Title: Winthrop B&B: Find the Best Bed and Breakfast from CA $194 | Expedia.ca [Winthrop Travel Guide](https://expedia.ca/Winthrop.dx175875)[Hotels in Winthrop](https://expedia.ca/Winthrop-Hotels.d175875.Travel-Guide-Hotels)[Vacation Rentals in Winthrop](https://expedia.ca/Winthrop-Vacation-Rentals.d175875.Travel-Guide-VacationRentals)[Flights to Winthrop](https://expedia.ca/Cheap-Flights-To-Winthrop.d175875.Travel-Guide-Flights)[Winthrop Car Rentals](https://expedia.ca/Car-Rentals-In-Winthrop.d175875.Car-Rental-Guide)[Winthrop Vacation Packages](https://expedia.ca/Winthrop.d175875.Destination-Travel-Guides) ![Historic Water Tower at the coast in Winthrop Head in town of Winthrop, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175875/0fab3468-aede-4870-9973-b6fa1f9d84fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/175875/0fab3468-aede-4870-9973-b6fa1f9d84fc.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 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winthrop bed & breakfast ![Classic Triple Room | Interior](https://images.trvl-media.com/lodging/124000000/123170000/123166200/123166125/e935fa7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Triple Room | Interior](https://images.trvl-media.com/lodging/124000000/123170000/123166200/123166125/6d80ec6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Triple Room | Bathroom](https://images.trvl-media.com/lodging/124000000/123170000/123166200/123166125/08ce5fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Triple Room](https://images.trvl-media.com/lodging/124000000/123170000/123166200/123166125/940c4785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homestay In Boston - [](https://www.expedia.ca/Boston-Hotels-Homestay-In-Boston.h123166125.Hotel-Information) Dorchester 8.8/10 Excellent (15 reviews) "The property was very clean and well maintained with spacious showers and a tv in your room. There are fresh towels as well as a free continental breakfast. The location has many restaurants/convenient stores not far away as well. Definitely recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler CA $83 CA $96 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Boston-Hotels-Homestay-In-Boston.h123166125.Hotel-Information) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111430000/111428500/111428434/14f525ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room | Interior](https://images.trvl-media.com/lodging/112000000/111430000/111428500/111428434/75a704bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/112000000/111430000/111428500/111428434/9c240fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/112000000/111430000/111428500/111428434/a17581c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homestay In Fields Corner Area Boston [](https://www.expedia.ca/Boston-Hotels-Homestay-In-Fields-Corner-Area-Boston.h111428434.Hotel-Information) Dorchester 8.8/10 Excellent (19 reviews) "The entire place looks really amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremiah CA $87 CA $100 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Boston-Hotels-Homestay-In-Fields-Corner-Area-Boston.h111428434.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145268/7eb70e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145268/6c141328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite (Two Full Beds)](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145268/f350449a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145268/9e8a5760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The College Club of Boston [](https://www.expedia.ca/Boston-Hotels-The-College-Club-Of-Boston.h1145268.Hotel-Information) Back Bay 9.4/10 Exceptional (1,001 reviews) "Outstanding location, pleasant facilities and staff, decent breakfast choices. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary [](https://www.expedia.ca/Boston-Hotels-The-College-Club-Of-Boston.h1145268.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876423/33110329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876423/c8695da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876423/f9d27d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876423/46c702a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pistachio Room at TPH - Boston [](https://www.expedia.ca/Boston-Hotels-The-Pistachio-Room.h51876423.Hotel-Information) Brighton 9.6/10 Exceptional (61 reviews) "Great location and wonderful host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert M. CA $128 CA $234 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Boston-Hotels-The-Pistachio-Room.h51876423.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123086900/123086868/w987h712x22y16-3f0ec4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/124000000/123090000/123086900/123086868/w987h712x22y16-40401b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123090000/123086900/123086868/62a060c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Television](https://images.trvl-media.com/lodging/124000000/123090000/123086900/123086868/1197f5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homestay Near Downtown Boston [](https://www.expedia.ca/Boston-Hotels-Homestay-Near-Downtown-Boston.h123086868.Hotel-Information) Dorchester 8.0/10 Very good (4 reviews) "Very neat house " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nikhil CA $84 CA $97 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Boston-Hotels-Homestay-Near-Downtown-Boston.h123086868.Hotel-Information) ![King Luxury Suite Overlooking the Bay](https://images.trvl-media.com/lodging/13000000/12370000/12363500/12363414/390d6f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12370000/12363500/12363414/dadfe6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite w/ Hot Tub and Fireplace](https://images.trvl-media.com/lodging/13000000/12370000/12363500/12363414/c75ebbed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Luxury Suite Overlooking the Bay](https://images.trvl-media.com/lodging/13000000/12370000/12363500/12363414/021114f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beacon Waterfront Inn [](https://www.expedia.ca/Boston-Hotels-The-Beacon-Waterfront-Inn.h12363414.Hotel-Information) Hull 9.4/10 Exceptional (305 reviews) "The room was perfect, the house was perfect. The continental breakfast was poor. Oatmeal, Grits, pancakes, fresh fruit, banana " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chisulo CA $203 CA $226 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Boston-Hotels-The-Beacon-Waterfront-Inn.h12363414.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1060000/1055200/1055189/6cc526d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking, Harbour View](https://images.trvl-media.com/lodging/2000000/1060000/1055200/1055189/9f4da3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 2 Queen Beds, Non Smoking, Harbour View | In-room dining](https://images.trvl-media.com/lodging/2000000/1060000/1055200/1055189/w2048h1363x0y0-234e596e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1060000/1055200/1055189/9747d3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn At Scituate Harbor [](https://www.expedia.ca/Boston-Hotels-The-Inn-At-Scituate-Harbor.h1055189.Hotel-Information) Scituate 9.2/10 Wonderful (314 reviews) "Hotel could use some updates, the staff was extremely friendly and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maura CA $231 CA $273 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Boston-Hotels-The-Inn-At-Scituate-Harbor.h1055189.