Parkside Travel Guide
Portland
Popular places to visit
State Theatre
The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.
Portland Museum of Art
Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.
East End Beach
Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.
University of Southern Maine
Enjoy the student vibe at University of Southern Maine as part of your travels around Portland. Stroll along the seaside or attend a sporting event in the area.
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.
Portland Observatory
After visiting Portland Observatory, make a plan to see the other sights and activities in Portland. Stroll along the area's seaside or experience its entertainment choices.
Things to do
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Ultimate Portland Self-Guided Driving GPS Audio Tour
Maine: Portland Smartphone-Based Walking Audio Tour
Audio Guided Walking Tour from Old Port of Portland, Maine
Portland Golden Adventure Puzzle Quest and Tour
Top hotels in Parkside
Longfellow Hotel
"Clean, comfortable rooms. Hotel does have a few food options near by but car service was wonderful as it’s not near most of the restaurants & shops. Overall great hotel!"
Reviewed on 17 May 2026
The Francis
"Great location, comfortable bed, charming property, friendly and helpful staff."
Reviewed on 1 May 2026
Portland Harbor Hotel
"Clean spacious rooms and very friendly staff. Thank you."
Reviewed on 19 May 2026
Portland Regency Hotel & Spa
"Great location in Old Port. Hotel itself is pretty dated feeling, a little rundown in areas."
Reviewed on 19 May 2026
Cambria Hotel Portland Downtown-Old Port
"Clean Room, as advertised breakfast, phenomenal staff,"
Reviewed on 19 May 2026
HomeAwhile
"We stayed for 9 nights in a King Suite and it was nice to have the separation between the sitting area/kitchenette and the bedroom. The bed was comfortable and it was great to have a desk for a work area in the bedroom as well as a TV. The building has only been open for a couple of months so everything ..."
Reviewed on 19 May 2026
Other neighbourhoods around Parkside
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.
West End
If you're spending some time in West End, Victoria Mansion and Portland Fire Museum are top sights worth seeing.
West Bayside
When in West Bayside, you can plan a visit to Bayside Bowl and Merrill Auditorium, some noteworthy sights in the nearby area.
Valley Street
While visiting Valley Street, you might make a stop by sights like Hadlock Field and Fitzpatrick Stadium.
Oakdale
While Oakdale may 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 Bayside Bowl.
Downtown Portland
A noteworthy feature of Downtown Portland is its captivating waterfront views. While you're in town, be sure to stop and check out Cross Insurance Arena and Merrill Auditorium.
