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

4.5/5(2 reviews)

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

Victoria Mansion
Maine College of Art

Maine College of Art

You can spend time exploring the galleries in Maine College of Art during your trip to Portland. Experience the area's acclaimed theatre scene and great live music.

Maine College of Art

Activities

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

NZ$12
per adult
Downtown Golden Adventure Quest Experience in Portland
Harbor Lights and Sights Cruise

Harbor Lights and Sights Cruise

NZ$90
per adult
86% of travellers recommend
Harbor Lights and Sights Cruise
Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

NZ$111
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

NZ$93
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
Bootleggers, Bosses & Bloodshed

Bootleggers, Bosses & Bloodshed

NZ$83
per adult
Bootleggers, Bosses & Bloodshed
Portland: Sightseeing Cruise to Portland Head Light

Portland: Sightseeing Cruise to Portland Head Light

NZ$60
per adult
98% of travellers recommend
Portland: Sightseeing Cruise to Portland Head Light
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! (95 reviews)
"We thought the hotel rating should be 4.5 stars - somewhere between good and excellent. The cost seemed high for what was offered, although room size was good, very nice shower. Not a fan of their bathroom toilet paper and tissues. I understand wanting to be eco friendly but it is like streamers ..."

Reviewed on 15 Jul. 2025

Get rates
Longfellow Hotel
The Francis

The Francis

3.5 out of 5
747 Congress Street, Portland, ME
The price is NZ$655 per night from 27 July to 28 July
NZ$655
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! (333 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 NZ$272 per night from 21 July to 22 July
NZ$272
21 July - 22 July
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! (1,034 reviews)
"We were there for one night, a travel stopover. The room, bed, service, etc. were all perfectly fine for that kind of stay. I probably wouldn't want to stay a week, but for an overnight, it was OK."

Reviewed on 17 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
The price is NZ$282 per night from 27 July to 28 July
NZ$282
27 July - 28 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! (1,004 reviews)
"The cleaning products that are used were very strong and left an unpleasant smell. Plus there was a little bit of a mildew smell in the lobby when we first entered."

Reviewed on 17 Jul. 2025

Clarion Hotel Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
The price is NZ$287 per night from 28 July to 29 July
NZ$287
28 July - 29 July
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! (1,039 reviews)
Good and clean
"Good location for us and very convenient to all the areas nearby that we had to go. We enjoyed the quiet and were able to easily and quickly get additional towels and supplies as we needed."

Reviewed on 14 Jul. 2025

Ramada Plaza by Wyndham Portland
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
The price is NZ$606 per night from 17 Aug to 18 Aug
NZ$606
17 Aug - 18 Aug
includes taxes & fees
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
8.8/10 Excellent! (1,000 reviews)
"Nice hotel"

Reviewed on 6 Jul. 2025

The Westin Portland Harborview
See all 2,482 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 Maine College of Art or Cross Insurance Arena 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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