Hermit Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top Hermit Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was CA $1,148, price is now CA $1,080 per person
CA $1,080
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,780 reviews)

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $1,679, price is now CA $1,432 per person
CA $1,432
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (199 reviews)
Very helpful and friendly staff

Reviewed on Oct 28, 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 $1,460, price is now CA $1,255 per person
CA $1,255
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (419 reviews)

Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $1,348, price is now CA $1,232 per person
CA $1,232
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (342 reviews)

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was CA $1,403, price is now CA $1,304 per person
CA $1,304
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (763 reviews)
We had a very nice stay. Staff was very accommodating and responsive. Room was very nice and clean. Keep in mind that this is an older traditional mansion style home with very good amenities, so I believe any reviews that you read from others referencing the “dated” nature of anything is misguided and not aligned with expectations. If you want modern, go to a hotel, if you want history, and traditional look in a manor type setting, then this place is perfect. It is very charming and a perfect setting close (walking) to all amenities in town. Would definitely stay again.

Reviewed on Oct 28, 2026

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Hermit Island Hotel Deals

The Brunswick Hotel

The Brunswick Hotel

3 out of 5
4 Noble St Brunswick ME
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Nov 16 to Nov 17
CA $168
CA $183 total
Nov 16 - Nov 17
includes taxes & fees
The Brunswick Hotel
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 $123 per night from Nov 5 to Nov 6
CA $123
CA $134 total
Nov 5 - Nov 6
includes taxes & fees
Best Western Freeport Inn
Moonlight Inn

Moonlight Inn

2 out of 5
215 Pleasant St Brunswick ME
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Nov 1 to Nov 2
CA $124
CA $136 total
Nov 1 - Nov 2
includes taxes & fees
Moonlight Inn
See all 1,465 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
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Hermit Island vacation package cost?
We make it easy for everyone to travel, with Hermit Island vacation packages starting from as low as CA $1,080. You'll have the flexibility to bundle your favorite hotels, airlines and car rental. For the ultimate escape, why not add some tours and experiences to your travel itinerary?
How do I get a cheap travel package to Hermit Island?
Bundling your flight and hotel with Expedia won't just save you time — it'll save you a nice amount too. A Hermit Island vacation package makes it a breeze to arrange your ideal trip. With more than 550 airlines across the world to pick from, finding convenient flights that suit your schedule won't be a problem. On top of that, we've got over 1,000,000 hotel options globally to select from. Now that's what you call choice. No matter who you are, Expedia can show you the world.
How far in advance should I book my Hermit Island vacation?
You'll be rewarded with the biggest variety at the cheapest prices by booking your vacation to Hermit Island nice and early. Air carriers usually release flights anywhere up to a year before departure, so reserve your spot as soon as possible. Having said that, Expedia is dedicated to providing you with the best deals around, so there's never a bad time to book your dream vacation!
What does an Expedia Hermit Island travel package include?
That depends on what kind of escape you're contemplating. Hermit Island vacation deals can include hotels, flights and car rentals. You can mix and match to find the travel package that suits your budget and style. You can also add on activities and experiences after you've booked to pick up even bigger discounts.
What should I know before booking a Hermit Island travel package?
When you book your flights, hotels and car rentals together, you'll land awesome discounts. Whether you're organizing a wilderness getaway in a cabin or want to stay in a cozy apartment in the city, Expedia can make it happen for less.
Can I choose my airline with a Hermit Island Expedia vacation package?
Expedia has access to more than 550 airline partners globally, so you definitely can. Simply select your preferred air carrier and create the perfect Hermit Island trip.
If I'm not able to travel, can I cancel my Hermit Island vacation package?
Certainly, and we're here to help. You may be able to cancel or change your Hermit Island vacation package for free if you booked in the last 24 hours. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If life throws you a curveball, look up our Customer Service Portal for further information.

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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.