Downtown Portland Vacations from $380
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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.
Dormir
Save 100% on your flight
Price was $518, price is now $380 per person
$380
per person
Oct 14 - Oct 17
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
8.8/10 Excellent! (1,003 reviews)
For the price I would have liked to have my bed made and fresh towels replaced every day. Breakfast was really good but ditch those fake eggs. Over all it was great. Would stay there again.
Reviewed on Aug 17, 2025
The Docent's Collection
Downtown Portland
Save 100% on your flight
Price was $760, price is now $526 per person
$526
per person
Oct 27 - Oct 30
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (226 reviews)
I had a wonderful stay! The place was clean, cozy, and exactly as described. The location was perfect, which made everything smooth and easy. I’d happily stay here again and recommend it to anyone visiting Portland.
Reviewed on Aug 22, 2025
Cliff House Maine
Price was $1,285, price is now $916 per person
$916
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
We had an amazing stay at Cliffhouse and were pleasantly surprised by how beautiful it is. The only minor issues we encountered were that the pullout couch was quite uncomfortable for our kids, and it was frustrating that children aren’t allowed in the main pool—everyone with kids ends up crowded around a small pool off to the side. Aside from that, everything else was fantastic!
Reviewed on Aug 9, 2025
Nonantum Resort
Save 100% on your flight
Price was $785, price is now $597 per person
$597
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (776 reviews)
Excellent property for families. I wouldn’t recommend it for couples.
Reviewed on Aug 22, 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(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
The Westin Portland Harborview
157 High St, Portland, ME
$223 nightly
The price is $247 total per night from Sep 1 to Sep 2
$247 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Clean and great staff, plenty of places to eat or go out that is very close walking distance to the hotel"
Reviewed on Aug 20, 2025
Portland Harbor Hotel
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
$340 nightly
The price is $376 total per night from Sep 1 to Sep 2
$376 total
Sep 1 - Sep 2
Total with taxes and fees
9.2/10 Wonderful! (1,549 reviews)
"Lovely and knowledgeable staff. Welcoming and romantic stay in a foodie and artsy community."
Reviewed on Aug 20, 2025
Holiday Inn Portland-By the Bay by IHG
88 Spring St, Portland, ME
Fully refundable
$149 nightly
The price is $165 total per night from Sep 1 to Sep 2
$165 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (1,338 reviews)
"The room was comfy and quiet. Good blackout shade. The lighting in the bathroom looks attractive but it isn’t good for even putting in earrings much less any make up or shaving. The mirror in the living area isn’t any better. The coffee was good but better creamer would be nice. And maybe more than ..."
Reviewed on Aug 21, 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
4.5/5(88 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
4.5/5(255 reviews)
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
4/5(78 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.
Things to do
Downtown Golden Adventure Quest Experience in Portland
$7
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
$67
per adult
Sunset Lighthouse Cruise Tour from Casco Bay
$59
per adult
90% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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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.