Downtown Portland Vacations from $817

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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.
Inn at St John Portland In-Town

Inn at St John Portland In-Town

Valley Street
$817
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
8.6/10 Excellent! (1,118 reviews)
Where do I even start. STAY AWAY FROM THIS PLACE. We arrived at 11PM driving down the coast, looking for somewhere to sleep, so we weren't expecting much. Check-in was smooth, but the room was old, poorly maintained, and barely clean. The bathroom floor was gray and sticky, the shower had open bottles from previous guests, and the water pressure was barely a drizzle. I would normally let that slide, BUT: We left our locked luggage while spending the day in Portland. When we returned around 7PM, the front desk guy laughed and said, "If you don't find a silver or gold box..." I thought nothing of it then. The next day, in another town, I realized my toiletry bag was missing. After checking my luggage and car, I called. Initially they said they had nothing. I checked again and called back—this time they said they found it. They had ~7 hours after checkout to find it, but hadn't mentioned it when I picked up my luggage, so I had to drive 2 hours back. The bag was noticeably lighter: my perfume and body-hair trimmer were missing. I asked them to check housekeeping, assuming I'd misplaced them. They repeatedly said they hadn't seen anything. Only after I asked them to contact the current guests did they check housekeeping. After ANOTHER phone call, they "magically" found my missing items in a bag inside a drawer in their office. Houdini stuff. Weirdest hotel experience ever. Apparently the trimmer was worth risking a terrible review. Spend the night in your car instead.

Reviewed on Sep 10, 2026

Evalina Hotel

Evalina Hotel

Downtown Portland
Save 100% on your flight
$2,306
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
10/10 Exceptional! (11 reviews)
The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

Downtown Portland
Save 100% on your flight
$1,429
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (61 reviews)
Inn By The Sea

Inn By The Sea

$1,008
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (328 reviews)
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.

Reviewed on Aug 13, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

Moody
$889
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9/10 Wonderful! (1,016 reviews)
Great place to stay

Reviewed on Sep 10, 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
A marina with boats docked, a wooden pier, and a red brick building with balconies.

Old Port

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.

A lighthouse on a rocky shore with a sailboat in the distance.

West End

Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion.

A large, cream-colored building with white columns and a white picket fence in front.

Portland Arts District

The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip.

An aerial view of a coastal city with a harbor, marina, and residential area.

Parkside

While visiting Parkside, you might make a stop by sights like Fitzpatrick Stadium and Neal S. Dow House.

A red brick building with Gothic architectural features, including pointed arches and a cross on top.

East Bayside

Bordered by Franklin Street and Washington Avenue, East Bayside offers a community arts venue, Mayo Street Arts, and the relaxing green space of Kennedy Park. Explore nearby Old Port and Munjoy Hill.

Downtown Portland Hotel Deals

Portland Harbor Hotel

Portland Harbor Hotel

468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$394 nightly
$435 total
Sep 13 - Sep 14
Total with taxes and fees
9.2/10 Wonderful! (1,835 reviews)
"Please be aware that there is $38.15 “amenity fee” charge PER DAY in addition to the hotel room rate you pay. Some of their amenities include free local phone calls, tea and coffee, not in your room, but in a lobby of the floor, access to their restaurant terrace, and discount for things to do outside ..."

Reviewed on Sep 10, 2026

Portland Harbor Hotel
The Westin Portland Harborview

The Westin Portland Harborview

157 High St Portland ME
Fully refundableReserve now, pay when you stay
$254 nightly
$281 total
Sep 20 - Sep 21
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
"Great location spacious clean rooms! Mattress were showing there age a bit but the hotel iitself was very well maintained and the staff is great!!"

Reviewed on Sep 8, 2026

The Westin Portland Harborview
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
$293 nightly
$325 total
Sep 13 - Sep 14
Total with taxes and fees
9.2/10 Wonderful! (1,321 reviews)
"clean. large room. good location. we really enjoyed."

Reviewed on Sep 10, 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,405 properties in Downtown Portland
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

A building with a large arched window and a sign that reads "STATE".

State Theatre

8.8/10 (392 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.
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An art gallery with various paintings and sculptures.

Portland Museum of Art

9.2/10 (610 reviews)
Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.
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A building with large windows and a 'STOP' sign in front.
Photo by Tim Thomas

Maine College of Art

10.0/10 (2 reviews)
You can spend an afternoon browsing the exhibits at Maine College of Art during your trip to Portland. Experience the area's acclaimed theater scene and great live music.
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A brick church with a pointed steeple and a large arched window.

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.
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Cross Insurance Arena

8.6/10 (275 reviews)
Catch an event at Cross Insurance Arena during your trip to Portland. Stroll along the area's waterfront or experience its great live music.
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Merrill Auditorium

8.8/10 (107 reviews)
You can enjoy a show at Merrill Auditorium during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.
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Fore Street Gallery

You can spend an afternoon studying the exhibits at Fore Street Gallery during your trip to Portland. Experience the area's entertainment choices and great live music.
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International Cryptozoology Museum

You can spend time browsing the exhibits at International Cryptozoology Museum in Portland. Stroll along the area's waterfront or experience its great live music.
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Things to do

Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

$77
per adult
90% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
Portland: Casco Bay Morning Lighthouse Cruise

Portland: Casco Bay Morning Lighthouse Cruise

$59
per adult
Portland: Casco Bay Morning Lighthouse Cruise
See all activities in Portland

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