Downtown Portland Vacations from $367
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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.
Ramada Plaza by Wyndham Portland
Nasons Corner
Price was $435, price is now $367 per person
$367
per person
Feb 19 - Feb 23
found 10 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
7.8/10 Good! (1,036 reviews)
Easy and convenient. Outdated and smelled a bit like pet urine. Pool and hot tub were appreciated.
Reviewed on Nov 23, 2025
AWOL Kennebunkport
Price was $668, price is now $541 per person
$541
per person
Jan 15 - Jan 18
found 3 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (225 reviews)
Wonderful stay, will definitely return. Great breakfast and we loved bringing our dog. Storage solutions in the form of more shelving and drawers in bathroom/shower and in main room to allow full unpacking seems like an easy fix.
Reviewed on Nov 21, 2025
Kennebunkport Captains Collection
Price was $518, price is now $421 per person
$421
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.4/10 Exceptional! (649 reviews)
Beautiful room and common areas. Peaceful and comfortable. We didn't want to leave.
Reviewed on Nov 30, 2025
Blind Tiger Portland - Danforth Street.
West End
Price was $698, price is now $587 per person
$587
per person
Jan 9 - Jan 11
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (161 reviews)
The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!
Reviewed on Nov 23, 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
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Dec 21 to Dec 22
$108 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (1,007 reviews)
This is our favorite spot to stay when we go to State Theater. The harbor view room on the 14th floor was gorgeous. The bed is very comfortable and I love the shower with aromatherapy shampoo. The staff is very friendly and I always look forward to the breakfast.
Reviewed on Nov 30, 2025
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $157 total per night from Dec 8 to Dec 9
$157 total
Dec 8 - Dec 9
Total with taxes and fees
9.2/10 Wonderful! (1,698 reviews)
Lovely old hotel in the heart of Portland. Loved the pantry, the staff were friendly and our room was quiet and comfortable. We got a great price from Hotels.com. We would love to stay here again but the normal rate is too steep for us.
Reviewed on Nov 26, 2025
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Fully refundable
$79 nightly
The price is $88 total per night from Dec 7 to Dec 8
$88 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (1,421 reviews)
Yes all was fine, but not even a bottle of water on arrival in the room!!!
Reviewed on Nov 26, 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.
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.
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
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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.