Title: Five Islands B&B: Find the Best Bed and Breakfast from CA $254 | Expedia.ca [Hotels in Five Islands](https://expedia.ca/Five-Islands-Hotels.d553248635976385296.Travel-Guide-Hotels)[Vacation Rentals in Five Islands](https://expedia.ca/Five-Islands-Vacation-Rentals.d553248635976385296.Travel-Guide-VacationRentals)[Five Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Five-Islands.d553248635976385296.Car-Rental-Guide)[Five Islands Vacation Packages](https://expedia.ca/Five-Islands.d553248635976385296.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find a Bed and Breakfast in Five Islands from CA $254 ![](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 prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976385296&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976385296&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976385296&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976385296&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Five Islands B&B ![Front of property - evening/night](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/1161f28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/ee7a31ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/2f82f02f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/e72a9b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Orchard House & Cafe Freeport 9.6/10 Exceptional (161) "Very nice room in well renovated historic home. The hotel and grounds would be a nice spot for a small wedding. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey CA $233 CA $254 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-The-Orchard-House-Cafe.h19561353.Hotel-Information) ![Deluxe Room, 1 King Bed, Harbour View, Oceanfront | Water view](https://images.trvl-media.com/lodging/9000000/8320000/8318100/8318038/0365c6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Harbour View, Oceanfront](https://images.trvl-media.com/lodging/9000000/8320000/8318100/8318038/6a8689f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Private Bathroom | Living area](https://images.trvl-media.com/lodging/9000000/8320000/8318100/8318038/a7378ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/9000000/8320000/8318100/8318038/05544c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harborage Inn on the Oceanfront Boothbay Harbor 9.4/10 Exceptional (216) "Beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry CA $279 CA $304 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Harborage-Inn-On-The-Oceanfront.h8318038.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1850000/1842300/1842201/da7a2a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1850000/1842300/1842201/59eec685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1850000/1842300/1842201/f33ef2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1850000/1842300/1842201/76d42a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Benjamin F. Packard House Bath 10/10 Exceptional (102) "Beautiful house, the breakfast food was amazing, and the owners were so personable and welcoming. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $319 CA $348 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Benjamin-F-Packard-House.h1842201.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 entrance](https://images.trvl-media.com/lodging/2000000/1210000/1209100/1209081/de8a07d4.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/e2b9a938.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 $383 CA $417 total includes taxes & fees Nov 14 - Nov 15 [](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=2025-11-12&endDate=2025-11-13®ionId=553248635976385296&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FFive-Islands-Bed-And-Breakfast.d553248635976385296-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFive-Islands-Bed-And-Breakfast.d553248635976385296-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Five Islands Hotel Reviews ![Travelers Inn](//images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/5b504f16_y.jpg) ### Travelers Inn 10/10 Excellent "Everything was very clean, neat, and well-kept.The bed and pillows were