Downtown Portland Vacations from $1,039
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 Meadowmere Resort
$1,039
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
We had never been to the Meadowmere. It struck me as a mid-century resort. I felt the room we had, 2nd floor of The Pines building, had been tastefully updated. I only interacted with the front desk and they were nice, in spite of an irate woman there when I was who refused to be happy about anything. I was worried that there might be noise from other guests, but the AC was so loud I couldn’t hear anything. That was a good thing for me. Slept great. We were only there one night. Very walkable to town. We had reservations at The Front Porch.
Reviewed on Aug 8, 2026
Evalina Hotel
Downtown Portland
$2,542
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
10/10 Exceptional! (7 reviews)
It was our first time visiting Portland, and the Evalina exceeded our expectations. The location is perfect, right on Commercial Street, with plenty of restaurants and shops nearby. The ferry and cruise ports are also just a 5–10 minute walk away, making it easy to visit the different islands.
The suite was comfortable and thoughtfully equipped with everything we could need, including an umbrella for rainy days, coffee and a French press, tea, a washer and dryer, and so much more. Communication was excellent throughout our stay as well.
We truly enjoyed our visit, and the next time we’re in Portland, the Evalina will be our first choice!
Reviewed on Aug 8, 2026
The Weldon Hotel
Downtown Portland
$1,410
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.8/10 Exceptional! (106 reviews)
The rooms were clean and spacious. The location was very convenient to the Old port. Parking was right across the street. The only drawback was a mechanical noise that we believe originated from the building next door. This noise made it sometimes difficult to sleep. Having a kitchen and laundry were helpful.
Reviewed on Aug 4, 2026
Blind Tiger Portland - Danforth Street.
West End
$1,881
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (189 reviews)
This hotel is amazing. The rooms, beds, and all the details are so incredible. I wish I could have stayed longer. Check in was a breeze as well. You can tell they take a lot of care and thought into the property. I will definitely be back
Reviewed on Jul 25, 2026
Portland Harbor Hotel
Downtown Portland
$1,309
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (1,792 reviews)
We had a shower that leaked all the way out to the foyer. We called and reported it. They sent a repair person. They caulked around the edge which helped but didn’t fix the whole problem. It still leaked, just not as bad. No one followed up to see if it was fixed. They have a pantry on each floor with fruit infused water snacks, fresh fruit, cookies, canned sparkling water and ice for free. But it was mostly depleted most of the time we were there. There was a sign advertising live music at the front of the hotel. But when we asked where it was, the hotel attendant said they were not having live music after all. No one went to take the sign down. It was still there the next day. We checked out. Hope the musician showed up that night.
Reviewed on Aug 7, 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.
West End
Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion.
Portland Arts District
The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip.
East Bayside
Bordered by Franklin Street and Washington Avenue, East Bayside offers a community arts venue, Mayo Street Arts, and the relaxing green space of Kennedy Park. Explore nearby Old Port and Munjoy Hill.
Parkside
While visiting Parkside, you might make a stop by sights like Fitzpatrick Stadium and Neal S. Dow House.
Downtown Portland Hotel Deals
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$338 nightly
$374 total
Sep 8 - Sep 9
Total with taxes and fees
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$357 nightly
$395 total
Sep 8 - Sep 9
Total with taxes and fees
9.2/10 Wonderful! (1,801 reviews)
"We had a shower that leaked all the way out to the foyer. We called and reported it. They sent a repair person. They caulked around the edge which helped but didn’t fix the whole problem. It still leaked, just not as bad. No one followed up to see if it was fixed. They have a pantry on each floor ..."
Reviewed on Aug 7, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
$279 nightly
$308 total
Aug 30 - Aug 31
Total with taxes and fees
9.4/10 Exceptional! (1,274 reviews)
"The hotel no longer offers self parking for $30. Despite receiving an email 2 days prior to my stay when I arrived, I was told that I needed to use valet. This was disappointing and confusing as I arrived very late due to flight delays. An updated email should have been sent to avoid confusion. The ..."
Reviewed on Aug 8, 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
State Theatre
8.8/10 (392 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
9.2/10 (610 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.
Wadsworth-Longfellow House
8.6/10 (119 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.
