Great Island Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Great Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
per person
Aug 28 - Sep 1
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
7.8/10 Good! (1,032 reviews)
For the cost of the overnight stay, a basic breakfast should be included. Also, it advertises itself as a smoke free property. Someone was smoking pot both nights we stayed. I told the manager and the situation was not fixed.

Reviewed on Jul. 20, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Sep 7 - Sep 14
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
everything very clean, wonderful place.

Reviewed on Jul. 19, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 28 - Sep 1
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
Unfortunately because I used Expedia they put us in a room that faced an alley that had a bar with music until 1 am every night. It was so loud it sounded like we were at a rave. The hotel staff told us they save these rooms for people who get their room from Expedia and offered us earplugs. Ridiculous!

Reviewed on Jul. 19, 2025

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 28 - Sep 1
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
8.8/10 Excellent! (1,153 reviews)
Nice property. I would rate excellent except for over priced breakfast

Reviewed on Jul. 15, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 28 - Sep 1
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.6/10 Exceptional! (211 reviews)
Amazing room & exceptional service!

Reviewed on Jul. 15, 2025

Ready to book your vacation to Great Island?

 

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Great Island Hotel Deals

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Jul 21 to Jul 22
CA $205
CA $223 total
Jul 21 - Jul 22
includes taxes & fees
7.8/10 Good! (1,038 reviews)
"Good nights sleep clean room and nice bed."

Reviewed on Jul. 19, 2025

Days Inn by Wyndham Airport/Maine Mall
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Jul 27 to Jul 28
CA $209
CA $231 total
Jul 27 - Jul 28
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"The cleaning products that are used were very strong and left an unpleasant smell. Plus there was a little bit of a mildew smell in the lobby when we first entered."

Reviewed on Jul. 17, 2025

Clarion Hotel Portland
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 CA $212 per night from Jul 28 to Jul 29
CA $212
CA $235 total
Jul 28 - Jul 29
includes taxes & fees
7.6/10 Good! (1,041 reviews)
Good and clean
"Good location for us and very convenient to all the areas nearby that we had to go. We enjoyed the quiet and were able to easily and quickly get additional towels and supplies as we needed."

Reviewed on Jul. 14, 2025

Ramada Plaza by Wyndham Portland
See all 2,153 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

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Frequently asked questions

How much does a Great Island vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Great Island from just CA $840. 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 vacation.
What are the top hotels in Great Island?
For properties in West Harpswell with cozy beds and friendly service, you can't top Cozy Cottage and Lofty Cottage. If you plan to visit Cundys Harbor 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 vacation?
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 vacation 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 vacation package?
We understand — life can throw you the odd curveball. If you've locked in a Great Island vacation 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.