Downtown Portland Vacations from $348
Book a Hotel + Flight or Car together to unlock savings
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.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $541, price is now $348 per person
$348
per person
Jan 22 - Jan 26
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.2/10 Wonderful! (1,621 reviews)
Wonderful stay -- clean, bright room, happy and helpful staff, delightful ambience
Reviewed on Nov 2, 2025
The Docent's Collection - New Opening
Downtown Portland
Save 100% on your flight
Price was $785, price is now $533 per person
$533
per person
Jan 22 - Jan 26
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
No reviews
Really nice and clean new hotel!
Reviewed on Oct 27, 2025
Cliff House Maine
Save 100% on your flight
Price was $1,770, price is now $1,222 per person
$1,222
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
9.4/10 Exceptional! (1,016 reviews)
Crew members were amazing! Views could not be beat!
Reviewed on Nov 2, 2025
Inn By The Sea
Save 100% on your flight
Price was $758, price is now $583 per person
$583
per person
Jan 22 - Jan 26
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.4/10 Exceptional! (283 reviews)
Absolutely wonderful experience. We are traveling with our small dog Buttons. The staff all made her feel so welcomed. We were able to eat in the bar area with her and she had her own menu to choose from.
The property and grounds are well maintained. The view is stunning. Would absolutely recommend! Hope to stay again
Reviewed on Oct 31, 2025
Hilton Garden Inn Portland Downtown Waterfront
Downtown Portland
Price was $568, price is now $439 per person
$439
per person
Jan 22 - Jan 26
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.2/10 Wonderful! (1,016 reviews)
Beautiful location with a great view. Clean hotel with exceptional service. Location was perfect and just across the street from the Harbor. Safe with zero issues getting around.
Reviewed on Nov 2, 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
Portland Harbor Hotel
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $183 total per night from Nov 30 to Dec 1
$183 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,656 reviews)
Amazing
Amazing location, unique hotel with beautiful decor and amenities
Reviewed on Oct 28, 2025
Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $158 total per night from Nov 30 to Dec 1
$158 total
Nov 30 - Dec 1
Total with taxes and fees
9.4/10 Exceptional! (1,495 reviews)
-
Reviewed on Oct 27, 2025
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 Nov 30 to Dec 1
$86 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (1,385 reviews)
Clean room. Theres's a shuttle but we could walk to most downtown spots within 10 minutes.
Reviewed on Oct 27, 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
Portland: Maine Lighthouses Sightseeing Cruise with Drinks
$69
per adult
100% of travellers recommend
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
$69
per adult
Small Group Sunset Lighthouse Boat Cruise With Local Drinks
$69
per adult
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.