Great Diamond Island Trips (flight + hotel)

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Top hotels in Great Diamond 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 P4,441 per night from 20 Oct to 21 Oct
P4,441
per night
20 Oct - 21 Oct
8.4/10 Very Good! (2,153 reviews)
"Economical stay in the Portland area. 15 mins from downtown Portland and the Old Port district. Complimentary breakfast is mediocre at best. Parking is free but can be a challenge if the hotel is full. Staff is friendly, hard working, and helpful."

Reviewed on Sep 28, 2024

Casco Bay Hotel, Ascend Hotel Collection
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 P6,235 per night from 27 Oct to 28 Oct
P6,235
per night
27 Oct - 28 Oct
7.6/10 Good! (1,005 reviews)
"Quick, easy check in. Friendly staff, clean, comfortable room"

Reviewed on Sep 26, 2024

Clarion Hotel Portland
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 P12,671 per night from 27 Oct to 28 Oct
P12,671
per night
27 Oct - 28 Oct
9/10 Wonderful! (1,352 reviews)
"First time stay at this hotel. Look forward to returning again."

Reviewed on Sep 26, 2024

Portland Harbor Hotel
See all 2,183 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 vacation 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 vacation 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 vacation starts right here, right now!
How far in advance should I book my Great Diamond Island vacation?
Smart travelers 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 organizing 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 vacation 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 vacation 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 vacation 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

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State Theatre

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

State Theatre
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Portland Museum of Art

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Portland Museum of Art
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Victoria Mansion

Visit the remarkably preserved 19th-century manor house, located in downtown Portland. Get an authentic impression of life during that era.

Victoria Mansion

What to do in Great Diamond Island

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Harbor Lights and Sights Cruise

P2,702
Per adult
86% of travellers recommend
Harbor Lights and Sights Cruise
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Discover Portland City and Lighthouse Tour

P2,751
Per adult
96% of travellers recommend
Discover Portland City and Lighthouse Tour
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Lighthouse Lovers Cruise in Portland

P1,858
Per adult
100% of travellers recommend
Lighthouse Lovers Cruise in Portland
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.