Hermit Island Vacation Packages

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Top Hermit Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Price was CA $1,460, price is now CA $1,175 per person
CA $1,175
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
8.8/10 Excellent! (78 reviews)
Charming and easy access to the Golf Course

Reviewed on Sep 21, 2025

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was CA $3,758, price is now CA $2,442 per person
CA $2,442
per person
Aug 1 - Aug 8
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9/10 Wonderful! (1,005 reviews)
This was an excellent hotel for us. There was nothing I would change. Sorry we couldn't stay longer. Ogunquit is a great place to stay.

Reviewed on Jun 20, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was CA $1,928, price is now CA $1,296 per person
CA $1,296
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
8.6/10 Excellent! (1,001 reviews)
The resort was beautiful, clean and just great in general. A little frustration around check in as the reservation in the system was wrong but unsure if that was a Meadowmere error or an Expedia error. Otherwise no complaints! Would definitely go back again!

Reviewed on Jun 19, 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $2,369, price is now CA $1,848 per person
CA $1,848
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Portland (PWM)
9.4/10 Exceptional! (1,781 reviews)
Beautiful hotel, great location, friendly associates, but would not return to this location. Unfortunately many negatives.They offer what they call is a “kitchen” on every floor- coffee maker did not work and the ice machine did not work- spoke to an associate and was told coffee machine has been out for over 2 months and ice machine was probably a few years. They mentioned that I could go down to the floor below for coffee and the only available ice was downstairs main lobby closet. Was to get 2 waters in your room daily and did not on day 2- the “kitchen”I was told had some water, but at 8:30 the water was out Housekeeping was substandard, did not replace glasses, just rinsed out. Rug was not vacuumed, cold water handle in bathroom was loose and had to tighten a few times. Had dinner at the hotel what the picture showed on the website did not match what was served. We asked for dry salmon, came moist, too much butter/oil- asked if we could have bread to absorb the butter/oil and was charged $6 for a piece of bread. For paying close to $600. Per day I did expect better

Reviewed on Jun 20, 2026

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Price was CA $3,612, price is now CA $2,900 per person
CA $2,900
per person
Aug 1 - Aug 8
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8.8/10 Excellent! (195 reviews)
it was very unique having to take a ferry over, shuttle by golf cart and bikes. late in season only 1 restaurant available. looking for peace and quiet- this it the place. lots to walk around and look at with the old fort there.

Reviewed on Sep 25, 2025

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Hermit Island Hotel Deals

Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
31 US Route 1 Freeport ME
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Jun 28 to Jun 29
CA $157
CA $172 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"I never leave bad reviews and am easy to please but this was my worst experience. Upon check in, I was offput by the lack of cars in the parking lot. Then we were directed to a different lot after checking in at the lobby. We drove to the other building, still not a single car in the parking lot. ..."

Reviewed on Jun 16, 2026

Best Western Freeport Inn
Travelers Inn

Travelers Inn

2 out of 5
130 Pleasant St Brunswick ME
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Jun 24 to Jun 25
CA $126
CA $137 total
Jun 24 - Jun 25
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Older nostalgic motel type property. Very clean and well maintained. Staff was warm and friendly. Very nice experience."

Reviewed on Jun 21, 2026

Travelers Inn
Ocean Gate Inn

Ocean Gate Inn

3 out of 5
70 Ocean Gate Rd Southport ME
The price is CA $305 per night from Jun 24 to Jun 25
CA $305
CA $350 total
Jun 24 - Jun 25
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Breakfast was amazing, the view from our room was great. When we got there a staff member walked in on us within ten minutes of being in the room which made us a little uncomfortable. As we were leaving the next day a different staff member asked us if we checked out the minute we left out someone ..."

Reviewed on Jun 8, 2026

Ocean Gate Inn
See all 1,409 properties in Hermit Island
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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.