
Old Port Vacations
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Where to stay in Old Port

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 Hotel Deals

Portland Harbor Hotel
"The staff was very helpful, especially Adam, helping us negotiate places to go in Portland and answering our questions"
Reviewed on Jun 2, 2026

Portland Regency Hotel & Spa
"The Regency is a Portland institution that's located in a fantastic location. Too bad it's starting to look and sound and smell weathered. We were in room 215 and it smelled of smelly socks when we entered. The ancient air and heating system was on, but it was so loud it was hard to nap, much less ..."
Reviewed on Jun 2, 2026

Hyatt Place Portland Downtown - Old Port Square
"Missed the ubiquitous body cream."
Reviewed on Jun 2, 2026
Frequently asked questions
Discover the most popular places to visit in Old Port

Eastern Promenade
Built on an old rail corridor along the easternmost portion of Portland’s peninsula, this waterfront trail offers stunning views of the harbor and Atlantic Ocean.
Maine Narrow Gauge Railroad
You can spend an afternoon studying the exhibits at Maine Narrow Gauge Railroad in Portland. Experience the area's great live music and entertainment choices.
Children's Museum and Theatre of Maine
You can take time to visit Children's Museum and Theatre of Maine during your travels to Portland. Experience the area's acclaimed theater scene and entertainment choices.
Things to do

Portland: Trolley City Tour with Portland Head Light Stop