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/980000/977400/977322/1f468c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/980000/977400/977322/ccd05b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/980000/977400/977322/fc9d6dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/1000000/980000/977400/977322/3466e8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Irving House At Harvard [](https://www.expedia.ca/Boston-Hotels-Irving-House-At-Harvard.h977322.Hotel-Information) Mid-Cambridge 9.0/10 Wonderful (1,006 reviews) "Staff still worked and fed us through a huge snow storm. Really appreciated that" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keoki CA $170 CA $194 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Boston-Hotels-Irving-House-At-Harvard.h977322.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10300/10270/w2000h2936x0y64-1c599ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/1000000/20000/10300/10270/241e8c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/20000/10300/10270/29b4f786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/1000000/20000/10300/10270/84639258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Salem Inn [](https://www.expedia.ca/Boston-Hotels-The-Salem-Inn.h10270.Hotel-Information) Salem 9.2/10 Wonderful (1,000 reviews) "This place was great. We loved our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jared CA $245 CA $273 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Boston-Hotels-The-Salem-Inn.h10270.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/46000000/45020000/45019700/45019626/a825dfb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45020000/45019700/45019626/49c793d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45020000/45019700/45019626/d2cd9637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/46000000/45020000/45019700/45019626/48f965fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Daniels House Inn [](https://www.expedia.ca/Boston-Hotels-Daniels-House.h45019626.Hotel-Information) Salem 9.4/10 Exceptional (101 reviews) "Clearly a well managed historic inn. Gorgeous, comfortable, unique, in a very walkable area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) April CA $285 CA $285 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Boston-Hotels-Daniels-House.h45019626.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1153700/1153660/c56c123e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1160000/1153700/1153660/033f0b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1160000/1153700/1153660/32429dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/2000000/1160000/1153700/1153660/df4209be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Bridge Inn [](https://www.expedia.ca/Boston-Hotels-North-Bridge-Inn.h1153660.Hotel-Information) Concord 8.4/10 Very good (349 reviews) "Hot breakfast, attentive staff, proximity to a lot of history including Boston" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martin CA $265 CA $296 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Boston-Hotels-North-Bridge-Inn.h1153660.Hotel-Information) ![Basic Double or Twin Room | Interior](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050198/4cc3f555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Quadruple Room](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050198/8b3dd660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double or Twin Room | Interior](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050198/ebb85b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Quadruple Room | Interior](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050198/7be976af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homestay Near Near Savin Hill Area [](https://www.expedia.ca/Boston-Hotels-Homestay-Near-Near-Savin-Hill-Area.h125050198.Hotel-Information) Dorchester 2.0/10 (1 review) "The guy change the house and location at an interval I didn't have no option. He kept sending encrypted access code for the check in. He masked to send ID to he's WhatsApp. He doesn't reply on time. I told him parking spot is important for me while there wasn't none at the place he changed me to. For very long waiting I was having the the obligation to find another place. When I try to reach out to him he even don't read the message. I don't recommend this hoster. It was a bad experience and a... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jules Andre CA $95 CA $109 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Boston-Hotels-Homestay-Near-Near-Savin-Hill-Area.h125050198.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=2026-02-11&endDate=2026-02-12®ionId=175875&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%2FWinthrop-Bed-And-Breakfast.d175875-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinthrop-Bed-And-Breakfast.d175875-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Winthrop Hotel Reviews ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Great" [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Everything wonderful" [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Great staff, easy check in" [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![The Lenox Hotel Boston](https://images.trvl-media.com/lodging/1000000/10000/6500/6446/db068914_y.jpg) ### The Lenox Hotel Boston 10/10 Excellent "The check in process was smooth and pleasant! Was given an upgrade which was very nice and much appreciated. Staff was amazing and very friendly, location is A++ " [](https://expedia.ca/Boston-Hotels-The-Lenox-Hotel-Boston.h6446.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg) ### Omni Parker House 10/10 Excellent "Beautiful hotel to stay for a wedding, I got a deluxe king, it’s a small room with small bathroom. The nightstands should have been small bureaus to provide more than one draw Bathroom needs hooks for towels and shelf space. More electrical outlets are needed to iron. A rear mirror in bathroom to check back of hair is needed. Those are just my suggestions, we enjoyed our stay, we’d come again. " [](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "The room was really nice! The walls are a little then but a great property. " [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "This was the first time my staying in this hotel. I enjoyed the staff and amenities!" [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Hyatt Place Boston/Seaport District](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/5fe1e844_y.jpg) ### Hyatt Place Boston/Seaport District 10/10 Excellent "Friendly staff and amenities " [](https://expedia.ca/Boston-Hotels-Hyatt-Place-BostonSeaport-District.h46521349.Hotel-Information) ![Hyatt Regency Boston](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/24991d94_y.jpg) ### Hyatt Regency Boston 10/10 Excellent "The room was spotless its smelled really nice and the staff was super nice " [](https://expedia.ca/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) ## Find out more about Winthrop ## Winthrop B&B information | Number of reviews | 3,831 | | ----------------- | ------- | | Accommodation | 30 B&B | | Lowest Price | CA $194 | | Highest Price | CA $296 | ## Frequently asked questions ### Searching for B&Bs in Winthrop? ### Why would you choose a B&B over a traditional hotel room? ### What are the top B&Bs in Winthrop? ### When is the best time to stay at a B&B in Winthrop? ### What is there to do in Winthrop? ### How can I get to and around Winthrop? ## Explore a world of travel with Expedia - 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