Photo by Tim Thomas
Maine College of Art
10.0/10 (2 reviews)
You can spend an afternoon browsing the exhibits at Maine College of Art during your trip to Portland. Experience the area's great live music and acclaimed theater scene.
Cross Insurance Arena
8.6/10 (275 reviews)
Catch an event at Cross Insurance Arena during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.
Merrill Auditorium
8.8/10 (107 reviews)
You can enjoy a show at Merrill Auditorium during your trip to Portland. Stroll along the area's seaside or experience its acclaimed theater scene.
Fore Street Gallery
You can spend an afternoon studying the exhibits at Fore Street Gallery during your trip to Portland. Experience the area's entertainment choices and acclaimed theater scene.
Things to do
Sunset Windjammer Cruise Along the Coast of Portland Maine
$77
per adult
90% of travellers recommend
Portland Explorer: Boat Cruise with Oysters & Prosecco
$137
per adult
Explore a world of travel with Expedia
- Old Port Hotels
- Cape Elizabeth Hotels
- Freeport Hotels
- South Portland Hotels
- Oceanfront Hotels in Old Orchard Beach
- Hotels with Free Airport Shuttle in Portland
- Scarborough Hotels
- Kennebunkport Hotels
- Hotels near Portland Intl. Jetport
- Portland Hotels
- Wells Hotels
- Pet-Friendly Hotels in Portland
- Oceanfront Hotels in Portland
- Old Orchard Beach Hotels
- B&B in Portland
- Cheap Hotels in Portland
- Ogunquit Hotels
- Downtown Portland Hotels
- Motels in Portland
- Flights from Tampa (TPA) to Portland (PWM)
- Flights from New York (JFK) to Portland (PWM)
- Flights from Tucson (TUS) to Portland (PWM)
- Flights from Salt Lake City (SLC) to Portland (PWM)
- Flights from Nashville (BNA) to Portland (PWM)
- Flights from Buffalo (BUF) to Portland (PWM)
- Flights from Orlando (MCO) to Portland (PWM)
- Flights from Fort Lauderdale (FLL) to Portland (PWM)
- Flights from New York (LGA) to Portland (PWM)
- Flights from Boston (BOS) to Portland (PWM)
- Flights from Miami (MIA) to Portland (PWM)
- Flights from Dallas (DFW) to Portland (PWM)
- Flights from Atlanta (ATL) to Portland (PWM)
- Flights from Washington (IAD) to Portland (PWM)
- Flights from Portland (PDX) to Portland (PWM)
- Flights from Seattle (SEA) to Portland (PWM)
- Flights from Cleveland (CLE) to Portland (PWM)
- Flights from San Francisco (SFO) to Portland (PWM)
- Flights from Los Angeles (LAX) to Portland (PWM)
- Flights from Minneapolis (MSP) to Portland (PWM)
- Flights from St. Louis (STL) to Portland (PWM)
- Flights from Jacksonville (JAX) to Portland (PWM)
- Flights to Portland
- Flights from Raleigh (RDU) to Portland (PWM)
- Flights from Pittsburgh (PIT) to Portland (PWM)
- Flights from Phoenix (PHX) to Portland (PWM)
- Flights from Chicago (ORD) to Portland (PWM)
- Flights from Detroit (DTW) to Portland (PWM)
- Flights from Hartford (BDL) to Portland (PWM)
- Flights from Austin (AUS) to Portland (PWM)
- Flights from Cincinnati (CVG) to Portland (PWM)
- Flights from New York (NYC) to Portland (PWM)
- Flights from Indianapolis (IND) to Portland (PWM)
- Flights from White Plains (HPN) to Portland (PWM)
- Flights from Columbus (CMH) to Portland (PWM)
- Flights from Newark Liberty Intl. Airport (EWR) to Portland (PWM)
- Flights from Washington (DCA) to Portland (PWM)
- Flights from Portland Intl. Jetport
- Flights from Charlotte (CLT) to Portland (PWM)
- Flights from Philadelphia (PHL) to Portland (PWM)
- Flights from Denver (DEN) to Portland (PWM)
- Flights from Richmond (RIC) to Portland (PWM)
- Flights from Houston (IAH) to Portland (PWM)
- Flights from Baltimore (BWI) to Portland (PWM)
- 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.