Great Diamond Island Vacations

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Great Diamond Island Hotel Deals

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 ￥15,583 per night from Jun 16 to Jun 17
￥15,583
per night
Jun 16 - Jun 17
8.4/10 Very Good! (1,594 reviews)
"Solid stay and easy check in process"

Reviewed on Jun 12, 2024

Casco Bay Hotel, Ascend Hotel Collection
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 ￥39,193 per night from Jun 16 to Jun 17
￥39,193
per night
Jun 16 - Jun 17
8.4/10 Very Good! (1,045 reviews)
"Kids love the cookies right by the entrance."

Reviewed on Jun 11, 2024

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 ￥45,674 per night from Jul 2 to Jul 3
￥45,674
per night
Jul 2 - Jul 3
9/10 Wonderful! (1,201 reviews)
"Gorgeous garden. Good food."

Reviewed on Jun 14, 2024

Portland Harbor Hotel
See all 2,140 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.

Discover the most popular places to visit in Great Diamond Island

Image for LL Bean Flagship Store

LL Bean Flagship Store

4.5/5(578 reviews)

During your trip to Freeport, you can enjoy retail therapy at LL Bean Flagship Store. Stroll along the area's waterfront or simply enjoy its seafood restaurants.

LL Bean Flagship Store
Image for Higgins Beach

Higgins Beach

4.5/5(171 reviews)

At the mouth of the Spurwink River in Scarborough, take a stroll on the white sand or paddle a kayak over gentle waves.

Higgins Beach
Image for Portland Head Light

Portland Head Light

4.5/5(673 reviews)

Look out across the Atlantic Ocean from Portland’s iconic white lighthouse, which has presided over the southern Maine coastline since the 18th century.

Portland Head Light

What to do in Great Diamond Island

Image for Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

￥21,506
Per adult
Portland: Old Port Seafood Lovers Tour
Image for Portland, Maine: Old Port Brewery & Pub Walking Tour

Portland, Maine: Old Port Brewery & Pub Walking Tour

￥13,111
Per adult
Portland, Maine: Old Port Brewery & Pub Walking Tour
See all activities in Great Diamond Island

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.