Parkside Vacation Packages for 2026

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Top Hotel Deals

Longfellow Hotel

Longfellow Hotel

4 out of 5
754 Congress St Portland ME
0.38 km from Parkside
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Neal S. Dow House and Center for ...
The Francis

The Francis

3.5 out of 5
747 Congress Street Portland ME
0.33 km from Parkside
Stay at this hotel in Portland. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
1.67 km from Parkside
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 ...
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
0.47 km from Parkside
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
1.31 km from Parkside
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road South Portland ME
6.02 km from Parkside
Stay at this hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
1.13 km from Parkside
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street Portland ME
1.09 km from Parkside
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Long Creek Hotel by IHG

Long Creek Hotel by IHG

2.5 out of 5
171 Philbrook Ave South Portland ME
6.02 km from Parkside
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4 out of 5
88 Spring St Portland ME
0.77 km from Parkside
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd South Portland ME
6 km from Parkside
Stay at this hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
1050 Westbrook Street Portland ME
3.37 km from Parkside
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 out of 5
6 Portland Ave Old Orchard Beach ME
17.68 km from Parkside
Stay at this B&B in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. ...
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

3 out of 5
379 Commercial Street Portland ME
1.09 km from Parkside
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
433 Fore St Portland ME
1.17 km from Parkside
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, Apr 6 - Sat, Apr 11
SEA
Seattle - Tacoma Intl.
PWM
Portland Intl. Jetport
$467 Roundtrip, found 4 days ago
$467
Roundtrip
found 4 days ago
Select United flight, departing Mon, Apr 6 from Seattle - Tacoma Intl. to Portland Intl. Jetport, returning Sat, Apr 11, priced at $467 found 4 days ago
Southwest Airlines
Mon, Apr 6 - Sat, Apr 11
SEA
Seattle - Tacoma Intl.
PWM
Portland Intl. Jetport
$499 Roundtrip, found 4 days ago
$499
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Mon, Apr 6 from Seattle - Tacoma Intl. to Portland Intl. Jetport, returning Sat, Apr 11, priced at $499 found 4 days ago
American Airlines
Mon, Apr 6 - Sat, Apr 11
SEA
Seattle - Tacoma Intl.
PWM
Portland Intl. Jetport
$549 Roundtrip, found 4 days ago
$549
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Apr 6 from Seattle - Tacoma Intl. to Portland Intl. Jetport, returning Sat, Apr 11, priced at $549 found 4 days ago
Delta
Mon, Apr 6 - Sat, Apr 11
SEA
Seattle - Tacoma Intl.
PWM
Portland Intl. Jetport
$837 Roundtrip, found 4 days ago
$837
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Apr 6 from Seattle - Tacoma Intl. to Portland Intl. Jetport, returning Sat, Apr 11, priced at $837 found 4 days ago
Alaska Airlines
Mon, Apr 6 - Sat, Apr 11
SEA
Seattle - Tacoma Intl.
PWM
Portland Intl. Jetport
$1,012 Roundtrip, found 4 days ago
$1,012
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Mon, Apr 6 from Seattle - Tacoma Intl. to Portland Intl. Jetport, returning Sat, Apr 11, priced at $1,012 found 4 days ago