Title: Great Island Vacation Packages 2026 from $603 | Expedia.com

[Great Island Travel Guide](https://expedia.com/Great-Island.dx553248635976193455)[Hotels in Great Island](https://expedia.com/Great-Island-Hotels.d553248635976193455.Travel-Guide-Hotels)[Vacation Rentals in Great Island](https://expedia.com/Great-Island-Vacation-Rentals.d553248635976193455.Travel-Guide-VacationRentals)[Flights to Great Island](https://expedia.com/Cheap-Flights-To-Great-Island.d553248635976193455.Travel-Guide-Flights)[Car Rentals in Great Island](https://expedia.com/Car-Rentals-In-Great-Island.d553248635976193455.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248635976193455/b810478a-1b10-4d3d-875c-106512d8fc7d.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Great Island Vacations from $603

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

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 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

## The Latest Great Island vacation packages

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

![The McKernan Inn](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/f7ebd781_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The McKernan Inn

$603

per person

Apr 23 - Apr 27

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

9/10 Wonderful! (83 reviews)

Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation!

Reviewed on Dec 27, 2025

![Kennebunkport Captains Collection](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279259/285f2526_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kennebunkport Captains Collection

$1,263

per person

Mar 16 - Mar 23

found 13 hours ago

Roundtrip flight included

Detroit (DTW) to Portland (PWM)

9.4/10 Exceptional! (649 reviews)

The breakfast menu was fresh. The staff is friendly, helpful, and fantastic. Walkable to many things downtown for food but do note that many restaurants close during winter (off-season). Loved it! Would stay again.

Reviewed on Jan 3, 2026

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Portland Harbor Hotel

Downtown Portland

$605

per person

Mar 13 - Mar 15

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Portland (PWM)

9.2/10 Wonderful! (1,668 reviews)

Nice and clean hotel with a nice restaurant.

Reviewed on Feb 1, 2026

![Comfort Inn South Portland Airport](https://images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Comfort Inn South Portland Airport

$654

per person

Mar 16 - Mar 23

found 13 hours ago

Roundtrip flight included

Detroit (DTW) to Portland (PWM)

8.4/10 Very Good! (1,835 reviews)

remove the pot smell from your common areas it is all that I smelt walking down to my room

Reviewed on Feb 2, 2026

![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Tru by Hilton Portland Airport Area

$704

per person

Mar 16 - Mar 23

found 13 hours ago

Roundtrip flight included

Detroit (DTW) to Portland (PWM)

8.8/10 Excellent! (1,618 reviews)

Staff was great. Location was easy. The room was a little dirty, shades did not work... Beds were cozy.

Reviewed on Feb 6, 2026

Don't see what you're looking for?

See all available trips from Columbus to Great Island

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

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

#### Bailey Island Bridge

Find out about the history of Bailey Island when you spend time at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails. 

[](https://expedia.com/Bailey-Island-Bridge-Bailey-Island.d6077256.Vacation-Attraction)

#### Land's End Gift Shop

Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops. 

[](https://expedia.com/Lands-End-Gift-Shop-Bailey-Island.d553248621532668102.Vacation-Attraction)

#### Cobwork Bridge

You can find out about the history of Bailey Island when you stop by Cobwork Bridge. Stroll along the seaside or seek out the hiking trails. 

[](https://expedia.com/Cobwork-Bridge-Bailey-Island.d553248621532668105.Vacation-Attraction)

## Great Island Hotel Deals

![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

Feb 16 - Feb 17

Total with taxes and fees

8/10 Very Good! (1,336 reviews)

Everything was wonderful

Reviewed on Jan 31, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true&regionId=553248635976193455)

![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

$145 nightly

$160 total

Feb 10 - Feb 11

Total with taxes and fees

9.2/10 Wonderful! (1,750 reviews)

Nice and clean hotel with a nice restaurant.

Reviewed on Feb 1, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F10%2F2026&endDate=2%2F11%2F2026&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true&regionId=553248635976193455)

![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Long Creek Hotel by IHG

171 Philbrook Ave South Portland ME

Fully refundable

$78 nightly

$85 total

Feb 10 - Feb 11

Total with taxes and fees

7.4/10 Good! (1,001 reviews)

Room was clean, bed was large and comfortable, staff was friendly. Sadly however, The pool and hot tub were closed.

Reviewed on Feb 2, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F10%2F2026&endDate=2%2F11%2F2026&selected=24280&PinnedHotelID=24280&HadPinnedHotel=true&regionId=553248635976193455)

[See all 1,995 properties in Great Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F8%2F2026&endDate=2%2F9%2F2026&regionId=553248635976193455)

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 Great Island Vacation Packages

