Peaks Island Vacation Packages
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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.
River View Resort
Price was CA $770, price is now CA $611 per person
CA $611
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (326 reviews)
Clean room. Space for everyone, pool was nice, staff was friendly. Perfect for our last minute ski trip.
Reviewed on Apr 12, 2026
Blind Tiger Portland - Danforth Street.
West End
Price was CA $4,545, price is now CA $3,300 per person
CA $3,300
per person
Jul 19 - Jul 24
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (184 reviews)
Looks better on photos than in real life. Basically a nice B&B with dated amenities and utilities. Also a bit out of the way. But its charming.
Reviewed on Jun 12, 2026
Portland Regency Hotel & Spa
Downtown Portland
Price was CA $2,024, price is now CA $1,494 per person
CA $1,494
per person
Jul 19 - Jul 24
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (1,679 reviews)
Wonderful stay! We loved the location & staff. The beds are comfy and the property is kept very clean. Highly recommend.
Reviewed on Jun 13, 2026
Ogunquit River Inn & Suites
Moody
Price was CA $2,408, price is now CA $1,878 per person
CA $1,878
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9/10 Wonderful! (1,005 reviews)
No curb appeal from the road at all...yet..once behind property..everything changes!.Great bed..better pillows!
None of the bedside lights or plugs were functioning...and upon entering room...no air conditioning on...and the room was over 90 degrees...took over 2 hours for it to cool down..
Views are superb...pool was relaxing!
Reviewed on Jun 11, 2026
Portland Harbor Hotel
Downtown Portland
Price was CA $2,254, price is now CA $1,825 per person
CA $1,825
per person
Jul 30 - Aug 2
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (1,781 reviews)
We had a great stay! Everyone was so nice, helpful, and efficient! We loved the location. Portland is an amazing city! Wasn’t aware of the $35 a day charges but it worked out!
Reviewed on Jun 12, 2026
Peaks Island Hotel Deals
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
The price is CA $185 per night from Jun 16 to Jun 17
CA $185
CA $204 total
Jun 16 - Jun 17
includes taxes & fees
8/10 Very Good! (1,495 reviews)
"Great indoor pool. Decent breakfast. Location only two miles from wharf and right at Concord bus terminal and Thompson Point, great walk score."
Reviewed on Jun 13, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $395 per night from Jul 5 to Jul 6
CA $395
CA $491 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (1,785 reviews)
"We had a great stay! Everyone was so nice, helpful, and efficient! We loved the location. Portland is an amazing city! Wasn’t aware of the $35 a day charges but it worked out!"
Reviewed on Jun 12, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
The price is CA $334 per night from Jun 14 to Jun 15
CA $334
CA $408 total
Jun 14 - Jun 15
includes taxes & fees
9.4/10 Exceptional! (1,247 reviews)
"Sticker shock by the $40 per night parking and the extra $25 per night for… I’m not sure what, so we were forced to buy something there each day for $25. The staff were helpful and kind, clean rooms and comfortable beds. I’m not sure why there’s an envelope for a tip to the cleaning staff? These ..."
Reviewed on Jun 13, 2026
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.
Stay near popular Peaks Island attractions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