comfortable, the bathroom was well-stocked, and the shower had good pressure. Signing in and out was an efficient, corteous process, as well. Lastly and thankfully, it is a "no pets" establishment which is a blessing for those with severe pet allergies. Overall, we had a quiet, relaxing, and comfortable stay!" [](https://expedia.ca/Boothbay-Harbor-Hotels-Travelers-Inn.h8208979.Hotel-Information) ![Cod Cove Inn, BW Signature Collection](//images.trvl-media.com/lodging/35000000/34930000/34925200/34925132/d325545c_y.jpg) ### Cod Cove Inn, BW Signature Collection 10/10 Excellent "Clean Room, and very spacious! Front desk employee was really nice and gave advice for us on things to do in surrounding areas too!" [](https://expedia.ca/Boothbay-Harbor-Hotels-Cod-Cove-Inn.h34925132.Hotel-Information) ![The Federal](//images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/282b074c_y.jpg) ### The Federal 10/10 Excellent "Perfect for our family! " [](https://expedia.ca/Brunswick-Hotels-The-Federal.h75630171.Hotel-Information) ![Moonlight Inn](//images.trvl-media.com/lodging/1000000/10000/7300/7287/ff13265a_y.jpg) ### Moonlight Inn 10/10 Excellent "Worth the price, large clean rooms, easy check in " [](https://expedia.ca/Boothbay-Harbor-Hotels-Moonlight-Inn.h7287.Hotel-Information) ![Hampton Inn Bath (Brunswick Area)](//images.trvl-media.com/lodging/4000000/3740000/3739000/3738921/92216100_y.jpg) ### Hampton Inn Bath (Brunswick Area) 10/10 Excellent "Very good " [](https://expedia.ca/Boothbay-Harbor-Hotels-Hampton-Inn-Bath.h3738921.Hotel-Information) ![Tugboat Inn](//images.trvl-media.com/lodging/12000000/11900000/11898600/11898505/7562e385_y.jpg) ### Tugboat Inn 10/10 Excellent "Absolutely quaint and perfect " [](https://expedia.ca/Boothbay-Harbor-Hotels-Tugboat-Inn.h11898505.Hotel-Information) ![Comfort Inn Brunswick](//images.trvl-media.com/lodging/1000000/10000/4100/4072/a1d01a3c_y.jpg) ### Comfort Inn Brunswick 10/10 Excellent "There was an accident which caused the electric pole to come down and we had no electricity this morning. There was only one lane to get out of the parking lot and the police blocked some of that. If there had been a fire, we would not been able to get out. Need a second exit from the back parking lot, very dangerous situation. " [](https://expedia.ca/Boothbay-Harbor-Hotels-Comfort-Inn-Brunswick-Freeport.h4072.Hotel-Information) ![Fishermans Wharf Inn](//images.trvl-media.com/lodging/6000000/5380000/5378100/5378086/7d0e7e4e_y.jpg) ### Fishermans Wharf Inn 10/10 Excellent "Great place to stay." [](https://expedia.ca/Boothbay-Harbor-Hotels-Fishermans-Wharf-Inn.h5378086.Hotel-Information) ![Days Inn by Wyndham Brunswick Bath Area](//images.trvl-media.com/lodging/1000000/460000/459700/459646/e53c309b_y.jpg) ### Days Inn by Wyndham Brunswick Bath Area 10/10 Excellent "Great location, friendly staff, easy check in. " [](https://expedia.ca/Boothbay-Harbor-Hotels-Days-Inn-By-Wyndham-Brunswick-Bath-Area.h459646.Hotel-Information) ## Find out more about Five Islands ## Five Islands B&B information | Number of reviews | 516 | | --- | --- | | Accommodation | 16 B&B | | Lowest Price | CA $254 | | Highest Price | CA $417 | ## Frequently asked questions ### Searching for B&Bs in Five Islands? > If you're looking for something a little different than your standard hotel, a bed and breakfast might be the perfect option for your trip. ### How do you know if a B&B is the right choice for your stay? > Every B&B has its own unique feel. Whether it's a cozy reading space or a beautiful breakfast room, the little details are what make bed and breakfasts a fun place to get away. ### What are the top B&Bs in Five Islands? > Here are some B&Bs in the surrounding area: [Harborage Inn on the Oceanfront](https://www.expedia.ca/Boothbay-Harbor-Hotels-Harborage-Inn-On-The-Oceanfront.h8318038.Hotel-Information): 11 rooms. 4.7 mi (7.6 km) from the heart of Five Islands. Enjoy the free cooked breakfast and designer toiletries. [Harbour Towne Inn on the Waterfront](https://www.expedia.ca/Boothbay-Harbor-Hotels-Harbour-Towne-Inn-On-The-Waterfront.h1209081.Hotel-Information): 12 rooms. Situated 4.7 mi (7.6 km) from the heart of Five Islands. Enjoy the free full breakfast and unique décor. [Benjamin F. Packard House](https://www.expedia.ca/Boothbay-Harbor-Hotels-Benjamin-F-Packard-House.h1842201.Hotel-Information): 4 rooms. 