Hermit Island Vacation Packages

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Top Hermit Island Vacation Deals

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

84 Main

4 out of 5
Price was CA $1,408, price is now CA $1,156 per person
CA $1,156
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.

Reviewed on Dec 29, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $1,646, price is now CA $1,445 per person
CA $1,445
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.4/10 Exceptional! (288 reviews)
Room was ready early friendly staff and room is better than expected

Reviewed on Nov 16, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,367, price is now CA $1,201 per person
CA $1,201
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
The room was super clean and really comfortable. The staff was very helpful and friendly. Got good recommendations from Pearl. In the morning, we had to wait for hot water because the boiler broke. A very stressful situation for the guy at the desk to handle with all the guests but he was helpful and accurate with time estimates. All around great experience.

Reviewed on Feb 10, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $1,857, price is now CA $1,665 per person
CA $1,665
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (161 reviews)
The whole was cozy! Well curated style and knowledgeable staff.

Reviewed on Jan 5, 2026

The McKernan Inn

The McKernan Inn

3 out of 5
Price was CA $1,389, price is now CA $1,246 per person
CA $1,246
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9/10 Wonderful! (83 reviews)
Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation!

Reviewed on Dec 27, 2025

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Hermit Island Hotel Deals

The Federal

The Federal

2.5 out of 5
10 Water St Brunswick ME
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Feb 15 to Feb 16
CA $160
CA $175 total
Feb 15 - Feb 16
includes taxes & fees
9.6/10 Exceptional! (572 reviews)
This is the four seasons Brusnwick. Excellent decore, fantastic service, and even the cities best fine dining.

Reviewed on Feb 6, 2026

The Federal
Residence Inn Bath Brunswick Area

Residence Inn Bath Brunswick Area

3 out of 5
139 Richardson St. Bath ME
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Feb 17 to Feb 18
CA $172
CA $187 total
Feb 17 - Feb 18
includes taxes & fees
9.4/10 Exceptional! (386 reviews)
Friendly staff, clean rooms, and great breakfast!!

Reviewed on Feb 3, 2026

Residence Inn Bath Brunswick Area
Fairfield Inn & Suites by Marriott Brunswick Freeport

Fairfield Inn & Suites by Marriott Brunswick Freeport

2.5 out of 5
36 Old Portland Rd Brunswick ME
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Feb 17 to Feb 18
CA $137
CA $149 total
Feb 17 - Feb 18
includes taxes & fees
8.6/10 Excellent! (443 reviews)
Staff was wonderful and the room was clean

Reviewed on Jan 23, 2026

Fairfield Inn & Suites by Marriott Brunswick Freeport
See all 1,365 properties in Hermit 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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

Can I cancel my flight booking to Hermit Island due to COVID-19?
In these times of uncertainty, many carriers are offering greater flexibility. Go to our Customer Service Portal for important information about canceling or changing your booking due to COVID-19.
What's the best way to find cheap flights to Hermit Island that have flexible change policies?
Search for your affordable flights to Hermit Island, then mark the "No change fee" box underneath the "Flexible change policies" filter. From then on it's smooth sailing. We appreciate that plans change and flexibility is important, so book with confidence with Expedia.
What are some of the general tips for travelers to Hermit Island during the COVID-19 outbreak?
If it's your first time traveling during COVID-19, you'll notice a few more rules and standards in place. Take note of these tips and make your journey to Hermit Island a smooth one:
  • Look into what, if any, rules or restrictions apply to both your origin and destination. You may not be able to travel depending on local circumstances, so check before you book.
  • You must wear a face mask at the airport, even at screening checkpoints. Be prepared to lower your mask for ID purposes when asked by a TSA employee.
  • To reduce the potential of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA agent.
  • One liquid hand sanitizer container is now permitted in your carry-on baggage. It must be no larger than 12 oz (350 ml), and you'll have to take it out of your bag for X-ray scanning.
  • Empty your personal items from your pocket, such as your keys, phone and wallet, and place them in your carry-on rather than into bins. This will minimize handling during screening.
  • Transport all food items in a clear plastic bag and also place them in a screening bin. Separating food from your carry-on makes it less likely that a TSA employee will need to open your bag for inspection.

Which airlines fly to Hermit Island?
Organize your fare with Southwest Airlines and then begin working on your Hermit Island to-do list. This well-known airline offers 182 flights every month to Portland Intl. Jetport Airport (PWM), a central gateway.
How can I find cheap tickets to Hermit Island?
A great strategy for getting your hands on cheap fares is to be flexible with your travel dates. Start by searching for your flight to Hermit Island, then click on the "flexible dates" box to compare prices for nearby days. Another helpful hint? Book ahead of time. To give you an idea of costs, was the best price for a flight to Hermit Island in the last seven days.
How much is a flight to Hermit Island?
The price of a round-trip airfare to Hermit Island in the last seven days fluctuated between and . If you were journeying one way out of (), you could have gotten a deal from just .
What are the most popular airports to fly into in Hermit Island?
Portland Intl. Jetport Airport (PWM) is the main entry point for those headed to Hermit Island. Approximately 1571 flights every month land at this airport.
When is the cheapest time to fly to Hermit Island?
If you're not set on what date you travel to Hermit Island, leave early in the week. The cheapest day to take off is usually Tuesday, followed closely by Monday. Saturday is typically the priciest day, with many vacationers opting to take off on the weekend.
How much is a plane ticket to Hermit Island?
In the last seven days, tickets to Hermit Island fluctuated between and . Prices tend to rise over time, so land yourself a great deal today.
Which airlines with flights to Hermit Island employ COVID-19 cleanliness policies?
Physical distancing is just the start of new travel measures to minimize the spread of COVID-19. From the check-in desk to arrival, these carriers will bring you to your destination with comfort and confidence:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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.