Title: Bailey Island B&B: Find the Best Bed and Breakfast from CA $119 | Expedia.ca [Bailey Island Travel Guide](https://expedia.ca/Bailey-Island.dx6046825)[Hotels in Bailey Island](https://expedia.ca/Bailey-Island-Hotels.d6046825.Travel-Guide-Hotels)[Vacation Rentals in Bailey Island](https://expedia.ca/Bailey-Island-Vacation-Rentals.d6046825.Travel-Guide-VacationRentals)[Bailey Island Car Rentals](https://expedia.ca/Car-Rentals-In-Bailey-Island.d6046825.Car-Rental-Guide)[Bailey Island Vacation Packages](https://expedia.ca/Bailey-Island.d6046825.Destination-Travel-Guides) ![Bailey Island showing general coastal views](https://images.trvl-media.com/place/6046825/3641ac6e-a5fc-4f22-a47d-0c23ea40681b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6046825/3641ac6e-a5fc-4f22-a47d-0c23ea40681b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Bailey Island bed & breakfast ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/c8f4e76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 Queen Bed, Jetted Tub (Private bath)](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/aaa35830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/151aaff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/3ca9202d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at St John Portland In-Town [](https://www.expedia.ca/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information) Valley Street 8.8/10 Excellent (1,132 reviews) "good location, night breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jess CA $109 CA $119 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/bce07578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/10d66cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/dd96af6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/0933a989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kendall Inn [](https://www.expedia.ca/Portland-Hotels-Kendall-Tavern-Inn.h1512059.Hotel-Information) Freeport 9.8/10 Exceptional (145 reviews) "Quaint stay. Enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $228 CA $249 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Portland-Hotels-Kendall-Tavern-Inn.h1512059.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/2619da4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/ee8df095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/0117cb35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/c6afbb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlebay Inn [](https://www.expedia.ca/Portland-Hotels-Candlebay-Inn.h11484573.Hotel-Information) Freeport 9.6/10 Exceptional (460 reviews) "The Candlebay Inn was a great stay! Staff was wonderful and the place was super cute and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paige CA $217 CA $236 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Portland-Hotels-Candlebay-Inn.h11484573.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) ![Front of property](https://images.trvl-media.com/lodging/2000000/1850000/1842300/1842201/31032432.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) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1850000/1842300/1842201/59eec685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Benjamin F. Packard House [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Benjamin-F-Packard-House.h1842201.Hotel-Information) Bath 10/10 Exceptional (102 reviews) "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 $297 CA $324 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Benjamin-F-Packard-House.h1842201.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/7a3d1c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/14fe9553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/680841e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/74e6928d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blind Tiger Portland - Danforth Street. [](https://www.expedia.ca/Portland-Hotels-Blind-Tiger-Guest-House.h200246.Hotel-Information) West End 9.6/10 Exceptional (171 reviews) "The whole was cozy! Well curated style and knowledgeable staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jeffrey c CA $279 CA $305 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Portland-Hotels-Blind-Tiger-Guest-House.h200246.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/ef9e2994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/68e5aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/e3f8dcf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room, 1 Queen Bed | Bathroom](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/0c9b93fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fleetwood House Bed & Breakfast [](https://www.expedia.ca/Portland-Hotels-Fleetwood-House-Bed-Breakfast.h25005328.Hotel-Information) Rosemont 9.0/10 Wonderful (132 reviews) "Lovely, comfortable stay! So welcoming and accommodating. We only stayed one night but will keep this in mind next time we are in the area :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sadie CA $312 CA $341 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Portland-Hotels-Fleetwood-House-Bed-Breakfast.h25005328.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/2f62fb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/46b14734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/2160f013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/2712ac37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster House Bed & Breakfast [](https://www.expedia.ca/Portland-Hotels-Brewster-House-Bed-Breakfast.h126758.Hotel-Information) Freeport 9.8/10 Exceptional (115 reviews) "The food was wonderful and the hospitality was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia CA $277 CA $302 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Portland-Hotels-Brewster-House-Bed-Breakfast.h126758.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/f3398d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/926be017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/w682h956x0y0-568677a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/8a9890d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blind Tiger Portland – Carleton Street [](https://www.expedia.ca/Portland-Hotels-Inn-On-Carleton.h12743204.Hotel-Information) West End 9.6/10 Exceptional (120 reviews) "Loved the place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $256 CA $280 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Portland-Hotels-Inn-On-Carleton.h12743204.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/736db751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Refrigerator & Microwave](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/175b85e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/919e0c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/4a1ea5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The James Place Inn B&B [](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.Hotel-Information) Freeport 10/10 Exceptional (182 reviews) "Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $298 CA $325 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.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=2026-02-19&endDate=2026-02-20®ionId=6046825&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%2FBailey-Island-Bed-And-Breakfast.d6046825-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBailey-Island-Bed-And-Breakfast.d6046825-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Bailey Island Hotel Reviews ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland Airport ME 10/10 Excellent "Entire staff was top notch.Thanks to Drew mgr and Mathew.Recommend this place highly" [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "I had an increadoble stay. I had lost heat and needed to go somewhere overnight. I was just overwhelmed amd exhausted. I came with my puppy and they were kimd to both of us. Everything was so clean. Everybody was so nice. They gave me the latest checkout that was available on that day, which ended up being perfect.the kindness alone... id give them 10 stars." [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg) ### Long Creek Hotel by IHG 10/10 Excellent "Clean room and Priscilla at the front desk is very friendly and personable!" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information) ![LivAway Suites Portland-Scarborough](https://images.trvl-media.com/lodging/117000000/116240000/116230700/116230622/9c7671de_y.jpg) ### LivAway Suites Portland-Scarborough 10/10 Excellent "Spacious, quiet and clean" [](https://expedia.ca/Scarborough-Hotels-LivAway-Suites-Portland-Scarborough.h116230622.Hotel-Information) ![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg) ### Tru by Hilton Portland Airport Area 10/10 Excellent "Friendly staff. Clean facility. Great location " [](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "They like my dog." [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Excellent Hotel " [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Room very clean. All staff professional and courteous " [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "The room was impeccable, the restaurant was delicious and perfect location" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ## Find out more about Bailey Island ## Bailey Island B&B information | Number of reviews | 2,542 | | ----------------- | ------- | | Accommodation | 29 B&B | | Lowest Price | CA $119 | | Highest Price | CA $341 | ## Frequently asked questions ### Searching for B&Bs in Bailey Island? ### Are you thinking about a B&B for your stay? ### What are the best bed and breakfasts in Bailey Island? ### What's the best time of year to stay at a B&B in Bailey Island? ### What is there to do in Bailey Island? ### How can I get to and around Bailey Island? ## Explore a world of travel with Expedia - 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