Parkside Travel Guide
Portland

Popular places to visit

State Theatre
You can get tickets for a performance at State Theatre during your stay in Portland. Experience the area's great live music and entertainment choices.

Portland Museum of Art
You can spend time browsing the exhibits at Portland Museum of Art during your travels in Portland. Stroll along the area's waterfront or experience its great live music.

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
If a restful holiday is part of your travel plans, East End Beach might be the perfect place to visit during your trip to Portland.

Eastern Promenade
Eastern Promenade is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Amble around the area's waterfront or attend a sporting event.

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.
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

Portland Harbor Hotel
A very nice and unique hotel in a great location. Would definitely stay again.
Reviewed on 21 Mar 2026

Holiday Inn Portland-By the Bay by IHG
Clean room. Helpful staff when room key did not work.
Reviewed on 20 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 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 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 Merrill Auditorium.
