Title: Winchester B&B: Find the Best Bed and Breakfast from CA $171 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d175481.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d175481.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d175481.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d175481.Destination-Travel-Guides) ![Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.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 [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-05-15&endDate=2026-05-17&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester bed & breakfast ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111430000/111428500/111428434/08b82307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/112000000/111430000/111428500/111428434/4d62bce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/112000000/111430000/111428500/111428434/242b436d_edited_3e0f.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/cfcef8af.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 (36 reviews) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $108 CA $171 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Boston-Hotels-Homestay-In-Fields-Corner-Area-Boston.h111428434.Hotel-Information) ![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050198/3aeb79e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050198/e50a7f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050198/25008289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050198/9a846ad4.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 8.0/10 Very good (4 reviews) "The house was quite very clean awesome place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexadria CA $108 CA $171 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Boston-Hotels-Homestay-Near-Near-Savin-Hill-Area.h125050198.Hotel-Information) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123090000/123086900/123086868/504d96d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/124000000/123090000/123086900/123086868/69aabf84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room, Shared Bathroom (2)](https://images.trvl-media.com/lodging/124000000/123090000/123086900/123086868/78b43ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/124000000/123090000/123086900/123086868/0ec0ca75.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 9.4/10 Exceptional (17 reviews) "Very clean, big rooms. Great breakfast options as well. For someone who just wants a home away from home, this is the place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zakir CA $108 CA $171 total includes taxes & fees Mar 18 - Mar 19 [](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) ![Superior Suite w/ Hot Tub and Fireplace](https://images.trvl-media.com/lodging/13000000/12370000/12363500/12363414/907b6e14.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) ![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) ### The Beacon Waterfront Inn [](https://www.expedia.ca/Boston-Hotels-The-Beacon-Waterfront-Inn.h12363414.Hotel-Information) Hull 9.4/10 Exceptional (306 reviews) "We stayed in the Atlantic sweet. It was beautiful, along with the rest of the inn. Very welcoming, peaceful and comfortable. Will be back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keagan CA $204 CA $228 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Boston-Hotels-The-Beacon-Waterfront-Inn.h12363414.Hotel-Information) ![Full-size fridge, microwave](https://images.trvl-media.com/lodging/124000000/123170000/123166200/123166125/6d35cc79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123170000/123166200/123166125/eb87a535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123170000/123166200/123166125/c5dccb28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/124000000/123170000/123166200/123166125/300f8eb6.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 (29 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $162 CA $252 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Boston-Hotels-Homestay-In-Boston.h123166125.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145268/9e8a5760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145268/7eb70e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145268/92cc92c3.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) ### 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) "Everyone was super helpful, lovely historic home that is well kept" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine CA $331 CA $381 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Boston-Hotels-The-College-Club-Of-Boston.h1145268.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) ![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) ![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) ![West House Classic Suite, 1 Queen Bed, Private Bathroom](https://images.trvl-media.com/lodging/1000000/20000/10300/10270/775720ed.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 $246 CA $275 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-The-Salem-Inn.h10270.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45020000/45019700/45019626/cf80a236.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) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45020000/45019700/45019626/d2cd9637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/46000000/45020000/45019700/45019626/e789a859.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 (102 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 $270 CA $270 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Boston-Hotels-Daniels-House.h45019626.Hotel-Information) ![Double Room, 1 Queen Bed](https://images.trvl-media.com/lodging/18000000/17160000/17151200/17151159/6e2502f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 King Bed, Shared Bathroom](https://images.trvl-media.com/lodging/18000000/17160000/17151200/17151159/bd891906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/18000000/17160000/17151200/17151159/d1a93108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room, Private Bathroom](https://images.trvl-media.com/lodging/18000000/17160000/17151200/17151159/3e7507cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Château sur Mer Bed & Breakfast [](https://www.expedia.ca/Boston-Hotels-Chateau-Sur-Mer-Bed-Breakfast.h17151159.Hotel-Information) Winthrop 8.6/10 Excellent (211 reviews) "Very quaint and cute bed and breakfast with fun view of the bay and airplanes landing, cute restaurants nearby and super close to the airport. Great price for accommodations near Logan for early morning flight." