Name: Portland Regency Hotel & Spa
Price range: CA $309
Rating: 9.4

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 $1,093

per person

Aug 3 - Aug 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

7.6/10 Good! (1,051 reviews)

We just had a night stay there during a journey but it was comfortable and what we needed

Reviewed on May 7, 2026

The Weldon Hotel

Downtown Portland

CA $1,858

per person

Aug 3 - Aug 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.8/10 Exceptional! (101 reviews)

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

Reviewed on Apr 23, 2026

1802 House Bed and Breakfast

CA $1,347

per person

Jun 18 - Jun 20

found 13 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Portland (PWM)

9.6/10 Exceptional! (104 reviews)

Great place to stay for a getaway. Breakfast is outstanding, hostess and her husband prepare fresh ingredients with three tasty courses. Rooms are well decorated, clean, bright and comfortable. We stayed there in 2001 and again in 2025. Our favorite in Kennebunk Port.

Reviewed on Oct 28, 2025

Ogunquit River Inn & Suites

CA $1,134

per person

Jun 18 - Jun 20

found 13 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Portland (PWM)

9/10 Wonderful! (1,000 reviews)

The front desk was incredibly nice. They moved us closer to our family in another room without being asked. It was very appreciated, thank you.

Reviewed on May 3, 2026

Portland Harbor Hotel

Downtown Portland

CA $1,453

per person

Aug 3 - Aug 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.4/10 Exceptional! (1,753 reviews)

Really enjoyed our stay. Staff was great as well!

Reviewed on May 8, 2026

Ready to book your vacation to Peaks Island?

Choose your dates

Peaks Island Hotel Deals

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

340 Park Ave Portland ME

Fully refundableReserve now, pay when you stay

CA $122

CA $135 total

May 10 - May 11

includes taxes & fees

Portland Harbor Hotel

468 Fore Street Portland ME

Fully refundableReserve now, pay when you stay

CA $253

CA $333 total

May 26 - May 27

includes taxes & fees

9.4/10 Exceptional! (1,758 reviews)

Everything and everyone were excellent

Reviewed on May 8, 2026

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Fully refundableReserve now, pay when you stay

CA $309

CA $342 total

May 31 - Jun 1

includes taxes & fees

9.4/10 Exceptional! (1,642 reviews)

Very nice for pets!

Reviewed on May 7, 2026

See all 2,336 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.