Great Diamond Island Holidays

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    Save up to £750 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

  • Rest easy

    Packages with flights are ATOL protected

Great Diamond Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)

Top hotels in Great Diamond Island

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
The price is £209 per night from 30 Aug to 31 Aug
£209
30 Aug - 31 Aug
includes taxes & fees
The Westin Portland Harborview
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
The price is £121 per night from 31 Aug to 1 Sept
£121
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very good! (1,034 reviews)
"There was mold on the shower curtains and in the tub. The room smell like mold and mothballs."

Reviewed on 31 Jul 2026

Fireside Inn & Suites Portland
Waves Oceanfront Resort

Waves Oceanfront Resort

3 out of 5
87 W Grand Ave Old Orchard Beach ME
The price is £154 per night from 30 Aug to 31 Aug
£154
30 Aug - 31 Aug
includes taxes & fees
8.4/10 Very good! (623 reviews)
"Beautiful hotel near the beach that lacks a bit of love. It remained frozen 30 years ago and repairs are being carried out hastily without any fine completion. Our patio door opened extremely badly. We had trouble opening it and the lock didn't work. We weren't able to lock it..."

Reviewed on 30 Jul 2026

Waves Oceanfront Resort
See all 2,415 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Great Diamond Island

Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

£58
per adult
88% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
Portland Lighthouse Boat Cruise with Oysters & Prosecco

Portland Explorer: Boat Cruise with Oysters & Prosecco

£103
per adult
Portland Explorer: Boat Cruise with Oysters & Prosecco
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

£13
per traveller
100% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
See all activities in Great Diamond Island

Frequently asked questions

How much does a Great Diamond Island travel package cost?
We make it simple to travel the world, with Great Diamond Island travel packages starting from as little as . You'll have the flexibility to bundle your favourite airlines, hotels and car rental. For the ultimate escape, why not add a couple of tours and experiences to your travel itinerary?
If I'm not able to travel, can I cancel my Great Diamond Island travel package?
If your travel plans in Great Diamond Island have changed, it's good to know that you can cancel your booking. If your booking was made less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge a fee. For more information, check our Customer Service Portal.
How do I get a cheap travel package to Great Diamond Island?
Bundle your bookings with Expedia to save big bucks on your next big adventure. With over 550 airlines and 1,000,000 hotels globally, your Great Diamond Island travel package can be customized exactly to suit your budget. With all that extra cash, why not throw in one or two exciting experiences and tours? It's an easy way to unlock even more discounts. That dream holiday to Great Diamond Island is closer than you thought!
Does Expedia offer Book Now, Pay Later Great Diamond Island holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a dream getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's monthly instalment plans. If paying bite-sized amounts each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan from Klarna.

How far in advance should I book my Great Diamond Island holiday?
Travellers can normally browse international fares on Expedia up to a year in advance of departure. Booking late? With a bit of luck, it's still possible to nab a cheap ticket only weeks before your journey.
What does an Expedia Great Diamond Island travel package include?
Travel packages include hotels, flights and rental cars, but you can combine any of them to create your ideal Great Diamond Island trip. You can also add on tours and activities once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking a Great Diamond Island travel package?
An Expedia travel package can be customized for your budget and is a fantastic way to stretch your dollars further. How little or much you include is up to you. Rental cars, hotels and flights — decide on a combination that suits your plans.
Can I choose my airline with a Great Diamond Island Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You can pick and choose your flights, hotels and more. We have more than 550 airline partners around the world, so you have lots of choice when planning your Great Diamond Island escape.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.