The Best Hotels with a Pool in Orrs Island, ME from ₩88,760 in 2026

Q: What are some hotels with pools in Orrs Island?

Portland Harbor Hotel : Hotel, 5-minute walk from State Theatre. Offers a sauna, a pool, and complimentary bicycles. Portland Regency Hotel & Spa : Hotel, 11-minute walk from Thompson's Point. Provides free self parking, a pool, and complimentary wireless internet access. Cambria Hotel Portland Downtown-Old Port : Hotel, 11-minute walk from Maine Medical Center. Features daily, a seasonal outdoor pool, and complimentary wireless internet access. Inn at St John Portland In-Town : Hotel located near Thompson's Point. Features a snack bar/deli, an indoor pool, and buffet. Holiday Inn Portland-By the Bay by IHG : Hotel located near State Theatre. Offers a snack bar/deli, an indoor pool, and buffet.

The unique, granite Cribstone Bridge, Bailey Island Bridge, connecting Orr's and Bailey Islands in Harpswell, Maine

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Our top choices for Orrs Island hotels with a pool

Flagship Inn and Suites

Boothbay Harbor

Splash into summer at this Maine coastal retreat with a seasonal outdoor pool, terraced garden, and convenient in-town location.

₩251,846 total

includes taxes & fees

Jun 2 - Jun 3

Bluebird Ocean Point Inn

Ocean Point

Seasonal oceanfront pool with coastal views and black sand beach access creates a perfect Maine summer escape.

₩337,384 total

includes taxes & fees

Jun 3 - Jun 4

Clarion Pointe South Portland

Thorton Heights

Dive into year-round aquatic bliss with heated indoor and outdoor pools, just steps from Maine Mall for shopping adventures.

₩88,760 total

includes taxes & fees

Jun 3 - Jun 4

The Harraseeket Inn & Event House Freeport Downtown

Freeport

Serene indoor pool and cozy fireside relaxation offer year-round bliss at this Freeport retreat.

₩277,668 total

includes taxes & fees

Jun 10 - Jun 11

Best Western Plus Brunswick Bath

Brunswick

Splash into aquatic bliss at this serene hotel with a year-round indoor pool experience.

₩165,686 total

includes taxes & fees

Jun 10 - Jun 11

Standard Room, 2 Queen Beds, Balcony, Pool View (Anchor Building) | Balcony

Smuggler's Cove Inn

East Boothbay

Pristine saltwater pool with bay views creates refreshing coastal sanctuary at beachside hotel.

₩329,924 total

includes taxes & fees

Jun 2 - Jun 3

SpringHill Suites by Marriott Freeport Brunswick

Freeport

Plunge into relaxation at the indoor pool, where comfort meets convenience in this modern Freeport hotel near shopping gems.

₩209,899 total

includes taxes & fees

May 31 - Jun 1

Newagen Seaside Inn

Southport

Discover seaside tranquility at this coastal retreat with a refreshing outdoor pool and tennis courts for active summer days.

₩358,094 total

includes taxes & fees

Jun 1 - Jun 2

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Choose what matters most at hotels with a pool in Orrs Island

Breakfast included

4 stars

Top Orrs Island Hotel Reviews

Clarion Hotel Portland Airport ME

10/10 Excellent

"A great stay for the price! Clean and quiet. They also a free shuttle downtown, which is REALLY great because parking in Portland is insane. Great value hotel!"

Hampton Inn Portland Downtown - Waterfront

6/10 Okay

"It’s a great hotel for families with children. Was there on a holiday weekend and it was busy so having one elevator not working was a pain then the next day the second elevator was not working and being on the 5th floor was really hard walking up the stairs, thankfully It was only out for a few hours. They had cold ice water out a couple times by the front desk, it would have been nice if they had that everyday. The breakfast was ok, the orange juice and cranberry juice was out the first day. Location was ok, if you want to be closer to the harbor and restaurants Hilton Garden Inn is right across the street from the harbor."

Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"Great location! Clean hotel with nice views of the area. Nice rooms wee had a king bed with a pull out sofa. It’s great if you have children. We didn’t have the breakfast but many others did… it smelled good … we opted out for lobster rolls and oysters!!"

Frequently asked questions

What are some hotels with pools in Orrs Island?

Portland Harbor Hotel: Hotel, 5-minute walk from State Theatre. Offers a sauna, a pool, and complimentary bicycles. Portland Regency Hotel & Spa: Hotel, 11-minute walk from Thompson's Point. Provides free self parking, a pool, and complimentary wireless internet access. Cambria Hotel Portland Downtown-Old Port: Hotel, 11-minute walk from Maine Medical Center. Features daily, a seasonal outdoor pool, and complimentary wireless internet access. Inn at St John Portland In-Town: Hotel located near Thompson's Point. Features a snack bar/deli, an indoor pool, and buffet. Holiday Inn Portland-By the Bay by IHG: Hotel located near State Theatre. Offers a snack bar/deli, an indoor pool, and buffet.

What is there to see and do in Orrs Island?

Make a point to visit attractions like Paddleworks. Discover sights such as Bailey Island Bridge, Casco Bay, and Wolfe's Neck Woods State Park during your stay.

When is the best time to book a hotel with a pool in Orrs Island?

Taking into account the local weather in Orrs Island is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Orrs Island are January, February, March, and December, with each month seeing an average of 6 inches of snowfall.

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