Downtown Portland Vacations from $352
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 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.
84 Main
Save 100% on your flight
Price was $547, price is now $352 per person
$352
per person
Mar 19 - Mar 24
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.
Reviewed on Dec 29, 2025
Cliff House Maine
Bald Head
Save 100% on your flight
Price was $1,551, price is now $1,178 per person
$1,178
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
Phenomenal service and food with stunning east coast views. A favorite for sure.
Reviewed on Jan 23, 2026
InnSeason Resorts The Falls at Ogunquit
Save 100% on your flight
Price was $484, price is now $372 per person
$372
per person
Mar 19 - Mar 24
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (356 reviews)
Wonderful staff, quick easy check in & out, gorgeous location and great in-room jacuzzi tub!
Reviewed on Jan 23, 2026
Kennebunkport Captains Collection
Save 100% on your flight
Price was $890, price is now $750 per person
$750
per person
Mar 19 - Mar 24
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (649 reviews)
The breakfast menu was fresh. The staff is friendly, helpful, and fantastic. Walkable to many things downtown for food but do note that many restaurants close during winter (off-season). Loved it! Would stay again.
Reviewed on Jan 3, 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
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
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $156 total per night from Feb 9 to Feb 10
$156 total
Feb 9 - Feb 10
Total with taxes and fees
9.2/10 Wonderful! (1,745 reviews)
Room very clean. All staff professional and courteous
Reviewed on Jan 30, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $152 total per night from Feb 4 to Feb 5
$152 total
Feb 4 - Feb 5
Total with taxes and fees
9.4/10 Exceptional! (1,580 reviews)
The room was impeccable, the restaurant was delicious and perfect location
Reviewed on Jan 29, 2026
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Fully refundable
$78 nightly
The price is $86 total per night from Feb 10 to Feb 11
$86 total
Feb 10 - Feb 11
Total with taxes and fees
8.8/10 Excellent! (1,475 reviews)
Yes
Reviewed on Jan 23, 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
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
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
Explore a world of travel with Expedia
- Portland Hotels
- Hotels near Old Port
- Cheap Hotels in Portland
- Oceanfront Hotels in Portland
- Hotels with Free Airport Shuttle in Portland
- B&B in Portland
- Hotels near Cross Insurance Arena
- Cheap Hotels in Old Port
- Hotels with Free Parking in Old Port
- Pet-friendly Hotels in Old Port
- Hotels with Hot Tubs in Old Port
- Boutique Hotels in Old Port
- Hotels with Fireplaces in Old Port
- Family Hotels in Old Port
- Hotels with Balconies in Old Port
- Resorts & Hotels with Spas in Old Port
- 4 Star Hotels in Old Port
- Oceanfront Hotels in Old Port
- Hotels with Connecting Rooms in Old Port
- Hotel Wedding Venues Hotels in Old Port
- Romantic Hotels in Old Port
- Hotels with an Outdoor Pool in Old Port
- Luxury Hotels in Old Port
- Historic Hotels in Old Port
- Hotels with a Pool in Old Port
- Hotels with an Indoor Pool in Old Port
- 5 Star Hotels in Old Port
- Hotels with Free Airport Shuttle in Old Port
- Hotels with Free Breakfast in Old Port
- Adults Only Resorts & in Old Port
- Hotels with Laundry Facilities in Old Port
- Hotels with Restaurants in Old Port
- Hotels with Bars in Old Port
- 3 Star Hotels in Old Port
- Hotels with a Gym in Old Port
- Hotel with a Concierge Hotels in Old Port
- Golf Hotels in Old Port
- Honeymoon Resorts & in Old Port
- Pet-friendly Hotels in Portland
- Hotels near N.W. Barrett Gallery
- Hotels near Monument Square
- Motels in Portland
- Hotels near Portland Arts District
- Hotels near Maine Historical Society
- Hotels near Wadsworth-Longfellow House
- Cabin Rentals in Portland
- 4 Star Hotels in Portland Arts District
- Historic Hotels in Portland Arts District
- Hotels with Free Airport Shuttle in Portland Arts District
- Hotels near Port City Music Hall
- Luxury Hotels in Portland
- Hotels near Merrill Auditorium
- Hotels near Maine College of Art
- Hotels near Institute of Contemporary Art
- Hotels with an Indoor Pool in Portland
- Hotels near Space Gallery
- Resorts & Hotels with Spas in Portland
- Boutique Hotels in Portland
- Best Western Hotels in Portland
- Hotels near Casco Bay Lines Ferry Terminal
- Hotels with an Outdoor Pool in Portland
- 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.