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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Top hotels in Great Diamond Island

Inn at Diamond Cove
Inn at Diamond Cove
3.5 out of 5
22 Mckinley Court, Great Diamond Island, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$362 per night from 18 Jun to 19 Jun
S$362
18 Jun - 19 Jun
includes taxes & fees
8.8/10 Excellent! (169 reviews)
"Great staff service. Very high quality private stay. Amazing room. Also a really lovely historic tour too."

Reviewed on 5 Jun, 2025

Inn at Diamond Cove
La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
3 out of 5
340 Park Ave, Portland, ME
The price is S$241 per night from 22 Jun to 23 Jun
S$241
22 Jun - 23 Jun
includes taxes & fees
8.8/10 Excellent! (2,176 reviews)
"Good stay!"

Reviewed on 14 Jun, 2025

La Quinta Inn & Suites by Wyndham Portland
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3 out of 5
433 Fore St, Portland, ME
The price is S$301 per night from 30 Jun to 1 Jul
S$301
30 Jun - 1 Jul
includes taxes & fees
8.8/10 Excellent! (1,134 reviews)
"Easy access to everything! Great area! 45.00for parking was the only downfall."

Reviewed on 14 Jun, 2025

Hyatt Place Portland Downtown - Old Port Square
See all 2,480 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 seaside 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$12
per adult
Downtown Golden Adventure Quest Experience in Portland
Portland: Schooner Tall Ship Cruise on Casco Bay

Portland: Schooner Tall Ship Cruise on Casco Bay

S$139
per adult
Portland: Schooner Tall Ship Cruise on Casco Bay
Vintage Fire Engine Tours

Vintage Fire Truck Sightseeing Tour of Portland Maine

S$49
per adult
98% of travellers recommend
Vintage Fire Truck Sightseeing Tour 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.