## Great Island Essential Information

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

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- [Flights to Orrs Island ](https://www.expedia.com/Cheap-Flights-To-Orrs-Island.d3000440072.Travel-Guide-Flights)
- [Flights to Harpswell ](https://www.expedia.com/Cheap-Flights-To-Harpswell.d553248635077688915.Travel-Guide-Flights)
- [Flights to Cundys Harbor ](https://www.expedia.com/Cheap-Flights-To-Cundys-Harbor.d3000439764.Travel-Guide-Flights)
- [Flights to Bailey Island ](https://www.expedia.com/Cheap-Flights-To-Bailey-Island.d6046825.Travel-Guide-Flights)
- [Flights to Sebasco Estates ](https://www.expedia.com/Cheap-Flights-To-Sebasco-Estates.d180774.Travel-Guide-Flights)
- [Flights from Hermit Island ](https://www.expedia.com/lp/flights/6341836/flights-from-hermit-island)

- [Visit Orrs Island ](https://www.expedia.com/Orrs-Island.dx3000440072)
- [Paddleworks ](https://www.expedia.com/Paddleworks-Orrs-Island.d553248621532668107.Vacation-Attraction)
- [Cundys Harbor Vacations ](https://www.expedia.com/Cundys-Harbor.d3000439764.Destination-Travel-Guides)
- [Visit Harpswell ](https://www.expedia.com/Harpswell.dx553248635077688915)
- [Bailey Island Bridge ](https://www.expedia.com/Bailey-Island-Bridge-Bailey-Island.d6077256.Vacation-Attraction)
- [Visit Cundys Harbor ](https://www.expedia.com/Cundys-Harbor.dx3000439764)
- [Ash Cove Pottery ](https://www.expedia.com/Ash-Cove-Pottery-Harpswell.d553248621532668104.Vacation-Attraction)
- [Visit Bailey Island ](https://www.expedia.com/Bailey-Island.dx6046825)
- [Bailey Island Vacations ](https://www.expedia.com/Bailey-Island.d6046825.Destination-Travel-Guides)
- [Sebasco Estates Vacations ](https://www.expedia.com/Sebasco-Estates.d180774.Destination-Travel-Guides)
- [Visit Sebascodegan Island ](https://www.expedia.com/Sebascodegan-Island.dx553248635975859087)
- [Visit Sebasco Estates ](https://www.expedia.com/Sebasco-Estates.dx180774)
- [Land's End Gift Shop ](https://www.expedia.com/Lands-End-Gift-Shop-Bailey-Island.d553248621532668102.Vacation-Attraction)
- [Hermit Island Vacations ](https://www.expedia.com/Hermit-Island.d6341836.Destination-Travel-Guides)
- [Visit Hermit Island ](https://www.expedia.com/Hermit-Island.dx6341836)

- [Car rentals near Orrs Island ](https://www.expedia.com/Car-Rentals-In-Orrs-Island.d3000440072.Car-Rental-Guide)
- [Car rentals near Harpswell Center ](https://www.expedia.com/Car-Rentals-In-Harpswell-Center.d553248635975848499.Car-Rental-Guide)
- [Car rentals near Harpswell ](https://www.expedia.com/Car-Rentals-In-Harpswell.d553248635077688915.Car-Rental-Guide)
- [Island Car Rentals Rental Cars in Harpswell ](https://www.expedia.com/Island-Car-Rentals-Car-Rentals-In-Harpswell.d553248635077688915-c1132.Car-Rental-Guide-Suppliers)
- [Convertible Car Rentals in Harpswell ](https://www.expedia.com/Convertible-Car-Rentals-In-Harpswell.d553248635077688915-tConvertible.Car-Rental-Guide-Class)
- [Avis Canaries Rental Cars in Harpswell ](https://www.expedia.com/Avis-Canaries-Car-Rentals-In-Harpswell.d553248635077688915-c1135.Car-Rental-Guide-Suppliers)
- [Car rentals near Cundys Harbor ](https://www.expedia.com/Car-Rentals-In-Cundys-Harbor.d3000439764.Car-Rental-Guide)
- [Car rentals near Bailey Island ](https://www.expedia.com/Car-Rentals-In-Bailey-Island.d6046825.Car-Rental-Guide)
- [Enterprise Rental Cars in Bailey Island ](https://www.expedia.com/Enterprise-Car-Rentals-In-Bailey-Island.d6046825-c15.Car-Rental-Guide-Suppliers)
- [Car rentals near Sebasco ](https://www.expedia.com/Car-Rentals-In-Sebasco.d553248635975749228.Car-Rental-Guide)
- [Car rentals near Sebascodegan Island ](https://www.expedia.com/Car-Rentals-In-Sebascodegan-Island.d553248635975859087.Car-Rental-Guide)
- [Car rentals near Sebasco Estates ](https://www.expedia.com/Car-Rentals-In-Sebasco-Estates.d180774.Car-Rental-Guide)

- [Orrs Island Vacation Rentals ](https://www.expedia.com/Orrs-Island-Vacation-Rentals.d3000440072.Travel-Guide-VacationRentals)
- [Bailey Island Vacation Rentals ](https://www.expedia.com/Bailey-Island-Vacation-Rentals.d6046825.Travel-Guide-VacationRentals)
- [Hermit Island Vacation Rentals ](https://www.expedia.com/Hermit-Island-Vacation-Rentals.d6341836.Travel-Guide-VacationRentals)

- [Things to do in Harpswell ](https://www.expedia.com/Things-To-Do-In-Harpswell.d553248635077688915.Travel-Guide-Activities)

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