Name: Portland Harbor Hotel
Price range: CA $159
Rating: 9.2

Your Long Island Vacation

An easy way to experience this vibrant city is with a custom-made Long Island vacation package. Stay in the neighborhood of Parkside, which is great for festivals, markets and walking or choose someplace else — our packages are all about you. Sand Beach, Fifth Maine Museum and Little Diamond Island are just some of the sights worth visiting during your trip to Long Island. Whoever you're going away with and whatever your bank balance, your dream Long Island vacation is just a few clicks away with Expedia.

Top Long Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Portland Harbor Hotel

Downtown Portland

CA $1,346

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.2/10 Wonderful! (1,776 reviews)

We could have moved right in and been happy for life. Flawless.

Reviewed on Mar 30, 2026

Blind Tiger Portland - Danforth Street.

West End

CA $1,788

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.6/10 Exceptional! (175 reviews)

The Blind Tiger was one of the best accommodations I've ever stayed in! The location was perfect – far enough away from the "bustle" of downtown but close enough to walk to many spots (Smalls was a favorite!). The daily breakfast was so great and the room, my goodness! Adorable, perfect, comfortable... best sleep of my life! Maggie was so helpful and accommodating and made our stay really special. All in all, highly recommend!

Reviewed on Mar 10, 2026

The Docent's Collection at 121 Middle Street

Downtown Portland

CA $1,541

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.6/10 Exceptional! (275 reviews)

So spacious, decor is modern yet warm. Staff super friendly and helpful. Perfect location for concerts at Merrill, short walk.

Reviewed on Mar 28, 2026

Portland Regency Hotel & Spa

Downtown Portland

CA $1,377

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.4/10 Exceptional! (1,599 reviews)

Very nice hotel, located in the center of Portland. Will stay there again.

Reviewed on Apr 1, 2026

Kennebunkport Captains Collection

CA $1,351

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.4/10 Exceptional! (686 reviews)

Historic, cozy, and charming mansions and rooms...our stay was amazing.

Reviewed on Mar 15, 2026

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Long Island Hotel Deals

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

CA $158

CA $175 total

Apr 26 - Apr 27

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

Breakfast was really good, free shuttle to town helped, the only problem was the bad was too small, but the rest was really good.

Reviewed on Mar 29, 2026

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Fully refundable

CA $109

CA $120 total

Apr 29 - Apr 30

includes taxes & fees

8/10 Very Good! (1,409 reviews)

Everything was good except be nice if they didn’t charge for breakfast

Reviewed on Mar 31, 2026

Portland Harbor Hotel

468 Fore Street Portland ME

Fully refundableReserve now, pay when you stay

CA $159

CA $229 total

Apr 5 - Apr 6

includes taxes & fees

9.2/10 Wonderful! (1,767 reviews)

We could have moved right in and been happy for life. Flawless.

Reviewed on Mar 30, 2026

See all 2,460 properties in Long Island

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.