Name: HomeAwhile
Price range: CA $150
Rating: 9.6

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.

Saco Bay Hotel

CA $1,031

per person

Jul 14 - Jul 17

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

7.6/10 Good! (1,049 reviews)

Clean room but a few minor issues with the side table between the bed not being fully attached to the wall and was tilted. Breakfast was good and the staff was all sweet!

Reviewed on Apr 25, 2026

The Weldon Hotel

Downtown Portland

CA $1,805

per person

May 25 - May 31

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Portland (PWM)

9.8/10 Exceptional! (99 reviews)

Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again

Reviewed on Apr 23, 2026

Portland Harbor Hotel

Downtown Portland

CA $1,583

per person

May 25 - May 31

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Portland (PWM)

9.2/10 Wonderful! (1,760 reviews)

Breakfast pantry was great for early morning coffee, danish or yogurt!

Reviewed on Apr 25, 2026

Grasshopper Inn

CA $2,460

per person

Jun 1 - Jun 7

found 24 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Portland (PWM)

9.8/10 Exceptional! (71 reviews)

We had a fantastic stay at Grasshopper Inn and will definitely return when back in the area. Clean, friendly staff and brilliant location.

Reviewed on Oct 22, 2025

Blind Tiger Portland - Danforth Street.

West End

CA $2,954

per person

May 25 - May 31

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Portland (PWM)

9.6/10 Exceptional! (179 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

Ready to book your vacation to Peaks Island?

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Peaks Island Hotel Deals

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

CA $204

CA $225 total

Apr 26 - Apr 27

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

The rooms are always great. We stay here every time we go to Portland. THE MOST COMFORTABLE BEDS AND PILLOWS I EVER HAD IN A HOTEL! Great experience, as always!

Reviewed on Apr 23, 2026

Portland Harbor Hotel

468 Fore Street Portland ME

Fully refundableReserve now, pay when you stay

CA $187

CA $259 total

Apr 28 - Apr 29

includes taxes & fees

9.2/10 Wonderful! (1,747 reviews)

Breakfast pantry was great for early morning coffee, danish or yogurt!

Reviewed on Apr 25, 2026

HomeAwhile

205 Southborough Drive Scarborough ME

Fully refundableReserve now, pay when you stay

CA $150

CA $163 total

May 6 - May 7

includes taxes & fees

9.6/10 Exceptional! (26 reviews)

Nice and quiet

Reviewed on Apr 25, 2026

See all 2,330 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.