Hermit Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Evalina Hotel
Downtown Portland
CA $2,854
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
10/10 Exceptional! (7 reviews)
Evalina was more than we expected. Super clean and has every convenience item imaginable. The beds were super comfortable. The communication was spectacular which made everything from check in to checkout s smooth. We will definitely be back and hopefully for a longer stay next time.
Reviewed on Aug 4, 2026
Blind Tiger Portland - Danforth Street.
West End
CA $2,607
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (189 reviews)
This hotel is amazing. The rooms, beds, and all the details are so incredible. I wish I could have stayed longer. Check in was a breeze as well. You can tell they take a lot of care and thought into the property. I will definitely be back
Reviewed on Jul 25, 2026
River View Resort
CA $1,334
per person
Sep 6 - Sep 12
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9/10 Wonderful! (331 reviews)
The room was clean (but a bit dated), and comfortable. Staff was welcoming and very friendly. It was perfect to stay w/ my mother and teen-aged son. It was nice to have a full kitchen, and conveniently supplied with the essentials. We would stay there again!
Reviewed on Aug 4, 2026
Ready to book your vacation to Hermit Island?
Hermit Island Hotel Deals
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
CA $156
CA $224 total
Sep 2 - Sep 3
includes taxes & fees
8/10 Very good! (1,009 reviews)
"The room was very clean, the staff was kind and helpful we had to ask for help with our TV. They were quick getting us all set. The breakfast is very good. Will be staying there again."
Reviewed on Aug 5, 2026
The Freeport Hotel, an Ascend Collection Hotel
506 Us Route 1 Freeport ME
Fully refundable
CA $138
CA $150 total
Aug 30 - Aug 31
includes taxes & fees
Holiday Inn Express Hotel & Suites Freeport by IHG
450 U.S. Route 1 Freeport ME
Fully refundable
CA $196
CA $214 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
"Room was clean, great staff, great breakfast and great parking"
Reviewed on Aug 5, 2026
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.
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 $796. 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
- Oceanfront Hotels in Portland
- South Portland Hotels
- Phippsburg Hotels
- Georgetown Hotels
- The Beach Pea 2 BR/1 BA Beachside bungalow feet from the Maine shore.
- Little Harbor
- Best Western Merry Manor Inn
- Beach Hotel Hotels in Old Orchard Beach
- Hotels near Popham Beach State Park
- Sebasco Harbor Resort & Golf Club
- Bay
- Hostels in Sebasco Estates
- Sea Rose Cottage
- Lodges in Harpswell Center
- Bath Hotels
- Harpswell Hotels
- Orrs Island Hotels
- Popham Beach Direct Oceanfront Cottage Steps to the sand
- Betty's Place
- Hilton Garden Inn Freeport Downtown
- The Beach House Bailey Island Maine
- Vacation Homes in Bustins Island
- Cabin Rentals in Hermit Island
- Cabin Rentals in Arrowsic
- Farmstay in Phippsburg
- The Harraseeket Inn & Event House Freeport Downtown
- Relax Inn
- Ocean Gate Inn
- The Brunswick Hotel
- Cozy Maine Cottage
- Comfort Inn South Portland Airport
- Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
- Oceanfront Cabin
- Brunswick Hotels
- Villas in Harpswell
- Old Orchard Beach Hotels
- Motels in Scarborough
- Boothbay Harbor Hotels
- Rv Parks in Bailey Island
- Comfort Inn Brunswick
- Portland Hotels
- Cheap Hotels in Portland
- Freeport Hotels
- Flights to Harpswell
- Flights from Montreal (YUL) to Portland (PWM)
- Flights to Portland
- Flights from Toronto (YYZ) to Portland (PWM)
- Flights from Vancouver (YVR) to Portland (PWM)
- Flights from Halifax (YHZ) to Portland (PWM)
- Flights from Portland Intl. Jetport
- Flights to Georgetown
- Flights from Calgary (YYC) to Portland (PWM)
- Flights from Ottawa (YOW) to Portland (PWM)
- Portland Vacations
- Visit Old Port
- Ocean Park Vacations
- Ogunquit Beach
- Old Orchard Beach Pier
- Visit Popham Beach
- Palace Playland
- Visit Old Orchard Beach
- Ll Bean Flagship Store
- Higgins Beach
- Visit Hermit Island
- Friendship Vacations
- Pemaquid Point Lighthouse Park
- South Portland Vacations
- Coastal Maine Botanical Gardens
- Visit Phippsburg
- Fort Edgecomb State Historical Site
- Visit Southport
- Visit Bailey Island
- Maine Mall
- Monhegan Island Vacations
- Scarborough Vacations
- Windham Vacations
- Visit Freeport
- Portland Museum of Art
- Old Orchard Beach Vacations
- Westbrook Vacations
- Freeport Vacations
- Desert of Maine
- Popham Beach State Park
- Visit Sebascodegan Island
- Visit Boothbay Harbor
- Durham Vacations
- Lewiston Vacations
- Portland Head Light
- East End Beach
- Bailey Island Vacations
- Visit Orrs Island
- Scarborough Beach State Park
- Aquaboggan Water Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
