Parkside

Portland

Popular places to visit

State Theatre featuring 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 which includes art and interior views 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 which includes a bay or harbour and general coastal views 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 featuring interior views, a house and heritage elements

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
Portland Observatory

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.

Portland Observatory

Things to do

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

S$9
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

S$86
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

S$72
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
Portland: Sightseeing Cruise to Portland Head Light

Portland: Sightseeing Cruise to Portland Head Light

S$46
per adult
98% of travellers recommend
Portland: Sightseeing Cruise to Portland Head Light
Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

S$96
per adult
88% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
Bootleggers, Bosses & Bloodshed

Bootleggers, Bosses & Bloodshed

S$64
per adult
Bootleggers, Bosses & Bloodshed
See all activities in Portland

Top hotels in Parkside

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! (105 reviews)
Great hotel in great location
"The Longfellow is a great option in Portland--it's quiet, comfortable, clean, and within walking distance of everything. It is not in the Old Port area, which made it more desirable to me, but it's only about a 15 minute walk to downtown and the port area. The service was excellent, and we really ..."

Reviewed on 7 Aug, 2025

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Longfellow Hotel
The Francis

The Francis

3.5 out of 5
747 Congress Street, Portland, ME
The price is S$436 per night from 1 Sept to 2 Sept
S$436
1 Sept - 2 Sept
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! (340 reviews)
"The building is beautiful and the staff were super nice. Great shower, comfortable bed. Breakfast was a voucher for across the street, it wasn't great but passable."

Reviewed on 7 Aug, 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 S$163 per night from 24 Aug to 25 Aug
S$163
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! (1,139 reviews)
Great spot
"The room was comfortable, the AC worked well, the staff was friendly and breakfast was good."

Reviewed on 8 Aug, 2025

Days Inn by Wyndham Airport/Maine Mall
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
The price is S$150 per night from 17 Aug to 18 Aug
S$150
17 Aug - 18 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Thompson's ...
7.6/10 Good! (126 reviews)
"Very old hotel. No good air because the windows don't open."

Reviewed on 8 Aug, 2025

Germaine Inn South Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
The price is S$184 per night from 1 Sept to 2 Sept
S$184
1 Sept - 2 Sept
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)
"."

Reviewed on 9 Aug, 2025

Ramada Plaza by Wyndham Portland
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
The price is S$216 per night from 18 Aug to 19 Aug
S$216
18 Aug - 19 Aug
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! (1,002 reviews)
"Convenient location to the venue we we attending."

Reviewed on 9 Aug, 2025

Clarion Hotel Portland
See all 2,450 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

3.5/5(3 area reviews)

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

Valley Street
Portland Museum of Art showing interior views and art 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 featuring interior views, a house and heritage elements

West End

4/5(1 area review)

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

3.5/5(3 area reviews)

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

3.5/5(2 area reviews)

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