Portland Arts District Vacations from $1,148

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Your Portland Arts District Vacation

Book a vacation package to Portland Arts District and have fun discovering everything this commercial neighborhood has to offer. Known for its nightlife, culture and dining, your next memorable adventure is waiting for you here. Kick start your trip to Portland Arts District by heading to nearby attractions such as Portland Museum of Art, University of Southern Maine and Victoria Mansion. Expedia can put your plans into action. Book your perfect Portland Arts District vacation today.

The Latest Portland Arts District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

West End
$1,148
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (193 reviews)
Wonderful staff, convenient location, fun stay in an old building. So much character with modern amenities and a neighborhood feel. We thoroughly enjoyed our stay and will return. Off-street parking was a huge bonus and the light breakfast had a wide spread. Such a wonderful property.

Reviewed on Oct 11, 2026

Mayville Union House

Mayville Union House

Save 100% on your flight
$1,943
per person
Dec 23 - Dec 30
found 20 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
10/10 Exceptional! (1 review)
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

Downtown Portland
$1,308
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (400 reviews)
Inn By The Sea

Inn By The Sea

$1,175
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (333 reviews)
Close to Sunday River Hot Tub Sauna Cold Plunge

Close to Sunday River Hot Tub Sauna Cold Plunge

Save 100% on your flight
$8,319
per person
Dec 23 - Dec 30
found 20 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
No reviews

Where to stay in Portland Arts District

Find the best Portland Arts District areas and neighborhoods for the activities you enjoy most. Learn more about Portland Arts District
A tree-lined pathway leading to a brick building with a sign reading "Mercy Hospital Service Entrance".

Downtown Portland

5 out of top 10 points of interest in this area

Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.

Find hotels in 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.

Find hotels in Old Port
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.

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An aerial view of a coastal town with houses, a parking lot, and a rocky shoreline.

West Bayside

If you're looking for some top things to see and do in West Bayside and surrounding area, you can visit Merrill Auditorium and Cross Insurance Arena.

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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.

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Portland Arts District Hotel Deals

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

88 Spring St Portland ME
Fully refundable
$102 nightly
$112 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Portland-By the Bay by IHG
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME
Fully refundable
$83 nightly
$92 total
Nov 1 - Nov 2
Total with taxes and fees
8.2/10 Very Good! (1,773 reviews)
"I stayed here for a conference in town because it was convenient and the price was so much more reasonable than the ridiculous situation going on in the Old Port. I can’t believe people are truly willing to spend +500$ a night to stay in a city in Maine in a Monday, but that’s what it’s come to. ..."

Reviewed on Oct 13, 2026

Clarion Hotel Portland Airport ME
The Westin Portland Harborview

The Westin Portland Harborview

157 High St Portland ME
Fully refundableReserve now, pay when you stay
$127 nightly
$141 total
Nov 11 - Nov 12
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
"Excellent breakfast! Must include if you are able to! We honestly found parking on the street for free each night if you don’t mind hunting for a spot and walking a tad. Worth saving on parking in my opinion."

Reviewed on Oct 13, 2026

The Westin Portland Harborview
See all 2,394 properties in Portland Arts District
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Stay near popular Portland Arts District attractions

A historic building with a sign reading "Portland Museum of Art McLellan House."

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 red brick building with green shutters, a white garage door, and a tree in the foreground.

Wadsworth-Longfellow House

8.6/10 (119 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.
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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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Monument Square

8.0/10 (1 review)
Find out about the history of Portland when you spend time at Monument Square. Stroll along the area's waterfront or experience its acclaimed theater scene.
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Port City Music Hall

9.6/10 (12 reviews)
You can get tickets for a performance at Port City Music Hall during your stay in Portland. Experience the area's entertainment choices and acclaimed theater scene.
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Portland Stage

8.6/10 (26 reviews)
You can enjoy a show at Portland Stage during your trip to Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.
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Maine Historical Society

You can spend time browsing the exhibits at Maine Historical Society in Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.
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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
80% of travellers recommend
Portland: Casco Bay Morning Lighthouse Cruise
Sunset Lighthouse Cruise Along Casco Bay

Sunset Lighthouse Cruise Along Casco Bay

$69
per adult
Sunset Lighthouse Cruise Along Casco Bay
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.