Hermit Island Vacation Packages

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Top Hermit Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was CA $1,217, price is now CA $1,086 per person
CA $1,086
per person
May 2 - May 5
found 2 hours ago
Roundtrip flight included
Halifax (YHZ) to Portland (PWM)
9.2/10 Wonderful! (91 reviews)
Amazing experience. Beautiful view. Wonderful staff. Great experience!

Reviewed on Mar 21, 2026

84 Main

84 Main

4 out of 5
Price was CA $1,391, price is now CA $1,171 per person
CA $1,171
per person
May 2 - May 5
found 2 hours ago
Roundtrip flight included
Halifax (YHZ) to Portland (PWM)
9.8/10 Exceptional! (56 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

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $1,988, price is now CA $1,739 per person
CA $1,739
per person
May 2 - May 5
found 2 hours ago
Roundtrip flight included
Halifax (YHZ) to Portland (PWM)
9.6/10 Exceptional! (175 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

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,286, price is now CA $1,137 per person
CA $1,137
per person
May 2 - May 5
found 2 hours ago
Roundtrip flight included
Halifax (YHZ) to Portland (PWM)
9.2/10 Wonderful! (1,776 reviews)
A very nice and unique hotel in a great location. Would definitely stay again.

Reviewed on Mar 21, 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was CA $1,451, price is now CA $1,304 per person
CA $1,304
per person
May 2 - May 5
found 2 hours ago
Roundtrip flight included
Halifax (YHZ) to Portland (PWM)
9.6/10 Exceptional! (275 reviews)
Property is in an excellent location with so much to see and do (and eat) in walking distance. My room was clean, quiet, and well maintained. Staff interaction was minimal (by design) but the few times I spoke with the concierge on site she was pleasant and accommodating. My only negative comment is regarding the toiletry products. I’m a toilet paper snob and that angel soft just doesn’t cut it. Overall I am beyond satisfied with my stay and would absolutely stay here again.

Reviewed on Mar 22, 2026

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Hermit Island Hotel Deals

SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick

2 out of 5
500 US-1 Freeport ME
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Mar 29 to Mar 30
CA $119
CA $130 total
Mar 29 - Mar 30
includes taxes & fees
8.8/10 Excellent! (226 reviews)
Clean, comfortable hotel. Easy access from I-295 and a quick drive to downtown Freeport.

Reviewed on Mar 17, 2026

SpringHill Suites by Marriott Freeport Brunswick
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 out of 5
450 U.S. Route 1 Freeport ME
Fully refundable
The price is CA $117 per night from Mar 29 to Mar 30
CA $117
CA $127 total
Mar 29 - Mar 30
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Room was clean, the kids enjoyed the pool. Staff was friendly.

Reviewed on Mar 22, 2026

Holiday Inn Express Hotel & Suites Freeport by IHG
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
8/10 Very Good! (1,000 reviews)
Excellent.

Reviewed on Mar 12, 2026

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Flagship Inn and Suites
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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.