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

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

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

Port City Light Cruise

Port City Lights Cruise

£29
per adult
100% of travellers recommend
Port City Lights Cruise
Portland: Maine Lighthouses Sightseeing Cruise with Drinks

Portland: Maine Lighthouses Sightseeing Cruise with Drinks

£51
per adult
Portland: Maine Lighthouses Sightseeing Cruise with Drinks
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

£51
per adult
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

£50
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sunset Lighthouse Harbor Cruise from Portland's Old Port

Sunset Lighthouse Harbor Cruise from Portland's Old Port

£51
per adult
Sunset Lighthouse Harbor Cruise from Portland's Old Port
Scenic Lighthouse Boat Cruise from Portland's Old Port

Scenic Lighthouse Boat Cruise from Portland's Old Port

£60
per adult
Scenic Lighthouse Boat Cruise from Portland's Old Port
See all activities in Portland

Top hotels in Parkside

Longfellow Hotel

Longfellow Hotel

4 out of 5
754 Congress St, Portland, ME
The price is £241 per night from 2 Sept to 3 Sept
£241
2 Sept - 3 Sept
includes taxes & fees
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! (104 reviews)
"Loved our stay at Longfellow. The amenities were great (highly recommend the spa!) and town car was an added perk we took advantage of. The drinks at the bar were some of the best we had in Portland. We loved the sustainability aspect of the rooms and found the bed to be very comfy. All communication ..."

Reviewed on 3 Aug 2025

Longfellow Hotel
The Francis

The Francis

3.5 out of 5
747 Congress Street, Portland, ME
The price is £255 per night from 1 Sept to 2 Sept
£255
1 Sept - 2 Sept
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! (339 reviews)
"The staff was so accommodating and helpful. A very nice, little but friendly hotel!"

Reviewed on 4 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 £90 per night from 24 Aug to 25 Aug
£90
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! (1,110 reviews)
"I enjoyed my stay and thought was excellent value for the money. For old property it has been kept up well. I enjoyed they had pool and strong AC in the rooms."

Reviewed on 3 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
Fully refundable
The price is £88 per night from 12 Aug to 13 Aug
£88
12 Aug - 13 Aug
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! (116 reviews)
"They did not have my accessible room ready when I arrived at 3 pm. The WiFi setup was very clunky and only partial worked."

Reviewed on 2 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 £110 per night from 1 Sept to 2 Sept
£110
1 Sept - 2 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 ...
7.6/10 Good! (1,046 reviews)
"I thought it was clean and well maintained. The pool and hot tub were nice. The pillows were too small though and I would have liked a bigger comforter."

Reviewed on 4 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 £127 per night from 11 Aug to 12 Aug
£127
11 Aug - 12 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! (1,011 reviews)
Solid hotel
"Front desk, friendly, and very helpful helping me make dinner plans in terms of recommendations. The rooms were clean nobody came in between the two days I was there. I’m not sure I was supposed to request it or not. It is easily accessible to downtown if you have a car."

Reviewed on 4 Aug 2025

Clarion Hotel Portland
See all 2,480 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

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