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.
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.
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.
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
Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
Ultimate Portland Self-Guided Driving GPS Audio Tour
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Portland Smartphone Audio Tour: Self-Guided Drive
Audio Guided Walking Tour from Old Port of Portland, Maine
Portland, Maine: Local Brewery & Spirits Bus Tour
Top hotels in Parkside
Longfellow Hotel
I cannot say enough about how amazing the Longfellow Hotel is!! I almost don’t want to say how great it is so that I will be able to stay here whenever I like, and it won’t be booked!! so incredibly comfortable, hip, accommodating. Very simple yet every need is met just the way I like it.
Reviewed on 18 Mar 2026
The Francis
Quaint , clean and cozy boutique hotel in walking distance to State theater.
Reviewed on 23 Feb 2026
The Westin Portland Harborview
Beautiful room, clean shower
Reviewed on 17 Mar 2026
Clarion Hotel Portland Airport ME
Great, 4:30 am shuttle to Airport
Reviewed on 19 Mar 2026
Holiday Inn Portland-By the Bay by IHG
Easy check in/out. Clean and comfortable.
Reviewed on 19 Mar 2026
Portland Harbor Hotel
Nice hotel. From check in to check out, we had everything we needed and pleasant and informed staff to help us enjoy our stay
Reviewed on 18 Mar 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 Wadsworth-Longfellow House or Cross Insurance Arena 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 Portland Exposition Building.
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 Wadsworth-Longfellow House.
