Great Island Holidays

    Plan, book, travel with confidence
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    Better together
    Save up to S$120 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

Casco Bay Hotel, Ascend Hotel Collection
Casco Bay Hotel, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$145 per night from 10 Jun to 11 Jun
S$145
per night
10 Jun - 11 Jun
8.4/10 Very Good! (1,555 reviews)
"One of the best in price, staff and room quality. Close to the mall for shopping and food. Wonderful staff!"

Reviewed on 5 Jun,2024

Casco Bay Hotel, Ascend Hotel Collection
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
The price is S$439 per night from 10 Jun to 11 Jun
S$439
per night
10 Jun - 11 Jun
9/10 Wonderful! (1,190 reviews)
"Property had charm, spacious room and centrally located"

Reviewed on 5 Jun,2024

Portland Harbor Hotel
Canopy by Hilton Portland Waterfront
Canopy by Hilton Portland Waterfront
4 out of 5
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$508 per night from 16 Jun to 17 Jun
S$508
per night
16 Jun - 17 Jun
9.2/10 Wonderful! (663 reviews)
"The location was great. Everything was walkable from there"

Reviewed on 5 Jun,2024

Canopy by Hilton Portland Waterfront
See all 1,925 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.

Popular places to visit

Image for Acadia National Park

Acadia National Park

5/5(17 reviews)

Maine’s rugged coastline and New England culture come together in this easternmost U.S. national park on a mountainous island.

Acadia National Park
Image for LL Bean Flagship Store

LL Bean Flagship Store

4.5/5(4 reviews)

During your visit to Freeport, you can enjoy retail therapy at LL Bean Flagship Store. Stroll along the area's waterfront or simply enjoy its seafood restaurants.

LL Bean Flagship Store
Image for Bowdoin College

Bowdoin College

Experience the charm of the beautiful campus at this small-town college in Brunswick, Maine, once home to Longfellow, Hawthorne and Harriet Beecher Stowe.

Bowdoin College
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.