Hotels with Pool & Resorts in Monhegan Island from AU$215

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Check availability on Monhegan Island Hotels with Pool

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Monhegan Island Hotels with Pool

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

Flagship Inn and Suites

2.5 star property
Boothbay Harbor
8.2 out of 10, Very good, (1002)
"Would stay again"
United States
Mark
The price is AU$215
includes taxes & fees
4 Jan - 5 Jan 2026
Flagship Inn and Suites
Front of property
Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront

3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (77)
"Excellent location, easy to walk."
United States
Brian
The price is AU$432
includes taxes & fees
14 Dec - 15 Dec
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
"Very nice "
Kathleen 1-night trip
Posted 23 hours ago
Flagship Inn and Suites
Smuggler's Cove Inn

Smuggler's Cove Inn

10/10 Excellent
"This was an end of season visit. The property, breakfast, and staff couldn’t be nicer. Sadly, pool was closed up for the season along with the restaurant. Dining options were very limited, even in town due to it being post Columbus Day."
Cynthia 3-night trip
Posted 2 months ago
Smuggler's Cove Inn

Frequently asked questions

What are some accommodation options 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. Fishermans Wharf Inn: Offers a children's pool, an outdoor pool and 2 restaurants. Smuggler's Cove Inn: Features 2 outdoor tennis courts, a seasonal outdoor pool and a snack bar/deli.
What is there to see and do in Monhegan Island?
Enjoy a stroll along the shore at Pemaquid Beach Park and Grimes Cove Beach. Discover sights such as Lupine Gallery, Fish Beach and Monhegan Museum of Art & History during your stay.
When is the best time to book a hotel with a pool in Monhegan Island?
Taking the local weather in Monhegan Island into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Monhegan Island are January, March, December and February, with each month seeing an average of 16 cm of snowfall.