Great Diamond Island Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Great Diamond Island

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is 3.050.179 ₫ per night from 26 Aug to 27 Aug
3.050.179 ₫
3.324.696 ₫ total
26 Aug - 27 Aug
includes taxes & fees
7.8/10 Good! (1,192 reviews)
"The breakfast the first day was rather good. The next day not so much but all in all a good place to stay."

Reviewed on 18 Aug 2025

Days Inn by Wyndham Airport/Maine Mall
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 3.997.285 ₫ per night from 25 Aug to 26 Aug
3.997.285 ₫
4.422.596 ₫ total
25 Aug - 26 Aug
includes taxes & fees
7.8/10 Good! (1,014 reviews)
"The hotel definitely needs a facelift but it was fine for a brief one night stay. The bed was comfortable. When the elevator got stuck on the 5th floor while we waited in the lobby, the front desk clerk was quick to walk up the 5 flights to address the situation."

Reviewed on 17 Aug 2025

Clarion Hotel Portland
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
The price is 2.553.638 ₫ per night from 26 Aug to 27 Aug
2.553.638 ₫
2.783.465 ₫ total
26 Aug - 27 Aug
includes taxes & fees
7.4/10 Good! (156 reviews)
"Some sites still say/show Howard Johnson’s - it’s not. Friendly staff, very clean room, great beds with lots of pillows. A bit of a fruit fly problem. Area feels safe, Indoor pool looks clean and quiet (didn’t use). Pet friendly. Easy check in/out. Breakfast could use work. Standard but minimum offerings ..."

Reviewed on 17 Aug 2025

Germaine Inn South Portland
See all 2,455 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.

Popular places to visit

State Theatre featuring street scenes as well as an individual female

State Theatre

You can get tickets for a performance at State Theatre during your stay in Portland. Experience the area's acclaimed theatre scene and entertainment choices.

State Theatre
Portland Museum of Art featuring art and interior views as well as a small group of people

Portland Museum of Art

You can spend time browsing the exhibits at Portland Museum of Art during your travels in Portland. Stroll along the area's waterfront or experience its great live music.

Portland Museum of Art
Eastern Promenade which includes a bay or harbour and general coastal views as well as a small group of people

Eastern Promenade

Eastern Promenade is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Amble around the area's waterfront or attend a sporting event.

Eastern Promenade

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 1null000null000 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.