Name: Portland Regency Hotel & Spa
Price range: $147 total
Rating: 9.4

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The Latest Great Island vacation packages

Price found within the past 48 hours. Click for updated prices.

The McKernan Inn

$594

per person

Mar 13 - Mar 16

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Portland (PWM)

9/10 Wonderful! (83 reviews)

Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation!

Reviewed on Dec 27, 2025

Cliff House Maine

Bald Head

Save 100% on your flight

$1,082

per person

Apr 3 - Apr 6

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

9.4/10 Exceptional! (1,001 reviews)

The room along with the view was spectacular - Beautifully decorated - Clean - Crisp - The Staff - Beyond Helpful!! The location overlooking the Atlantic Ocean even this time of year with the sun and the ocean waves hitting the rocks was like out of a movie!! Their restaurants 5 star in my opinion!! Just the people they have working looking out for you and making sure you are having an experience of a lifetime!! Thank you again Cliff House - See you very soon!!!

Reviewed on Jan 6, 2026

Portland Harbor Hotel

Downtown Portland

$719

per person

Feb 13 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Portland (PWM)

9.2/10 Wonderful! (1,668 reviews)

Room was spotless. Service was great.

Reviewed on Jan 9, 2026

The Docent’s Collection – Thompson Block

Downtown Portland

$612

per person

Mar 13 - Mar 16

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Portland (PWM)

9.6/10 Exceptional! (249 reviews)

This was a great stay! Had everything we wanted. Location was excellent.

Reviewed on Dec 24, 2025

InnSeason Resorts The Falls at Ogunquit

$616

per person

Mar 13 - Mar 20

found 1 day ago

Roundtrip flight included

Denver (DEN) to Portland (PWM)

9.4/10 Exceptional! (356 reviews)

Great clean and friendly place Love returning every year

Reviewed on Jan 7, 2026

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Discover the most popular places to visit in Great Island

Bailey Island Bridge

Find out about the history of Bailey Island when you spend time at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.

Paddleworks

Enjoy an outing to Paddleworks during your stay in Orrs Island. Wander the seaside and beaches in the area.

Land's End Gift Shop

Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops.

Great Island Hotel Deals

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Fully refundableReserve now, pay when you stay

$78 nightly

$87 total

Jan 12 - Jan 13

Total with taxes and fees

7.8/10 Good! (1,319 reviews)

Front desk attendant was very pleasant and helpful. Room was clean and well stocked with towels and toiletries.

Reviewed on Jan 5, 2026

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

$98 nightly

$108 total

Feb 2 - Feb 3

Total with taxes and fees

8.8/10 Excellent! (1,008 reviews)

Room was clean and had all amenities.

Reviewed on Jan 6, 2026

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Fully refundableReserve now, pay when you stay

$132 nightly

$147 total

Jan 16 - Jan 17

Total with taxes and fees

9.4/10 Exceptional! (1,567 reviews)

Staff was great. Perfect location to explore the area.

Reviewed on Jan 4, 2026

See all 2,005 properties in Great 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.