Littlejohn Island Vacation Packages

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Top Littlejohn Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
Price was CA $1,158, price is now CA $1,027 per person
CA $1,027
per person
May 16 - May 19
just found
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
8.8/10 Excellent! (1,003 reviews)
Just a great place to stay

Reviewed on Mar 10, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $1,667, price is now CA $1,419 per person
CA $1,419
per person
May 16 - May 19
just found
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (175 reviews)
The Blind Tiger was one of the best accommodations I've ever stayed in! The location was perfect – far enough away from the "bustle" of downtown but close enough to walk to many spots (Smalls was a favorite!). The daily breakfast was so great and the room, my goodness! Adorable, perfect, comfortable... best sleep of my life! Maggie was so helpful and accommodating and made our stay really special. All in all, highly recommend!

Reviewed on Mar 10, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was CA $1,500, price is now CA $1,279 per person
CA $1,279
per person
May 16 - May 19
just found
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.8/10 Exceptional! (94 reviews)
Clean and comfortable. The gym was great.

Reviewed on Mar 6, 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,291, price is now CA $1,118 per person
CA $1,118
per person
May 16 - May 19
just found
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.2/10 Wonderful! (1,766 reviews)
Every single staff member was incredible. Friendly, informative, personable, and professional. The common areas as well as the rooms were immaculately clean. We cannot wait to come back. Kudos to everyone for all their hard work!

Reviewed on Mar 13, 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 $1,515, price is now CA $1,341 per person
CA $1,341
per person
May 16 - May 19
just found
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (273 reviews)
Check-in and check-out are a breeze, easy access to a city parking lot on the block (needed as there was a snow ban on parking when I visited!). In terms of the space itself - clean, well appointed, spacious. Honestly a treat to stay here!

Reviewed on Feb 23, 2026

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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 $134 per night from Apr 5 to Apr 6
CA $134
CA $149 total
Apr 5 - Apr 6
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Just a great place to stay

Reviewed on Mar 10, 2026

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 refundableReserve now, pay when you stay
The price is CA $106 per night from Mar 24 to Mar 25
CA $106
CA $117 total
Mar 24 - Mar 25
includes taxes & fees
8/10 Very Good! (1,402 reviews)
Excellent

Reviewed on Mar 15, 2026

Clarion Hotel Portland Airport ME
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Mar 17 to Mar 18
CA $185
CA $205 total
Mar 17 - Mar 18
includes taxes & fees
9.4/10 Exceptional! (1,600 reviews)
The hotel beds are comfy! And the steam room (locker room) is a fave. But my room was loud! From street noise and the transparent sound passing between the walls throughout the night. I thought this would be my easeful winter getaway spot but I think I’ll keep searching….

Reviewed on Mar 15, 2026

Portland Regency Hotel & Spa
See all 1,584 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.
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Frequently asked questions

Can I cancel my flight booking to Littlejohn Island due to COVID-19?
Many airlines now offer greater flexibility due to COVID-19. Our handy Customer Service Portal will help solve most questions about flight changes or cancellations. It's also wise to check the terms and conditions of your preferred carrier — preferably before booking!
What's the best way to find cheap flights to Littlejohn Island that have flexible change policies?
At Expedia, we've been channeling our inner contortionist to deliver you the most flexible airfares available. Simply mark the "No change fee" box under the "Flexible change policies" subheading to find your dream flight to Littlejohn Island.
What are some of the general tips for travelers to Littlejohn Island during the COVID-19 outbreak?
If it's your first time traveling during the COVID-19 pandemic, you'll notice a host of new standards and rules in place. Take note of these tips and make your journey to Littlejohn Island go off without a hitch:
  • Before you book a flight, find out if any travel restrictions apply — in both your origin and destination. Keep informed with the latest updates by reviewing government websites.
  • Keep your face mask on during airport screening. A TSA officer will require you to lower your mask temporarily to verify your identity.
  • Avoid handing your boarding pass (paper or electronic) directly to a TSA officer. Instead, you should position the pass on the reader and then hold it up for inspection.
  • You're permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on luggage. You'll have to remove it for X-ray scanning.
  • Place any personal items (e.g, keys, phone and wallet) in your carry-on instead of a bin to minimize handling during screening.
  • Separate any food you're carrying for screening. Putting it in a clear plastic bag and into a bin reduces the need for a TSA agent to handle and inspect your belongings.

Which airlines fly to Littlejohn Island?
Southwest Airlines is a well-known air carrier servicing Littlejohn Island. Book an airfare to Portland Intl. Jetport Airport (PWM) and you'll have 182 Southwest Airlines flights each month to choose from.
How can I find cheap tickets to Littlejohn Island?
Book in advance, fly in or out of nearby airports, use points or miles — there are lots of ways! Another one is to use Expedia's "flexible dates" function. Search for your Littlejohn Island flight, then compare the prices for nearby dates. In the last seven days, the best price for a flight to Littlejohn Island was .
How much is a flight to Littlejohn Island?
The cost of a round-trip airfare to Littlejohn Island in the last seven days fluctuated between and . If you were heading one way out of (), you could have landed a fare from just .
What are the most popular airports to fly into in Littlejohn Island?
Start organizing your Littlejohn Island getaway by booking a fare on one of the 1571 flights every month to Portland Intl. Jetport Airport (PWM). This is the region's main entryway.
When is the cheapest time to fly to Littlejohn Island?
Try to leave early in the week to bag a bargain airfare to Littlejohn Island. Tuesday is usually the most affordable day to fly, followed by Monday. Saturday often has the most expensive ticket prices. This is because lots of people prefer to start their break on a weekend.
How much is a plane ticket to Littlejohn Island?
In the last seven days, journeys to Littlejohn Island varied between and . Prices depend on the departure time, airline, cabin class and when you make your booking.
Which airlines with flights to Littlejohn Island employ COVID-19 cleanliness policies?
As people begin traveling again, most commercial airlines have implemented social distancing and other preventive measures to help lessen the spread of COVID-19. Here are just some of them:
  • 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.