% of travellers recommend
Portland: Casco Bay Morning Lighthouse Cruise
$59
per adult
80% of travellers recommend
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- Victoria Mansion
- Bug Light
- Old Port Vacations
- Portland Museum of Art
- Casco Bay Bridge
- Ll Bean Flagship Store
- Mclellan-Sweat Mansion
- Charles Q. Clapp House
- Fitzpatrick Stadium
- Higgins Beach
- Two Lights State Park
- Eastern Promenade
- International Cryptozoology Museum
- Casco Bay Lines Ferry Terminal
- Port City Music Hall
- Merrill Auditorium
- Wadsworth-Longfellow House
- Maine Sports Hall of Fame
- State Street Church
- Visit Bailey Island
- State Theatre
- Fort Preble
- Portland Head Light
- Spring Point Ledge Lighthouse
- Maine College of Art
- Fort Williams Park
- East End Beach
- Visit Portland
- Southworth Planetarium
- Maine Jewish Museum
- Maine Historical Society
- Mclellan-Sweat House
- Visit Old Port
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.