Title: Great Island Vacation Packages 2026 from $614 | 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 $614

## 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.

![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

$614

per person

Apr 3 - Apr 6

found 7 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

9.2/10 Wonderful! (1,668 reviews)

I had an amazing stay at the Portland Harbor Hotel. Everything was wonderful from start to finish. The staff were genuinely kind and helpful, the room was beautiful and comfortable, and the location was perfect for walking around the Old Port. It honestly may be the best hotel I have ever stayed at. I would absolutely stay here again and recommend it to anyone visiting Portland.

Reviewed on Feb 23, 2026

![84 Main ](https://images.trvl-media.com/lodging/8000000/7810000/7805200/7805164/f78a93a3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 84 Main 

Save 100% on your flight

$669

per person

Apr 13 - Apr 19

found 3 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

10/10 Exceptional! (52 reviews)

Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.

Reviewed on Dec 29, 2025

![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

$874

per person

May 8 - May 10

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) 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

![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

$861

per person

May 8 - May 10

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

9.6/10 Exceptional! (161 reviews)

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

Reviewed on Jan 5, 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

$698

per person

Apr 3 - Apr 6

found 7 hours ago

Roundtrip non-stop flight included

Dallas (DFW) 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

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/2026-03-25/2026-04-01/?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_553248635976193455)

### 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)

#### Paddleworks

Enjoy an outing to Paddleworks during your stay in Orrs Island. Wander the seaside and beaches in the area. 

[](https://expedia.com/Paddleworks-Orrs-Island.d553248621532668107.Vacation-Attraction)

## Great 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=553248635976193455)

![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=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

$151 nightly

$167 total

Mar 4 - Mar 5

Total with taxes and fees

9.2/10 Wonderful! (1,776 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=553248635976193455)

[See all 2,021 properties in Great Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F26%2F2026&endDate=2%2F27%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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## Explore a world of travel with Expedia

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- [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)
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- [Bailey Island Bridge ](https://www.expedia.com/Bailey-Island-Bridge-Bailey-Island.d6077256.Vacation-Attraction)
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- [Visit Sebascodegan Island ](https://www.expedia.com/Sebascodegan-Island.dx553248635975859087)
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- [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)
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- [Car rentals near Orrs Island ](https://www.expedia.com/Car-Rentals-In-Orrs-Island.d3000440072.Car-Rental-Guide)
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- [Enterprise Rental Cars in Bailey Island ](https://www.expedia.com/Enterprise-Car-Rentals-In-Bailey-Island.d6046825-c15.Car-Rental-Guide-Suppliers)
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- [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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