Parkside Vacations from $560
Book a Hotel + Flight or Car together to unlock savings
Your Parkside Vacation
Experience the beauty of this small neighborhood with a Parkside vacation package. From its festivals and markets to its walking, there's lots here for every traveler. Kick start your trip to Parkside by visiting nearby attractions such as Portland Museum of Art, University of Southern Maine and Victoria Mansion. Whatever your dream Parkside vacation may look like, you can make it a reality with Expedia.
The Latest Parkside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Portland Maine
Price was $754, price is now $560 per person
$560
per person
Feb 24 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,121 reviews)
Room was good, bed snd shower were decent. Property feels a wee bit dated. Staff were nice. Restaurant/bar on site. Airport shuttle! About a mile from jetport. Great overnight spot for early morning flight out.
Reviewed on Dec 8, 2025
The Westin Portland Harborview
Downtown Portland
Save 100% on your flight
Price was $809, price is now $561 per person
$561
per person
Feb 24 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.8/10 Excellent! (1,001 reviews)
Front end lady very rude. Long hair, didn’t get her name.
Young gentleman very nice, solved a misunderstanding with great customer service.
Reviewed on Dec 4, 2025
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $841, price is now $594 per person
$594
per person
Feb 24 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
Lovely stay in a beautiful room, appreciated the upgrade. Easy walk to downtown activities.
Reviewed on Dec 12, 2025
Cliff House Maine
Bald Head
Price was $1,002, price is now $725 per person
$725
per person
Feb 6 - Feb 9
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
My husband and I had a wonderful time. Breakfast, lunch, and dinner was delicious, drinks were crafted just right. We absolutely loved the outdoor hot tub. Our stay was everything we expected. Thank you.
Reviewed on Dec 8, 2025
Hampton Inn Portland Downtown - Waterfront
Downtown Portland
Price was $791, price is now $587 per person
$587
per person
Feb 24 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.8/10 Excellent! (1,002 reviews)
clean room, digital key wonderful, good breakfast selection, staff very accommodating. Pool water very, very cloudy (negative)
Reviewed on Dec 9, 2025
Where to stay in Parkside
Find the best Parkside areas and neighborhoods for the activities you enjoy most. Learn more about Parkside
Downtown Portland
4 out of top 10 points of interest in this area
4.5/5(326 area reviews)
Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.
Parkside Hotel Deals
Longfellow Hotel
754 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $170 total per night from Dec 17 to Dec 18
$170 total
Dec 17 - Dec 18
Total with taxes and fees
9.4/10 Exceptional! (134 reviews)
Great location, luxe but minimalist, loved it
Reviewed on Dec 7, 2025
The Francis
747 Congress Street Portland ME
9.4/10 Exceptional! (371 reviews)
Very pleasantly surprised. Very clean service was excellent. The complimentary breakfast accross the street was excellent. Can't say enough good about this place
Reviewed on Nov 24, 2025
Tru by Hilton Portland Airport Area
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $73 total per night from Jan 11 to Jan 12
$73 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
8.8/10 Excellent! (1,646 reviews)
The room was nice and the staff were very nice.
Reviewed on Dec 8, 2025
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.
Discover the most popular places to visit in Parkside
Deering Oaks Park
3/5(2 reviews)
After visiting Deering Oaks Park, make a plan to see the other sights and activities in Portland. Amble around the area's waterfront or attend a sporting event.
Fitzpatrick Stadium
Catch an event at Fitzpatrick Stadium during your trip to Portland. Amble around the area's waterfront or attend a sporting event.
Things to do
Tour of Palace & Monument of Marrakech
$40
per adult
76% of travellers recommend
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
$10
per traveler
Portland Smartphone Audio Tour: Self-Guided Drive
$15
per traveler
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.