Great Island Holidays

  • Plan, book, travel with confidence

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Great Island

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 S$134 per night from 10 Mar to 11 Mar
S$134
includes taxes & fees
10 Mar - 11 Mar
8.8/10 Excellent! (1,002 reviews)
10/10 wouldn’t stay anywhere else in portland
"I can’t say enough good about the staff or the property. The valet crew was top notch and friendly, offering tips, directions and even shuttle rides across town as the weather was poor and since they had time they said they didn’t see a need for me to take a lyft. The front desk hooked us up with ..."

Reviewed on 17 Feb,2025

The Westin Portland Harborview
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 S$231 per night from 16 Mar to 17 Mar
S$231
includes taxes & fees
16 Mar - 17 Mar
9/10 Wonderful! (1,470 reviews)
Great stay!
"Clean, cozy, comfortable bed, large bathroom, hotel has nice style"

Reviewed on 22 Feb,2025

Portland Harbor Hotel
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$138 per night from 27 Feb to 28 Feb
S$138
includes taxes & fees
27 Feb - 28 Feb
7.6/10 Good! (1,024 reviews)
Good but needs attention in the bathroom.
"It was good, loved the hot tub availability. Would be nice if it was open later than 1000. Room was comfortable and clean. The hot water availability is not so great, At the end of my shower, the water was no longer hot. I do not take a long shower-5 min max, there was no hot water when my husband ..."

Reviewed on 16 Feb,2025

Ramada Plaza by Wyndham Portland
See all 1,927 properties in Great 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.

Frequently asked questions

How much does a Great Island holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Great Island from just . And the more you bundle, the more you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Great Island?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we’ve got it all. Pick a combination that suits you and see your savings pile up. Of course, a package deal is never one-size-fits-all. That’s why we offer over 550 airlines and 1,000,000 properties globally, which lets you customize your Great Island holiday.
What are the top hotels in Great Island?
For properties in West Harpswell with cosy beds and friendly service, you can’t top Cosy Cottage and Lofty Cottage. If you plan to visit Cundys Harbour as well, you’ll get a good night’s sleep at 1 Room Luxury Ocean Front Studio Cottage or Beaches, Boating, Cool Ocean Breezes.
How far in advance should I book my Great Island holiday?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers display prices up to 12 months prior to take off. This is typically the cheapest time to book. If circumstances have left you booking late, last-minute deals to Great Island occasionally appear just weeks before departure.
What does an Expedia Great Island travel package include?
Hotels, flights and rental cars — we’ve got them covered. With Expedia, you can shape your Great Island package the way you like it. All you have to do is figure out just what you need. Once you’ve made your booking, you can add on fun things like activities and experiences. The more you bundle, the bigger your savings!
What should I know before booking a Great Island travel package?
When you book your flights, hotels and car rentals together, you’ll score terrific discounts. Whether you’re planning a wilderness getaway in a cabin or prefer to stay in a luxurious city hotel, Expedia can make it happen for less.
Can I choose my airline with a Great Island Expedia holiday package?
Yes, and with over 550 airlines to pick from globally, you’ve got lots of choice. Take a look at the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Great Island holiday package?
We understand — life can throw you the odd curveball. If you’ve locked in a Great Island holiday package and need to amend or cancel it, we’re here to help. We suggest checking out our Customer Service Portal first for information. But in general, if you’ve taken out your package in the last 24 hours, you may be able to cancel or amend your itinerary at no cost. If it’s been more than 24 hours, your airline, hotel or car rental company may charge a fee.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.