Downtown Portland Vacations from $436
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.
Bourne's Ocean Acres Ogunquit
Price was $587, price is now $436 per person
$436
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9/10 Wonderful! (255 reviews)
Tremendous value for a really clean well maintained property. Has gas grills and picnic tables really clean pools.
Reviewed on Jun 26, 2026
Ogunquit River Inn & Suites
Moody
Save 100% on your flight
Price was $1,074, price is now $750 per person
$750
per person
Jul 29 - Aug 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
This ida beautiful hotel close to all beaches, dining, and shopping in ogunquit and wells. It is unique because it sits on a hill. Everything was great. The only reason for 4 stars is all the stairs. Be sure you know where your room is located because you might end up dragging your stuff up and down some steep and lengthy stair cases.
Reviewed on Jun 24, 2026
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $1,587, price is now $1,127 per person
$1,127
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.6/10 Exceptional! (185 reviews)
This property oozed charm, and the manager was so friendly and helpful. Loved everything about my stay here.
Reviewed on Jun 26, 2026
The Meadowmere Resort
Price was $1,160, price is now $827 per person
$827
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Price was good for the amenities offered and location. Our room was just recently renovated.
Reviewed on Jun 22, 2026
Inn at Diamond Cove
Price was $1,456, price is now $1,062 per person
$1,062
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
8.8/10 Excellent! (195 reviews)
it was very unique having to take a ferry over, shuttle by golf cart and bikes. late in season only 1 restaurant available. looking for peace and quiet- this it the place. lots to walk around and look at with the old fort there.
Reviewed on Sep 25, 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(484 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
$332 nightly
The price is $367 total per night from Jun 30 to Jul 1
$367 total
Jun 30 - Jul 1
Total with taxes and fees
9.4/10 Exceptional! (1,780 reviews)
"Staff was very accommodating to checking in, valet, storing luggage. Breakfast was delicious!"
Reviewed on Jun 26, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
$261 nightly
The price is $289 total per night from Jul 5 to Jul 6
$289 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,248 reviews)
"The air conditioning doesn’t stay on. The thermostat goes down to 64 but the temperature wouldn’t go below 69 which made it pretty warm to try and sleep."
Reviewed on Jun 26, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $262 total per night from Jun 28 to Jun 29
$262 total
Jun 28 - Jun 29
Total with taxes and fees
9.4/10 Exceptional! (1,683 reviews)
"Amazing all around!"
Reviewed on Jun 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
Vintage Fire Truck Sightseeing Tour of Portland Maine
$45
per adult
98% of travellers recommend
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.