Great Diamond Island Holidays

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    Save up to S$134 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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Top hotels in Great Diamond 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$148 per night from 16 Mar to 17 Mar
S$148
includes taxes & fees
16 Mar - 17 Mar
8.8/10 Excellent! (1,001 reviews)
"Such a great place to getaway and relax. Very hospitable and clean. Food was perfect along with some of the best service around. 10/10 I’d rate ."

Reviewed on 25 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$233 per night from 16 Mar to 17 Mar
S$233
includes taxes & fees
16 Mar - 17 Mar
9/10 Wonderful! (1,464 reviews)
"Amazing hotel"

Reviewed on 24 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 9 Mar to 10 Mar
S$138
includes taxes & fees
9 Mar - 10 Mar
7.6/10 Good! (1,028 reviews)
"Always great staff 😃"

Reviewed on 22 Feb,2025

Ramada Plaza by Wyndham Portland
See all 2,270 properties in Great Diamond 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 Diamond Island holiday package cost?
Less than you might think — from just , as a matter of fact! By combining hotels, flights and car rentals into your own custom-built travel package, your getaway to Great Diamond Island is just clicks away.
How do I get a cheap travel package to Great Diamond Island?
Bundle your hotel and flight bookings, throw in extras such as activities or a rental car, and save with a Great Diamond Island holiday package. You won’t just walk away with awesome discounts on your adventure — you’ll have loads of choice at your fingertips too. When you book with Expedia, you’ll have your pick of over 550 partner airlines and 1,000,000 hotels worldwide. Your dream holiday starts right here, right now!
How far in advance should I book my Great Diamond Island holiday?
Smart travellers often book as early as possible. You can usually look up international airfares on Expedia up to 12 months before your flight. If you’ve left booking to the last minute, don’t despair. Bargain prices sometimes appear just weeks prior to departure.
What does an Expedia Great Diamond Island travel package include?
Hotels, flights and rental cars, or any combination of them — it’s totally up to you. Whether you’re venturing to Great Diamond Island with the kids or adventuring solo, there’s a package to suit your budget and style. Once you’ve made your booking, why not add on some tours or activities?
What should I know before booking a Great Diamond Island travel package?
When you book your hotels, flights and car rentals together, you’ll score awesome discounts. Whether you’re organising a rural escape in a cottage or would rather stay in a fancy hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Great Diamond Island Expedia holiday package?
You sure can. We have more than 550 partner airlines around the world, so opt for the carrier that fits your needs.
If I'm not able to travel, can I cancel my Great Diamond Island holiday package?
It’s impossible to predict what the future holds, so it’s comforting to know that you can cancel or change your Great Diamond Island holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Popular places to visit

Thompson's Point

Commune with nature and explore the great outdoors at Thompson's Point during your travels in Portland. Stroll along the waterfront or attend a sporting event in the area.

Thompson's Point

What to do in Great Diamond Island

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

S$17
per adult
Downtown Golden Adventure Quest Experience in Portland
Portland, Maine: Local Brewery & Spirits Bus Tour

Portland, Maine: Local Brewery & Spirits Bus Tour

S$133
per adult
100% of travellers recommend
Portland, Maine: Local Brewery & Spirits Bus Tour
Old Wharf Street Portland, ME

Audio Guided Walking Tour from Old Port of Portland, Maine

S$10
per adult
Audio Guided Walking Tour from Old Port of Portland, Maine
See all activities in Great Diamond Island

* 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.