Parkside Vacations from $784
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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.
Portland Harbor Hotel
Downtown Portland
Price was $987, price is now $784 per person
$784
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (1,776 reviews)
Very nice room, hotel was clean, staff kind and attentive. The location of thos hotel is great.
Reviewed on Mar 24, 2026
Cliff House Maine
Bald Head
Save 100% on your flight
Price was $2,003, price is now $1,541 per person
$1,541
per person
Apr 30 - May 4
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (1,007 reviews)
Gorgeous room in a gorgeous setting. Norman the lead bartender is a treasure. Hector was great as well. Everything was outstanding.
Reviewed on Mar 25, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
Price was $1,135, price is now $888 per person
$888
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (275 reviews)
Property is in an excellent location with so much to see and do (and eat) in walking distance. My room was clean, quiet, and well maintained. Staff interaction was minimal (by design) but the few times I spoke with the concierge on site she was pleasant and accommodating. My only negative comment is regarding the toiletry products. I’m a toilet paper snob and that angel soft just doesn’t cut it. Overall I am beyond satisfied with my stay and would absolutely stay here again.
Reviewed on Mar 22, 2026
84 Main
Price was $1,091, price is now $869 per person
$869
per person
Apr 29 - May 3
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.8/10 Exceptional! (56 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.
Reviewed on Dec 29, 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
5 out of top 10 points of interest in this area
4.5/5(328 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
$163 nightly
The price is $181 total per night from Mar 29 to Mar 30
$181 total
Mar 29 - Mar 30
Total with taxes and fees
9.6/10 Exceptional! (151 reviews)
I cannot say enough about how amazing the Longfellow Hotel is!! I almost don’t want to say how great it is so that I will be able to stay here whenever I like, and it won’t be booked!! so incredibly comfortable, hip, accommodating. Very simple yet every need is met just the way I like it.
Reviewed on Mar 18, 2026
The Francis
747 Congress Street Portland ME
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $161 total per night from Mar 30 to Mar 31
$161 total
Mar 30 - Mar 31
Total with taxes and fees
9.4/10 Exceptional! (380 reviews)
Hotel is amazing. Have stayed 4 times now.
Reviewed on Mar 26, 2026
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $117 total per night from Apr 13 to Apr 14
$117 total
Apr 13 - Apr 14
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
I frequently stay at this property. It is a very clean property with kind and helpful staff and an excellent restaurant and spa. I was locked out of the next door parking garage and Dan (door man?) helped me get my car out. He ran out there in the freezing cold, called the garage mgmt and got me ...
Reviewed on Mar 26, 2026
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
Fitzpatrick Stadium
Catch an event at Fitzpatrick Stadium during your trip to Portland. Amble around the area's waterfront or attend a sporting event.
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.
Things to do
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
Ultimate Portland Self-Guided Driving GPS Audio Tour
$17
per traveler
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.