Great Island Vacations from $254

Name: Fireside Inn & Suites Portland
Price range: $118 total
Rating: 7.8

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The Latest Great Island vacation packages

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

InnSeason Resorts The Falls at Ogunquit

$254

per person

Nov 1 - Nov 4

found 22 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.4/10 Exceptional! (347 reviews)

Very nice, clean and everyone was friendly. We would stay again.

Reviewed on Sep 30, 2025

Cliff House Maine

Save 100% on your flight

$647

per person

Nov 1 - Nov 4

found 21 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.4/10 Exceptional! (1,007 reviews)

The staff were phenomenal. The hotel was gorgeous and the views majestic. We had a wonderful stay and highly recommended it.

Reviewed on Oct 1, 2025

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

$399

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Portland (PWM)

9.2/10 Wonderful! (1,581 reviews)

Clean, friendly staff, and great location.

Reviewed on Oct 1, 2025

Nonantum Resort

Save 100% on your flight

$332

per person

Nov 1 - Nov 4

found 22 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.2/10 Wonderful! (802 reviews)

Clean, comfortable room, beautiful grounds and views, outstanding free breakfast, walking distance to everything, friendly & helpful staff.

Reviewed on Oct 1, 2025

Portland Regency Hotel & Spa

Downtown Portland

Save 100% on your flight

$474

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Portland (PWM)

9.4/10 Exceptional! (1,424 reviews)

Great restaurant and lounge

Reviewed on Oct 2, 2025

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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

1230 Congress St, Portland, ME

Fully refundableReserve now, pay when you stay

$102 nightly

$113 total

Nov 2 - Nov 3

Total with taxes and fees

7.8/10 Good! (1,103 reviews)

Pleasant Stay Despite Looks

"Front desk guest service was friendly, easy, and reliable. The room was more spacious than I anticipated, although the bathroom was as small as you’d expect. They only have bars of soap for the bathroom. I did a quick trip so I thought it was better than expected. There are noticeable areas that ..."

Reviewed on Sep 30, 2025

Germaine Inn South Portland

675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME

Fully refundable

$90 nightly

$98 total

Oct 13 - Oct 14

Total with taxes and fees

7.4/10 Good! (280 reviews)

"Spacious room. Quiet. Perfect for a one night stay."

Reviewed on Sep 27, 2025

Fireside Inn & Suites Portland

81 Riverside St, Portland, ME

Fully refundableReserve now, pay when you stay

$107 nightly

$118 total

Oct 26 - Oct 27

Total with taxes and fees

7.8/10 Good! (1,047 reviews)

"Rooms are comfortable and it is very quiet here"

Reviewed on Sep 30, 2025

See all 2,114 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.