Name: Cambria Hotel Portland Downtown-Old Port
Price range: CA $156
Rating: 9.4

Your Windham Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Windham vacation package. Book a hotel in Parkside, which is good for festivals, markets and walking. If your trip to Windham includes a little sightseeing, don't miss well-known attractions like Maine Wildlife Park, Riverside Municipal Golf Course and MAGAN Trailhead. Check out Expedia's wide range of travel options and begin planning your perfect vacation to Windham today.

Top Windham Vacation Deals

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

HomeAwhile

CA $948

per person

May 22 - May 27

found 11 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Portland (PWM)

9.6/10 Exceptional! (12 reviews)

It was a perfect stay!

Reviewed on Apr 8, 2026

Portland Harbor Hotel

Downtown Portland

CA $1,399

per person

May 22 - May 27

found 11 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Portland (PWM)

9.2/10 Wonderful! (1,766 reviews)

I would definitely recommend the Portland Harbor Hotel. The location was perfect for visiting the Old Port area; one block up from the waterfront. The hotel was quiet. The rooms were well appointed (we had a courtyard view junior suite. The staff was very friendly and a pleasure to speak with. The restaurant had a very nice breakfast menu as well as a dinner menu.

Reviewed on Apr 10, 2026

Canopy by Hilton Portland Waterfront

Downtown Portland

CA $1,637

per person

May 22 - May 27

found 11 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Portland (PWM)

9.4/10 Exceptional! (1,002 reviews)

Breakfast menu needs more fruits and yogurt-a few healthy options! Hotel was great as was the staff!

Reviewed on Apr 10, 2026

Ogunquit River Inn & Suites

CA $1,144

per person

Jun 2 - Jun 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Portland (PWM)

9/10 Wonderful! (1,000 reviews)

The room was very clean!

Reviewed on Oct 31, 2025

Portland Regency Hotel & Spa

Downtown Portland

CA $1,481

per person

May 22 - May 27

found 11 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Portland (PWM)

9.4/10 Exceptional! (1,619 reviews)

We loved our stay here. Location is perfect! Front desk and valet are helpful and make scheduling a shuttle to the airport or train station a breeze. Zero complaints about the property and will be happy to stay here again anytime.

Reviewed on Apr 8, 2026

Ready to book your vacation to Windham?

Choose your dates

Windham Hotel Deals

Dormir

965 Roosevelt Trail Windham ME

Fully refundableReserve now, pay when you stay

CA $182

CA $198 total

Apr 15 - Apr 16

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

Enjoyed my stay. Very reliable.

Reviewed on Mar 20, 2026

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

CA $199

CA $221 total

Apr 26 - Apr 27

includes taxes & fees

8.8/10 Excellent! (1,006 reviews)

I chose this hotel specifically because it was advertised as pet-friendly, as I was traveling with my well-trained dog. While the location was convenient and the room itself was comfortable, the experience was soured by the lack of transparency regarding the pet policy. When I booked, the additional ...

Reviewed on Apr 6, 2026

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME

Fully refundable

CA $156

CA $211 total

Apr 14 - Apr 15

includes taxes & fees

9.4/10 Exceptional! (1,189 reviews)

Clean, quiet, good stay.

Reviewed on Apr 6, 2026

See all 3,181 properties in Windham

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.