Title: Book the Best Hotels with POOL in Monhegan Island in 2025 | Expedia.ca [Hotels in Monhegan Island](https://expedia.ca/Monhegan-Island-Hotels.d183284.Travel-Guide-Hotels)[Vacation Rentals in Monhegan Island](https://expedia.ca/Monhegan-Island-Vacation-Rentals.d183284.Travel-Guide-VacationRentals)[Flights to Monhegan Island](https://expedia.ca/Cheap-Flights-To-Monhegan-Island.d183284.Travel-Guide-Flights)[Monhegan Island Car Rentals](https://expedia.ca/Car-Rentals-In-Monhegan-Island.d183284.Car-Rental-Guide)[Monhegan Island Vacation Packages](https://expedia.ca/Monhegan-Island.d183284.Destination-Travel-Guides) ![Stunning views and friendly locals make Monhegan Island, Maine a fantastic place to get away from it all. Book a room or rent a cottage well in advance, or you will be a day-tripper! It's a one hour ferry ride out of Port Clyde, Maine. ](https://images.trvl-media.com/place/183284/7f160843-ec98-4723-83b0-b33843141f69.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jeffrey Offermann # Find Hotels with a Pool in Monhegan Island, ME from CA $360 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Monhegan Island Hotels with a Pool Tonight [Nov 18 - Nov 19](https://www.expedia.ca/Hotel-Search?regionId=183284&startDate=2025-11-18&endDate=2025-11-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 19 - Nov 20](https://www.expedia.ca/Hotel-Search?regionId=183284&startDate=2025-11-19&endDate=2025-11-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=183284&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=183284&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Monhegan Island Hotels with a Pool ![Daily buffet breakfast (USD 10 per person)](https://images.trvl-media.com/lodging/1000000/900000/894100/894021/8ffdcddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/894100/894021/6b31ff17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Theatre show](https://images.trvl-media.com/lodging/1000000/900000/894100/894021/8017bb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894100/894021/732283ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flagship Inn and Suites Boothbay Harbor 8.2/10 Very good (1001) "Would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Flagship-Inn-And-Suites.h894021.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1210000/1209100/1209081/c8b83a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1210000/1209100/1209081/6c95ac09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1210000/1209100/1209081/a97dfc73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1210000/1209100/1209081/de8a07d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbour Towne Inn on the Waterfront Boothbay Harbor 9.6/10 Exceptional (76) "Excellent location, easy to walk." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $330 CA $360 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Harbour-Towne-Inn-On-The-Waterfront.h1209081.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03®ionId=183284&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Monhegan Island Hotel Reviews ![Smuggler's Cove Inn](//images.trvl-media.com/lodging/3000000/2130000/2130000/2129923/6496398a_y.jpg) ### 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." [](https://expedia.ca/Boothbay-Harbor-Hotels-Smugglers-Cove-Inn.h2129923.Hotel-Information) ### Spruce Point Inn 10/10 Excellent "Beautiful grounds and views" [](https://expedia.ca/Boothbay-Harbor-Hotels-Spruce-Point-Inn.h893209.Hotel-Information) ### Flagship Inn and Suites 10/10 Excellent "Room is clean, . Staff is efficient, parking is convenient and breakfast is decent" [](https://expedia.ca/Boothbay-Harbor-Hotels-Flagship-Inn-And-Suites.h894021.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Monhegan Island? > [Flagship Inn and Suites](https://www.expedia.ca/Boothbay-Harbor-Hotels-Flagship-Inn-And-Suites.h894021.Hotel-Information): Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. [Tugboat Inn](https://www.expedia.ca/Boothbay-Harbor-Hotels-Tugboat-Inn.h11898505.Hotel-Information): Features buffet, a seasonal outdoor pool, and flat-screen televisions. [Ocean Gate Resort](https://www.expedia.ca/Boothbay-Harbor-Hotels-Ocean-Gate-Resort.h893144.Hotel-Information): Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. [Mid-Town Motel](https://www.expedia.ca/Boothbay-Harbor-Hotels-Mid-Town-Motel.h75690873.Hotel-Information): Features a private beach, an outdoor pool, and a snack bar/deli. [Fishermans Wharf Inn](https://www.expedia.ca/Boothbay-Harbor-Hotels-Fishermans-Wharf-Inn.h5378086.Hotel-Information): Offers a children's pool, an outdoor pool, and 2 restaurants. ### What is there to see and do in Monhegan Island? > Spend some time experiencing the great outdoors at 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. 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