Hermit Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • Rest easy

    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.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was CA $1,013, price is now CA $818 per person
CA $818
per person
Oct 16 - Oct 18
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9/10 Wonderful! (1,020 reviews)
Great hotel. beautiful views of the river. The room was clean and very comfortable. This was my second stay and not the last.

Reviewed on Jul 23, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $3,090, price is now CA $2,287 per person
CA $2,287
per person
Oct 3 - Oct 5
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Portland (PWM)
9.6/10 Exceptional! (188 reviews)
We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again.

Reviewed on Jun 26, 2026

The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
Price was CA $1,328, price is now CA $1,057 per person
CA $1,057
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
8.2/10 Very good! (602 reviews)
Nice place in need of an update.

Reviewed on Jul 23, 2026

Dormir

Dormir

3 out of 5
Price was CA $1,122, price is now CA $894 per person
CA $894
per person
Sep 25 - Sep 28
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
8.8/10 Excellent! (1,005 reviews)
Very nice place to stay in Maine!

Reviewed on Jul 21, 2026

Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Price was CA $2,858, price is now CA $2,288 per person
CA $2,288
per person
Oct 2 - Oct 5
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Portland (PWM)
10/10 Exceptional! (5 reviews)
It was a spacious, clean, well thought out space with all the expected amenities. The location is ideal, and the hotel is truly a treasure.

Reviewed on Jun 28, 2026

Ready to book your vacation to Hermit Island?

 

Choose your dates

Hermit Island Hotel Deals

Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Aug 2 to Aug 3
CA $148
CA $216 total
Aug 2 - Aug 3
includes taxes & fees
8/10 Very good! (1,010 reviews)
"Clean room, good breakfast and the pool was perfect."

Reviewed on Jul 22, 2026

Flagship Inn and Suites
Ocean Gate Inn

Ocean Gate Inn

3 out of 5
70 Ocean Gate Rd Southport ME
The price is CA $447 per night from Aug 23 to Aug 24
CA $447
CA $512 total
Aug 23 - Aug 24
includes taxes & fees
Ocean Gate 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 $154 per night from Aug 23 to Aug 24
CA $154
CA $167 total
Aug 23 - Aug 24
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Love this place!!!"

Reviewed on Jul 23, 2026

Travelers Inn
See all 1,551 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
Beach Vacations
Family Vacations
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 $818. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.