8.5 mi (13.7 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. [Captain Sawyer's Bed & Breakfast](https://www.expedia.ca/Boothbay-Harbor-Hotels-Captain-Sawyers-Bed-Breakfast.h18954248.Hotel-Information): 9 rooms. Located 4.5 mi (7.2 km) from the core of Five Islands. Enjoy the free full breakfast and patio area. ### When is the best time to stay at a B&B in Five Islands? > When you're planning your escape to Five Islands, year-round temperatures and rainfall may be important factors to consider. 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 Five Islands are January, March, December, and February, with each month seeing an average of 6 inches of snowfall. ### How can I get to and around Five Islands? > You can map out your trip in and around Five Islands ahead of time with these transportation options. Fly into Wiscasset, ME (ISS), which is located 9.7 mi (15.5 km) away from the city center. You can also search for flights into Augusta, ME (AUG-Augusta State), which is 34.4 mi (55.3 km) away. 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[Newagen Hotels](https://www.expedia.ca/Newagen-Hotels.d6048053.Travel-Guide-Hotels) - [Inns in Newagen](https://www.expedia.ca/Newagen-Inns.d6048053-aaInns.Travel-Guide-Accommodation) - [Resorts in Newagen](https://www.expedia.ca/Newagen-Resort-Hotels.d6048053-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Reid State Park](https://www.expedia.ca/Reid-State-Park-Hotels.0-l6334465-0.Travel-Guide-Filter-Hotels) - [B&B in Southport](https://www.expedia.ca/Southport-Bed-And-Breakfast.d183298-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Southport](https://www.expedia.ca/Southport-Chalets.d183298-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Southport](https://www.expedia.ca/Southport-Guest-Houses.d183298-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Southport](https://www.expedia.ca/Southport-Hotels-Beach-Hotel.0-0-d183298-tBeachHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Southport](https://www.expedia.ca/Southport-Hotels-Historic-Hotel.0-0-d183298-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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[Farmstay in Squirrel Island](https://www.expedia.ca/Squirrel-Island-Agritourism.d3000440321-aaAgritourism.Travel-Guide-Accommodation) - [Cabin Rentals in Squirrel Island](https://www.expedia.ca/Squirrel-Island-Cabins.d3000440321-aaCabins.Travel-Guide-Accommodation) - [Squirrel Island Hotels](https://www.expedia.ca/Squirrel-Island-Hotels.d3000440321.Travel-Guide-Hotels) - [Resorts in Squirrel Island](https://www.expedia.ca/Squirrel-Island-Resort-Hotels.d3000440321-aaResortHotels.Travel-Guide-Accommodation) - [B&B in West Boothbay Harbor](https://www.expedia.ca/West-Boothbay-Harbor-Bed-And-Breakfast.d553248635976394379-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels with a Pool in West Boothbay Harbor](https://www.expedia.ca/West-Boothbay-Harbor-Hotels-Hotel-With-Pool.0-0-d553248635976394379-tHotelwithPool.Travel-Guide-Filter-Hotels) - [West Boothbay Harbor Hotels](https://www.expedia.ca/West-Boothbay-Harbor-Hotels.d553248635976394379.Travel-Guide-Hotels) - [Flights to Georgetown](https://www.expedia.ca/Cheap-Flights-To-Georgetown.d6145350.Travel-Guide-Flights) - [Visit Boothbay Harbor](https://www.expedia.ca/Boothbay-Harbor.dx6057298) - [Coastal Maine Botanical Gardens](https://www.expedia.ca/Coastal-Maine-Botanical-Gardens-Boothbay.d6186125.Vacation-Attraction) - [Josephine Newman Audubon Sanctuary](https://www.expedia.ca/Josephine-Newman-Audubon-Sanctuary-Georgetown.d6334323.Vacation-Attraction) - [Visit Southport](https://www.expedia.ca/Southport.dx183298) - [Visit Squirrel Island](https://www.expedia.ca/Squirrel-Island.dx3000440321) - [Book B&B in Five Islands on Expedia.com](https://www.expedia.com/Five-Islands-Bed-And-Breakfast.d553248635976385296-aaBedAndBreakfast.Travel-Guide-Accommodation)