Parkside

Portland

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 which includes 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 which includes a sandy beach and general coastal views 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 featuring interior views, heritage elements and a house

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
Wadsworth-Longfellow House which includes a house, interior views and heritage elements

Wadsworth-Longfellow House

As you tour this historic brick home, trace three generations of Maine family history and learn about the cultural and political impact of its family members.

Wadsworth-Longfellow House

Things to do

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

CA $91
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

CA $77
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

CA $49
per adult
98% of travellers recommend
Portland: Sightseeing Cruise to Portland Head Light
See all activities in Portland

Parkside Hotel Deals

Longfellow Hotel

Longfellow Hotel

4 out of 5
754 Congress St, Portland, ME
The price is CA $408 per night from Aug 25 to Aug 26
CA $408
CA $504 total
Aug 25 - Aug 26
includes taxes & fees
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! (98 reviews)
"Unreal"

Reviewed on Jul. 22, 2025

Longfellow Hotel
The Francis

The Francis

3.5 out of 5
747 Congress Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $365 per night from Jul 29 to Jul 30
CA $365
CA $439 total
Jul 29 - Jul 30
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! (335 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 Jul. 10, 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 CA $150 per night from Aug 24 to Aug 25
CA $150
CA $163 total
Aug 24 - Aug 25
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! (1,069 reviews)
Quiet, clean
"Good bed, clean, nice basic hotel. Only complaint was that the bathroom door stuck. There also was not much pressure for the cold water in the sink. Quiet even though it seemed full and was beside a busy road. Very close to the mall, dining, and turnpike."

Reviewed on Jul. 24, 2025

Days Inn by Wyndham Airport/Maine Mall
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Jul 29 to Jul 30
CA $208
CA $230 total
Jul 29 - Jul 30
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! (1,023 reviews)
"Excellent"

Reviewed on Jul. 23, 2025

Clarion Hotel Portland
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
The price is CA $190 per night from Jul 27 to Jul 28
CA $190
CA $207 total
Jul 27 - Jul 28
includes taxes & fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8.4/10 Very Good! (1,416 reviews)
"Very handy (airport shuttle), reasonably priced hotel with friendly staff."

Reviewed on Jul. 23, 2025

Comfort Inn Airport
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
The price is CA $205 per night from Aug 24 to Aug 25
CA $205
CA $227 total
Aug 24 - Aug 25
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! (1,052 reviews)
"The Ramada Plaza was good. Showers had nice hot water and good water pressure. The bathroom sink was a little slow draining. We decided to take a last minute trip to Portland Maine and the location was central to all of the things we wanted to do."

Reviewed on Jul. 25, 2025

Ramada Plaza by Wyndham Portland
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

Default Image

Valley Street

4/5(7 area reviews)

If you're spending some time in Valley Street, Hadlock Field and Fitzpatrick Stadium are top sights worth seeing.

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 featuring interior views, heritage elements and a house

West End

Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion.

West End
Default Image

West Bayside

If you're looking for some top things to see and do in West Bayside and surrounding area, you can visit Merrill Auditorium and Cross Insurance Arena.

West Bayside
Default Image

Oakdale

4/5(5 area reviews)

While there might not be top attractions in Oakdale, you can explore the larger area and discover places like Hadlock Field and Thompson's Point.

Oakdale
Default Image

Downtown Portland

4.5/5(11 area reviews)

Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Merrill Auditorium, you won't get bored spending a day wandering around this part of Portland.

Downtown Portland

Parkside

Choose two or more items and save on your trip: