Title: Littlejohn Island Vacation Packages 2026 from $525 | Expedia.com

[Littlejohn Island Travel Guide](https://expedia.com/Littlejohn-Island.dx553248635976193570)[Hotels in Littlejohn Island](https://expedia.com/Littlejohn-Island-Hotels.d553248635976193570.Travel-Guide-Hotels)[Vacation Rentals in Littlejohn Island](https://expedia.com/Littlejohn-Island-Vacation-Rentals.d553248635976193570.Travel-Guide-VacationRentals)[Flights to Littlejohn Island](https://expedia.com/Cheap-Flights-To-Littlejohn-Island.d553248635976193570.Travel-Guide-Flights)[Car Rentals in Littlejohn Island](https://expedia.com/Car-Rentals-In-Littlejohn-Island.d553248635976193570.Car-Rental-Guide)

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# Littlejohn Island Vacations from $525

## Book a Hotel + Flight or Car together to unlock savings

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## The Latest Littlejohn Island vacation packages

Price found within the past 48 hours. Click for updated prices.

![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Portland Regency Hotel & Spa

Downtown Portland

$525

per person

May 18 - May 21

found 10 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Portland (PWM)

9.4/10 Exceptional! (1,512 reviews)

The staff were Courteous

Reviewed on Feb 25, 2026

![The Docent’s Collection – Thompson Block](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/e5025392_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Docent’s Collection – Thompson Block

Downtown Portland

$556

per person

May 18 - May 21

found 10 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Portland (PWM)

9.6/10 Exceptional! (249 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

![The Weldon Hotel](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/38875013_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Weldon Hotel

Downtown Portland

$738

per person

May 7 - May 10

found 23 hours ago

Roundtrip flight included

Chicago (CHI) to Portland (PWM)

9.8/10 Exceptional! (86 reviews)

Location is excellent. Short walking distance to every good restaurant and shop. The property was very nice and clean. The kitchen is very well equipped. The gym is very good sized for the size of the apartment building with 13 units in it. The management’s communication was prompt and friendly and responded to all of our wishes. However, the place is advertised as a hotel, but don’t expect services as in a hotel. It resembles more a short term rental home - no cleaning service and no lobby. Otherwise everything was very nice in the apartment and we had a great time.

Reviewed on Jan 3, 2026

![Inn By The Sea](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Inn By The Sea

$740

per person

May 18 - May 21

found 10 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Portland (PWM)

9.4/10 Exceptional! (288 reviews)

Room was ready early friendly staff and room is better than expected

Reviewed on Nov 16, 2025

![Blind Tiger Portland - Danforth Street.](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/4e66cf6e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Blind Tiger Portland - Danforth Street.

West End

$659

per person

May 18 - May 21

found 10 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Portland (PWM)

9.6/10 Exceptional! (161 reviews)

The whole was cozy! Well curated style and knowledgeable staff.

Reviewed on Jan 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to Littlejohn Island

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-25/2026-04-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_553248635976193570)

### Discover the most popular places to visit in Littlejohn Island

#### 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. 

[](https://expedia.com/Little-John-Island-Preserve-Yarmouth.d553248621532668101.Vacation-Attraction)

## Littlejohn Island Hotel Deals

![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

$98 nightly

$108 total

Mar 15 - Mar 16

Total with taxes and fees

8.8/10 Excellent! (1,007 reviews)

Location, clean rooms, pleasant staff

Reviewed on Feb 23, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=6273&PinnedHotelID=6273&HadPinnedHotel=true&regionId=553248635976193570)

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Fully refundableReserve now, pay when you stay

$77 nightly

$85 total

Mar 5 - Mar 6

Total with taxes and fees

8/10 Very Good! (1,381 reviews)

Great

Reviewed on Feb 25, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F5%2F2026&endDate=3%2F6%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true&regionId=553248635976193570)

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Portland Harbor Hotel

468 Fore Street Portland ME

Fully refundableReserve now, pay when you stay

$151 nightly

$167 total

Mar 4 - Mar 5

Total with taxes and fees

9.2/10 Wonderful! (1,777 reviews)

Location was great, staff was friendly (especially adam at the front desk) but the bed was very uncomfortable, pillows were cheap and deflated, and the whole "resort fee" was very offputting. I would rather just be told a real rate when I book over getting an extra few hundred in charges. The 35$ ...

Reviewed on Feb 23, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true&regionId=553248635976193570)

[See all 1,566 properties in Littlejohn Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F26%2F2026&endDate=2%2F27%2F2026&regionId=553248635976193570)

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.

