Parkside Travel Guide

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 featuring art and interior views as well as a small group of people

Portland Museum of Art

4/5(2 reviews)

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 featuring 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 which includes heritage elements, a house and interior views

Victoria Mansion

3/5(1 review)

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

5/5(1 review)

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

฿228
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

฿2,195
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

฿1,834
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

฿1,179
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

฿2,457
per adult
88% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
Bootleggers, Bosses & Bloodshed

Bootleggers, Bosses & Bloodshed

฿1,638
per adult
Bootleggers, Bosses & Bloodshed
See all activities in Portland

Top hotels in Parkside

The Francis

The Francis

3.5 out of 5
747 Congress Street, Portland, ME
The price is ฿8,493 per night from 26 Aug to 27 Aug
฿8,493
฿10,234 total
26 Aug - 27 Aug
includes taxes & fees
Stay at this 3.5-star hotel in Portland. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (342 reviews)
"The hospitality and personalized service were incredible. Everything about our stay was perfect. We will absolutely return."

Reviewed on 15 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 ฿3,792 per night from 24 Aug to 25 Aug
฿3,792
฿4,133 total
24 Aug - 25 Aug
includes taxes & fees
Stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,202 reviews)
"We enjoyed our stay. The room was a bit small, especially the bathroom, but comfortable enough for 2 people. I would have liked a chair besides the desk chair but that was really the only thing I was missing. The bed was very comfortable, in fact one of the best hotel mattresses I've slept on. It ..."

Reviewed on 19 Aug 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 ฿4,955 per night from 27 Aug to 28 Aug
฿4,955
฿5,482 total
27 Aug - 28 Aug
includes taxes & fees
Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,005 reviews)
"I like the room and accommodations. The front desk person was a bit brief with me though."

Reviewed on 22 Aug 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 ฿4,125 per night from 2 Sept to 3 Sept
฿4,125
฿4,564 total
2 Sept - 3 Sept
includes taxes & fees
Stay at this 3-star business-friendly hotel in Portland. Enjoy free Wi-Fi, free parking and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
7.8/10 Good! (1,043 reviews)
"The hotel was good enough for the time being (felt safe, clean, etc) but was overall just an okay property."

Reviewed on 20 Aug 2025

Ramada Plaza by Wyndham Portland
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 ฿2,915 per night from 21 Sept to 22 Sept
฿2,915
฿3,177 total
21 Sept - 22 Sept
includes taxes & fees
Stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Maine Mall and Thompson's Point ...
7.4/10 Good! (164 reviews)
"Everything was great for a last minute stay. The hallway had a certain smell that wasn't that great. The staff were super helpful and very nice! Thank you!"

Reviewed on 21 Aug 2025

Germaine Inn South Portland
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
The price is ฿4,367 per night from 2 Sept to 3 Sept
฿4,367
฿4,760 total
2 Sept - 3 Sept
includes taxes & fees
Stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free Wi-Fi and a free airport shuttle. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,494 reviews)
"Good quality at a good price"

Reviewed on 19 Aug 2025

Comfort Inn Airport
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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 which includes 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 which includes heritage elements, a house and interior views

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 Travel Guide