Littlejohn 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 Littlejohn 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)
Very nice bed and breakfast consisting of multiple distinguished historic residences. Good breakfast with one protein source (e.g., quiche) daily. Our room was nice but relatively small compared to similar accommodations at Bretton Arms and Thorn Hill in New Hampshire. Also, the buildings that were part of the Captain’s Collection were not clearly marked so it wasn’t clear which buildings we could enter. Exceptionally well-appointed common areas in our building but wish that we knew which other buildings were accessible. Easy parking. Five-minute walk to town. Great walkable restaurants are available.

Reviewed on Oct 31, 2026

Ready to book your vacation to Littlejohn Island?

 

Choose your dates

Littlejohn Island Hotel Deals

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Nov 22 to Nov 23
CA $151
CA $167 total
Nov 22 - Nov 23
includes taxes & fees
The Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
The price is CA $113 per night from Nov 11 to Nov 12
CA $113
CA $125 total
Nov 11 - Nov 12
includes taxes & fees
Clarion Hotel Portland Airport ME
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Fully refundable
The price is CA $90 per night from Nov 3 to Nov 4
CA $90
CA $98 total
Nov 3 - Nov 4
includes taxes & fees
Quality Inn & Suites South Portland
See all 1,642 properties in Littlejohn 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

Stay near popular Littlejohn Island attractions

Little John Island Preserve

Explore the great outdoors at Little John Island Preserve, a lovely green space in Yarmouth. Stroll along the area's waterfront or experience its entertainment choices.
See properties

Frequently asked questions

How much does a Littlejohn Island vacation package cost?
Tailor make your Littlejohn Island vacation package from just CA $1,080. Choose from any combination of rental cars, flights and hotels to pull together the getaway you've been dreaming of. Be sure to add on one or two experiences!
How do I get a cheap travel package to Littlejohn Island?
Think of all the awesome things you could do in Littlejohn Island with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your flights and hotel into a Littlejohn Island vacation package. You have plenty of choice when you book with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 hotel options around the world. Whether you're taking off with the family or traveling solo, planning a getaway to Littlejohn Island is better with a package.
How far in advance should I book my Littlejohn Island vacation?
It all depends on the airline, but you can generally browse through international fares on Expedia up to a year in advance. While it's a good idea to book ahead of time, lucky customers occasionally score a cheaper flight just weeks before departure dates.
What does an Expedia Littlejohn Island travel package include?
Travel packages include hotels, rental cars and flights, but you can mix and match them to create your dream Littlejohn Island getaway. You can also add on fun stuff like tours and activities once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a Littlejohn Island travel package?
A travel package can be easier on the bank balance than separately booking all you need for your escape. For example, bundle your hotels, flights and rental cars and score big savings. Whatever your vacation plans, you're bound to find a package to suit your budget.
Can I choose my airline with a Littlejohn Island Expedia vacation package?
Yes, and with over 550 airlines to choose from throughout the world, you're not short on choice. Search the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Littlejohn Island vacation package?
Because we know life can be unpredictable, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you've booked your Littlejohn Island vacation package in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

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.