Hermit Island Mountain Vacations
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Flight and Mountain hotel deals in Hermit Island
Price found within the past 48 hours. Click for updated prices.
Inn By The Sea
CA $3,540
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (327 reviews)
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.
Reviewed on Aug 13, 2026
The Weldon Hotel
Downtown Portland
CA $4,143
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.8/10 Exceptional! (107 reviews)
It was a little difficult to park, go inside the room to get your parking pass, go back out to the car and then park in the REAL parking lot but once we got into the room we had forgotten about it. The place was perfect in every way. Then you have to drive out of the real lot, run the parking pass back up to the room and come back to your car to check out…kind of a pain, but we loved the room so didn’t mind.
Reviewed on Aug 18, 2026
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View all trips5* Mountain holidays in Hermit Island
Price found within the past 48 hours. Click for updated prices.
White Barn Inn & Spa, Auberge Collection
CA $4,053
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (121 reviews)
An amazing experience.
Wonderful place, wonderful accommodation (we had the loft suite). Staff was great and smiling.
Reviewed on Aug 10, 2026
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View all trips3 Night Mountain holidays in Hermit Island
Price found within the past 48 hours. Click for updated prices.
White Barn Inn & Spa, Auberge Collection
CA $4,053
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (121 reviews)
An amazing experience.
Wonderful place, wonderful accommodation (we had the loft suite). Staff was great and smiling.
Reviewed on Aug 10, 2026
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View all trips4 Night Mountain holidays in Hermit Island
Price found within the past 48 hours. Click for updated prices.
Driftaway Hotel and Pool
CA $1,096
per person
Oct 7 - Oct 11
just found
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
8.6/10 Excellent! (1,002 reviews)
We enjoyed our stay. The pool was wonderful. Our room was very clean. It could use a microwave. The staff were very friendly and helpful. Would go again next year.
Reviewed on Aug 15, 2026
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