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
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

Things to do

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

฿284
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

฿2,174
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

฿1,817
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
Bootleggers, Bosses & Bloodshed

Bootleggers, Bosses & Bloodshed

฿1,622
per adult
Bootleggers, Bosses & Bloodshed
A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

฿1,589
per adult
98% of travellers recommend
A Walk Through Time Tour in Portland
Portland: Sightseeing Cruise to Portland Head Light

Portland: Sightseeing Cruise to Portland Head Light

฿1,168
per adult
98% of travellers recommend
Portland: Sightseeing Cruise to Portland Head Light
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 Wi-Fi, a full-service spa and breakfast (surcharge). Popular attractions Thompson's Point and Maine Mall ...
9.4/10 Exceptional! (97 reviews)
"From the moment I walked in I was greeted with a smile. It was later than I anticipated. I didn’t get all the names but I believe Ying greeted me & she was so warm& welcoming. I have worked in the hospitality industry since 14, from Disney Contemporary Resorts to my own company for 25 years, Capucine,Providence ..."

Reviewed on 19 Jul 2025

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Longfellow Hotel
The Francis

The Francis

3.5 out of 5
747 Congress Street, Portland, ME
The price is ฿10,660 per night from 27 Jul to 28 Jul
฿10,660
฿12,586 total
27 Jul - 28 Jul
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! (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 ฿4,082 per night from 27 Jul to 28 Jul
฿4,082
฿4,449 total
27 Jul - 28 Jul
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! (1,039 reviews)
"Good nights sleep clean room and nice bed."

Reviewed on 19 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 ฿4,904 per night from 27 Jul to 28 Jul
฿4,904
฿5,425 total
27 Jul - 28 Jul
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! (1,015 reviews)
Not convenient
"The only drawback of this hotel is its location. It is not easy walking distance to any downtown parts of Portland and there was only one good Thai restaurant nearby. Also the hotel itself doesn't have a restaurant. Maybe this is less of a problem if you have a car."

Reviewed on 21 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 ฿4,986 per night from 28 Jul to 29 Jul
฿4,986
฿5,516 total
28 Jul - 29 Jul
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 ...
7.6/10 Good! (1,045 reviews)
"Very nice"

Reviewed on 21 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 ฿9,282 per night from 17 Aug to 18 Aug
฿9,282
฿10,424 total
17 Aug - 18 Aug
includes taxes & fees
Stay at this spa hotel in Portland. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the bar and the helpful staff in their ...
8.8/10 Excellent! (1,001 reviews)
"The hotel was very nice. Our room was elegant and quiet. The hotel lobby and front entrance are not ADA friendly. Lots of stairs and no ramps when you first enter the building. When we exited off of the highway and into Portland there were a lot of homeless people and graffiti on the buildings. Being ..."

Reviewed on 19 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

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