## Find the Best Littlejohn Island Vacation Packages

## Littlejohn Island Essential Information

| Language        | English                              |
| --------------- | ------------------------------------ |
| Currency        | U.S dollars                          |
| Closest Airport | Portland Intl. Jetport Airport (PWM) |

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- [Little John Island Preserve ](https://www.expedia.com/Little-John-Island-Preserve-Yarmouth.d553248621532668101.Vacation-Attraction)
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- [Winslow Memorial Park ](https://www.expedia.com/Winslow-Memorial-Park-Freeport.d553248621533117430.Vacation-Attraction)
- [Eartha ](https://www.expedia.com/Eartha-Yarmouth.d6326342.Vacation-Attraction)
- [Visit Cumberland Foreside ](https://www.expedia.com/Cumberland-Foreside.dx553248635975950150)
- [Yarmouth Vacations ](https://www.expedia.com/Yarmouth.d183306.Destination-Travel-Guides)
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- [Capt Lyman Stuart ](https://www.expedia.com/Capt-Lyman-Stuart-Falmouth-Foreside.d553248621532668099.Vacation-Attraction)
- [Ll Bean Flagship Store ](https://www.expedia.com/LL-Bean-Flagship-Store-Freeport.d6180409.Vacation-Attraction)
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- [Twin Brook Recreation Area ](https://www.expedia.com/Twin-Brook-Recreation-Area-Cumberland-Center.d553248621532668108.Vacation-Attraction)
- [Bradbury Mountain State Park ](https://www.expedia.com/Bradbury-Mountain-State-Park-Freeport.d553248621533117431.Vacation-Attraction)
- [Long Island Vacations ](https://www.expedia.com/Long-Island.d6046209.Destination-Travel-Guides)
- [Ash Cove Pottery ](https://www.expedia.com/Ash-Cove-Pottery-Harpswell.d553248621532668104.Vacation-Attraction)
- [Visit Long Island ](https://www.expedia.com/Long-Island.dx6046209)
- [Wilbur's of Maine Chocolate Confections ](https://www.expedia.com/Wilburs-Of-Maine-Chocolate-Confections-Freeport.d6180413.Vacation-Attraction)
- [Great Diamond Island Vacations ](https://www.expedia.com/Great-Diamond-Island.d6342016.Destination-Travel-Guides)
- [Falmouth Vacations ](https://www.expedia.com/Falmouth.d6336429.Destination-Travel-Guides)
- [Gilsland Farm Audubon Center ](https://www.expedia.com/Gilsland-Farm-Audubon-Center-Falmouth.d553248621532668096.Vacation-Attraction)

- [Car rentals near Chebeague Island ](https://www.expedia.com/Car-Rentals-In-Chebeague-Island.d6046986.Car-Rental-Guide)
- [Car rentals near Cumberland Foreside ](https://www.expedia.com/Car-Rentals-In-Cumberland-Foreside.d553248635975950150.Car-Rental-Guide)
- [Car rentals near Bustins Island ](https://www.expedia.com/Car-Rentals-In-Bustins-Island.d553248635976478507.Car-Rental-Guide)
- [Car rentals near Yarmouth ](https://www.expedia.com/Car-Rentals-In-Yarmouth.d183306.Car-Rental-Guide)
- [Enterprise Rental Cars in Yarmouth ](https://www.expedia.com/Enterprise-Car-Rentals-In-Yarmouth.d183306-c15.Car-Rental-Guide-Suppliers)
- [National Car Rental Rental Cars in Yarmouth ](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Yarmouth.d183306-c42.Car-Rental-Guide-Suppliers)
- [Car rentals near Bradbury Mountain State Park ](https://www.expedia.com/Car-Rentals-In-Bradbury-Mountain-State-Park.d553248621533117431.Car-Rental-Guide)
- [Car rentals near Long Island ](https://www.expedia.com/Car-Rentals-In-Long-Island.d6046209.Car-Rental-Guide)
- [Car rentals near Portland ](https://www.expedia.com/Car-Rentals-In-Portland.d181420.Car-Rental-Guide)

- [Chebeague Island Vacation Rentals ](https://www.expedia.com/Chebeague-Island-Vacation-Rentals.d6046986.Travel-Guide-VacationRentals)
- [Casco Bay Islands Vacation Rentals ](https://www.expedia.com/Casco-Bay-Islands-Vacation-Rentals.d553248621532668098.Travel-Guide-VacationRentals)
- [Cumberland Foreside Vacation Rentals ](https://www.expedia.com/Cumberland-Foreside-Vacation-Rentals.d553248635975950150.Travel-Guide-VacationRentals)
- [Yarmouth Vacation Rentals ](https://www.expedia.com/Yarmouth-Vacation-Rentals.d183306.Travel-Guide-VacationRentals)

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