Littlejohn Island Vacation Packages

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Top Littlejohn 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
Price was CA $1,425, price is now CA $1,144 per person
CA $1,144
per person
Jun 2 - Jun 6
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9/10 Wonderful! (1,000 reviews)
The room was very clean!

Reviewed on Oct 31, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $2,282, price is now CA $1,846 per person
CA $1,846
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (178 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 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 $2,473, price is now CA $2,007 per person
CA $2,007
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (291 reviews)
Beautiful space, clean room, friendly and accommodating staff, excellent location

Reviewed on Apr 5, 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $2,030, price is now CA $1,676 per person
CA $1,676
per person
May 30 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.2/10 Wonderful! (1,766 reviews)
Very well kept hotel close to everything

Reviewed on Apr 9, 2026

HomeAwhile

HomeAwhile

4 out of 5
Price was CA $1,432, price is now CA $1,212 per person
CA $1,212
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (12 reviews)
It was a perfect stay!

Reviewed on Apr 8, 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 $169 per night from Apr 16 to Apr 17
CA $169
CA $187 total
Apr 16 - Apr 17
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
I chose this hotel specifically because it was advertised as pet-friendly, as I was traveling with my well-trained dog. While the location was convenient and the room itself was comfortable, the experience was soured by the lack of transparency regarding the pet policy. When I booked, the additional ...

Reviewed on Apr 6, 2026

The Westin Portland Harborview
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundable
The price is CA $152 per night from Apr 23 to Apr 24
CA $152
CA $205 total
Apr 23 - Apr 24
includes taxes & fees
9.4/10 Exceptional! (1,187 reviews)
Clean, quiet, good stay.

Reviewed on Apr 6, 2026

Cambria Hotel Portland Downtown-Old Port
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Apr 12 to Apr 13
CA $163
CA $233 total
Apr 12 - Apr 13
includes taxes & fees
9.2/10 Wonderful! (1,765 reviews)
Very well kept hotel close to everything

Reviewed on Apr 9, 2026

Portland Harbor Hotel
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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.