Hotels with Swimming Pool in Monhegan Island, Maine

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Check availability on Monhegan Island Hotels with Swimming Pool

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Monhegan Island hotels with a pool

Daily buffet breakfast (USD 10 per person)
Flagship Inn and Suites

Flagship Inn and Suites

Flagship Inn and Suites
2.5 star property
Boothbay Harbor
8.0 out of 10, Very Good, (1001)
"Great place to stay in boothbay. The owner is nice and place is clean. "
United States
Robert
The price is P5,988
P7,888 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Flagship Inn and Suites
Front of property
Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront
3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (78)
"Very nice comfortable room with friendly staff and excellent breakfast."
United States
Robert
The price is P13,098
P14,277 total
includes taxes & fees
Dec 29 - Dec 30
Harbour Towne Inn on the Waterfront
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.
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Top Monhegan Island Hotel Reviews

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"The room and property were neat and clean. It was a slow time of year. The room was well organized and updated decor wise. The mattresses could use and upgrade as they were not the most comfortable. The breakfast was basic but fine. I would recommend offering some juices."
Marc 2-night trip
Posted 10 days ago
Flagship Inn and Suites

Frequently asked questions

What are some accommodations with pools in Monhegan Island?
Flagship Inn and Suites: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Tugboat Inn: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Bluebird Ocean Point Inn: Features a private beach, an outdoor pool, and a snack bar/deli.
What is there to see and do in Monhegan Island?
Enjoy a stroll along the shore at Grimes Cove Beach and Fish Beach. Discover sights such as Lupine Gallery, Monhegan Museum of Art & History, and White Head Trail during your stay.
When is the best time to book a hotel with a pool in Monhegan Island?
Taking into account the local weather in Monhegan Island can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Monhegan Island are January, March, December, and February, with each month seeing an average of 6 inches of snowfall.

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