Name: Portland Harbor Hotel
Price range: CA $164
Rating: 9.2

Your Peaks Island Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Peaks Island vacation package. Check out places to stay in Parkside, which is great for festivals, markets and walking. If taking in sights is on the agenda during your trip to Peaks Island, look around major attractions like Sand Beach, Fifth Maine Museum and Little Diamond Island. Check out Expedia's wide range of travel options and book your ideal vacation to Peaks Island today.

Top Peaks Island Vacation Deals

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

Newagen Seaside Inn

CA $943

per person

Jul 1 - Jul 3

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Portland (PWM)

9.4/10 Exceptional! (341 reviews)

IT WAS CHARMING AND BEAUTIFUL. The restaurant was wonderful, all the staff was first class, would love to go back.

Reviewed on Oct 14, 2025

Blind Tiger Portland - Danforth Street.

West End

CA $1,904

per person

Jul 1 - Jul 3

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) 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

Ogunquit River Inn & Suites

CA $2,059

per person

Jun 26 - Jun 28

found 5 hours ago

Roundtrip flight included

Presque Isle (PQI) to Portland (PWM)

9/10 Wonderful! (1,000 reviews)

The room was very clean!

Reviewed on Oct 31, 2025

Waldo Emerson Inn

CA $1,792

per person

Jul 1 - Jul 3

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) to Portland (PWM)

8.8/10 Excellent! (339 reviews)

My husband and I (and our dog) had a lovely three night stay. The hosts Amelia and Ron were so welcoming, and made us delicious breakfasts. They filled us in on the history of the Inn and the neighboring area. Our room was comfortable and cozy, and we enjoyed the hot cocoa and soft drinks that were always available. Just the post-Christmas getaway we needed.

Reviewed on Dec 29, 2025

Dormir

CA $1,328

per person

Jul 1 - Jul 3

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) to Portland (PWM)

8.8/10 Excellent! (999 reviews)

Enjoyed my stay. Very reliable.

Reviewed on Mar 20, 2026

Ready to book your vacation to Peaks Island?

Choose your dates

Peaks Island Hotel Deals

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

CA $170

CA $188 total

Apr 14 - Apr 15

includes taxes & fees

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME

Fully refundable

CA $141

CA $194 total

Apr 14 - Apr 15

includes taxes & fees

9.4/10 Exceptional! (1,185 reviews)

Bill at the desk was wonderful to deal with. Very kind and professional

Reviewed on Apr 5, 2026

Portland Harbor Hotel

468 Fore Street Portland ME

Fully refundableReserve now, pay when you stay

CA $164

CA $235 total

Apr 12 - Apr 13

includes taxes & fees

9.2/10 Wonderful! (1,762 reviews)

So lovely, great service

Reviewed on Apr 4, 2026

See all 2,338 properties in Peaks 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.