
Downtown Portland Vacations
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Where to stay in Downtown Portland

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.

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.

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.

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.

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

Portland Regency Hotel & Spa
"X"
Reviewed on 2026/8/19

The Westin Portland Harborview
"Egg stuck on the (too thick) breakfast mug did not help - and C2 restaurant is depressing. There's too much brown everywhere. The entire hotel is utilitarian, with no style"
Reviewed on 2026/8/18

Portland Harbor Hotel
"Clean and great location"
Reviewed on 2026/8/18
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Stay near popular Downtown Portland attractions

State Theatre

Portland Museum of Art

Wadsworth-Longfellow House