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Discover 2,321 Parkside hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Longfellow Hotel

The Francis

Portland Harbor Hotel

Hilton Garden Inn Portland Downtown Waterfront

Casco Bay Inn

Germaine Inn South Portland
Where to stay in Parkside

Downtown Portland
Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Merrill Auditorium, you won't get bored spending a day wandering around this part of 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.

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.
Back Cove
While Back Cove might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Hadlock Field and Merrill Auditorium.