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 waterfront 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 great live music.
Things to do
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Ultimate Portland Self-Guided Driving GPS Audio Tour
Portland Golden Adventure Puzzle Quest and Tour
Maine: Portland Smartphone-Based Walking Audio Tour
Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
Audio Guided Walking Tour from Old Port of Portland, Maine
Top hotels in Parkside
Longfellow Hotel
Excellent
Reviewed on 1 Apr 2026
The Francis
Hotel is amazing. Have stayed 4 times now.
Reviewed on 26 Mar 2026
The Westin Portland Harborview
Breakfast was really good, free shuttle to town helped, the only problem was the bad was too small, but the rest was really good.
Reviewed on 29 Mar 2026
Clarion Hotel Portland Airport ME
Everything was good except be nice if they didn’t charge for breakfast
Reviewed on 31 Mar 2026
Cambria Hotel Portland Downtown-Old Port
Breakfast was excellent as was the room. We especially liked the room which was bright and airy and provided a view of the rooftop lounge. The decor and the layout of the room was very contemporary and a welcome change from the typical hotel room. Location was great, too!
Reviewed on 2 Apr 2026
Portland Harbor Hotel
.
Reviewed on 3 Apr 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 Children's Museum and Theatre of Maine.
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.
