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.
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.
Victoria Mansion
Visit the remarkably preserved 19th-century manor house, located in downtown Portland. Get an authentic impression of life during that era.
Portland Observatory
You can find out about the history of Portland with a stop at Portland Observatory. Stroll along the area's waterfront or experience its acclaimed theatre scene.
Things to do
Portland: Maine Lighthouses Sightseeing Cruise with Drinks
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sunset Lighthouse Harbor Cruise from Portland's Old Port
Scenic Lighthouse Boat Cruise from Portland's Old Port
Top hotels in Parkside
Longfellow Hotel
Reviewed on 2 Aug 2025
The Francis
Reviewed on 1 Aug 2025
Days Inn by Wyndham Airport/Maine Mall
Reviewed on 3 Aug 2025
Germaine Inn South Portland
Reviewed on 2 Aug 2025
Ramada Plaza by Wyndham Portland
Reviewed on 27 Jul 2025
Clarion Hotel Portland
Reviewed on 2 Aug 2025
Other neighbourhoods around Parkside
Valley Street
While visiting Valley Street, you might make a stop by sights like Hadlock Field and Fitzpatrick Stadium.
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 Merrill Auditorium and Cross Insurance Arena, some noteworthy sights in the nearby area.
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 Thompson's Point.
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.