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi CA $259 CA $289 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Boston-Hotels-Chateau-Sur-Mer-Bed-Breakfast.h17151159.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) ![Food and drink](https://images.trvl-media.com/lodging/2000000/1160000/1153700/1153660/585b10da.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) ![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) ### 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 $267 CA $298 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Boston-Hotels-North-Bridge-Inn.h1153660.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) ![1 bedroom, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876423/441c3014.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) ![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) ### The Pistachio Room at TPH - Boston [](https://www.expedia.ca/Boston-Hotels-The-Pistachio-Room.h51876423.Hotel-Information) Brighton 9.6/10 Exceptional (63 reviews) "A fantastic stay! Host was very accommodating and quick to respond to messages! Would absolutely stay here again. Our favorite part was the shower with the fun colored lights. Definitely a highlight of our trip! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mauri C. CA $142 CA $249 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Boston-Hotels-The-Pistachio-Room.h51876423.Hotel-Information) ![Flat-screen TV, iPod dock, MP3 dock](https://images.trvl-media.com/lodging/14000000/13180000/13172500/13172434/2f49ce3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/14000000/13180000/13172500/13172434/5ea7276e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13180000/13172500/13172434/43694353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/14000000/13180000/13172500/13172434/b7322136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stepping Stone Inn [](https://www.expedia.ca/Boston-Hotels-Stepping-Stone-Inn.h13172434.Hotel-Information) Downtown Salem 9.6/10 Exceptional (91 reviews) "Cute place clean and walkable to everything. Nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $305 CA $340 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Boston-Hotels-Stepping-Stone-Inn.h13172434.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/980000/977400/977322/fc9d6dfd.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) ![Buffet](https://images.trvl-media.com/lodging/1000000/980000/977400/977322/3466e8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/980000/977400/977322/6ae15548.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 (1,001 reviews) "Cozy room - outstanding breakfast - great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc CA $226 CA $259 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-Irving-House-At-Harvard.h977322.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=2026-03-31&endDate=2026-04-01®ionId=175481&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%2FWinchester-Bed-And-Breakfast.d175481-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Bed-And-Breakfast.d175481-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/f403d96c_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "We love it! Very clean and polite staff. Easy access to the downtown area. Very walkable." [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![The Midtown Hotel MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/e1e25d35_y.jpg) ### The Midtown Hotel MOD Collection by Sonesta 4/10 Poor "Rooms are standard and clean. However, the staff is ill equipped to make the experience with the hotel feel comfortable. Example: I asked for extra bottled water and was told no. My room was half cleaned. New towels were brought in but the bed was left unmade which was very odd. Layout of the hotel was the most confusing place I've ever stayed. I walked in circles everytime I tried to find my room or leave the hotel. More clear signage to exits would be very helpful." [](https://expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d_y.jpg) ### Omni Parker House 10/10 Excellent "It was really nice and the location was perfect. Everyone I interacted with was nice and amenable. " [](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a1d3b824_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Best hotel" [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Hampton Inn Boston - Logan Airport](https://images.trvl-media.com/lodging/1000000/580000/578500/578419/fa1c0549_y.jpg) ### Hampton Inn Boston - Logan Airport 4/10 Poor "Double charged for my room" [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport.h578419.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Great place and staff, location is perfect" [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/d1e2c1a3_y.jpg) ### Omni Boston Hotel at the Seaport 8/10 Good "Overall 4.75⭐️" [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "Best hotel you could find in Boston from design to staff friendliness" [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9_y.jpg) ### Hilton Boston Logan Airport 8/10 Good "Extremely convenient when catching an early flight, and it is a Hilton - clean, well staffed, professional and courteous " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ## Find out more about Winchester ## Winchester B&B information | Number of reviews | 2,613 | | ----------------- | ------- | | Accommodation | 29 B&B | | Lowest Price | CA $171 | | Highest Price | CA $381 | ## Frequently asked questions ### Searching for B&Bs in Winchester? ### How do you know if a B&B is the right choice for your stay? ### What are the best B&Bs in Winchester? ### When should I stay at a B&B in Winchester? ### What is there to do in Winchester? ### How can I get to and around Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Aparthotels in Arlington ](https://www.expedia.ca/Arlington-Apart-Hotels.d74693-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Arlington ](https://www.expedia.ca/Arlington-Bed-And-Breakfast.d74693-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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