Parkside Travel Guide

Tourist Guide

Popular places to visit

State Theatre showing street scenes as well as an individual female

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.

State Theatre
Portland Museum of Art featuring interior views and art as well as a small group of people

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.

Portland Museum of Art
East End Beach showing general coastal views and a beach as well as a small group of people

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.

East End Beach
Eastern Promenade featuring general coastal views and a bay or harbour as well as a small group of people

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.

Eastern Promenade
Victoria Mansion showing heritage elements, interior views and a house

Victoria Mansion

Visit the remarkably preserved 19th-century manor house, located in downtown Portland. Get an authentic impression of life during that era.

Victoria Mansion
Wadsworth-Longfellow House featuring heritage elements, a house and interior views

Wadsworth-Longfellow House

As you tour this historic brick home, trace three generations of Maine family history and learn about the cultural and political impact of its family members.

Wadsworth-Longfellow House

Activities

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

AU$13
per adult
Downtown Golden Adventure Quest Experience in Portland
Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

AU$102
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

AU$85
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
Bootleggers, Bosses & Bloodshed

Bootleggers, Bosses & Bloodshed

AU$76
per adult
Bootleggers, Bosses & Bloodshed
Inside Fort Scammel's sally port looking back towards Portland's harbor. This is the entrance into the island and the beginning of your private island experience!

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

AU$211
per adult
Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour
Vintage Fire Engine Tours

Vintage Fire Truck Sightseeing Tour of Portland Maine

AU$60
per adult
98% of travellers recommend
Vintage Fire Truck Sightseeing Tour of Portland Maine
See all activities in Portland

Our pick of the best Parkside Hotel Deals

Longfellow Hotel

Longfellow Hotel

4 out of 5
754 Congress St, Portland, ME
Stay at this 4-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Thompson's Point and Maine Mall ...
9.4/10 Exceptional! (98 reviews)
"Unreal"

Reviewed on 22 Jul. 2025

Get rates
Longfellow Hotel
The Francis

The Francis

3.5 out of 5
747 Congress Street, Portland, ME
The price is AU$481 per night from 27 July to 28 July
AU$481
27 July - 28 July
includes taxes & fees
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (335 reviews)
"Beautiful, renovations were excellent. Bed was extremely comfortable and clean. Bathrooms were prestige, clean and newly renovated the old character with the renovated amenities. Made this a very excellent day."

Reviewed on 10 Jul. 2025

The Francis
Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
The price is AU$181 per night from 24 Aug to 25 Aug
AU$181
24 Aug - 25 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.8/10 Good! (1,059 reviews)
"Hotels.com allowed me to put my credit card on file when i booked the room however when I went to check in they did not accept Discover. That threw off a few things and I had to use my visa card. I also missed out on a good amount of cash back on that payment. Aside from that the stay wasn’t ..."

Reviewed on 23 Jul. 2025

Days Inn by Wyndham Airport/Maine Mall
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$255 per night from 29 July to 30 July
AU$255
29 July - 30 July
includes taxes & fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.8/10 Good! (1,022 reviews)
"Excellent"

Reviewed on 23 Jul. 2025

Clarion Hotel Portland
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
The price is AU$207 per night from 27 July to 28 July
AU$207
27 July - 28 July
includes taxes & fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8.4/10 Very Good! (1,415 reviews)
"Very handy (airport shuttle), reasonably priced hotel with friendly staff."

Reviewed on 23 Jul. 2025

Comfort Inn Airport
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
The price is AU$252 per night from 24 Aug to 25 Aug
AU$252
24 Aug - 25 Aug
includes taxes & fees
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
7.6/10 Good! (1,049 reviews)
"Good Location and reasonably priced"

Reviewed on 24 Jul. 2025

Ramada Plaza by Wyndham Portland
See all 2,478 properties in Parkside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other neighbourhoods around Parkside

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Valley Street

While visiting Valley Street, you might make a stop by sights like Hadlock Field and Fitzpatrick Stadium.

Valley Street
Portland Museum of Art showing art and interior views as well as an individual male

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.

Portland Arts District
Victoria Mansion showing heritage elements, interior views and a house

West End

If you're spending some time in West End, Victoria Mansion and Portland Fire Museum are top sights worth seeing.

West End
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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.

West Bayside
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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.

Oakdale
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Downtown Portland

4/5(1 area review)

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.

Downtown Portland

Parkside Travel Guide

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