Title: Winchester Apartment Rentals from CA $242 | 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) ![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) # Search Apartment Rentals in Winchester ![](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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Apartments ![Deluxe Studio](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/5a1c0f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 1 Double Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/342a0357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/5c22409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/f8b6e982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Temple Place Suites Downtown Boston 7.0/10 Good (298) "Very convenient place to stay, near transportation and waking distance to historic points and shopping. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolina CA $133 CA $242 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Boston-Hotels-Temple-Place-Suites.h45791512.Hotel-Information) ![Deluxe Studio Suite (2nd Floor - Unit 202)](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/aa77b438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/5e51303d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/2ec5ebb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/w6052h4023x0y0-a9f7e4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 28 Fenway Fenway–Kenmore 8.8/10 Excellent (303) "great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mario CA $136 CA $293 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Boston-Hotels-28-Fenway.h95348090.Hotel-Information) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214509/w1432h1080x244y0-f97316a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214509/w1434h1080x244y0-0efce1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214509/w1432h1080x244y0-d71b136a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214509/w1443h1080x235y0-0b8745bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chester: Urban Chic Retreat In South End South End 10/10 Exceptional (1) "We had a great stay in Boston and the Chester was perfect for our trip. First time in Boston so we did a lot of the usual things, but this location was great to easily connect with bus and train options as we decided not to rent a vehicle. Space was comfortable for group of three - lots of shops and restaurants in the area. We were touring a lot, so didn’t spend a lot of time in the unit, but it was very comfortable and would definitely come back again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad T. CA $245 CA $524 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Boston-Hotels-The-Chester-Urban-Chic-Retreat-In-South-End.h106214509.Hotel-Information) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/56692a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/492d50de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/9660e3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/4140283f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern North End Studio North End 9.4/10 Exceptional (8) "Really cute, clean, and awesome location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie T. CA $231 CA $515 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Boston-Hotels-Modern-North-End-Studio.h92502721.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/38511c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/975d5cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/f782cc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/c7e28698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Location Studio In Downtown Boston Downtown Boston 10/10 Exceptional (1) "In town to celebrate a special event." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam P. CA $194 CA $355 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Boston-Hotels-Best-Location-Studio-In-Downtown-Boston.h89806138.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89510000/89508000/89507932/acb78b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89510000/89508000/89507932/0248e204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/90000000/89510000/89508000/89507932/d280d8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89510000/89508000/89507932/975a8b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ideal North End 1brm Central To Everything North End 9.6/10 Exceptional (36) "We had a very nice stay. Such a great location! Walkable to tons of restaurants and right near the Paul Revere statue and Old North Church!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean R. CA $203 CA $498 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Boston-Hotels-Ideal-North-End-1brm-Central-To-Everything.h89507932.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33010000/33002500/33002407/35a524bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/34000000/33010000/33002500/33002407/9d7b9fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/34000000/33010000/33002500/33002407/7abc8c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33010000/33002500/33002407/60189264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing price & location w parking -North End -Boston North End 9.6/10 Exceptional (57) "Great location that was very convenient to all we wanted to do. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob B. CA $227 CA $556 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Boston-Hotels-Amazing-Price-And-Location-Parking-North-End.h33002407.Hotel-Information) ![](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106115/723bb000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106115/3f51284b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106115/fdc78380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106115/f03283f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio in the Heart of Boston! Downtown Boston 10/10 Exceptional (1) "My stay was excellent! One of the best parts was how responsive the property management team was to communicate with me so quickly on the VRBO app." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Landon W. CA $200 CA $373 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boston-Hotels-Studio-In-The-Heart-Of-Boston.h103106115.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/103000000/102370000/102364000/102363922/7173e9ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102370000/102364000/102363922/bcf61f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102370000/102364000/102363922/c07cefd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102370000/102364000/102363922/d4789d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfetto North End 1brm North End 10/10 Exceptional (11) "The location was perfect - we would stay here again.The description and pictures are accurate." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenna E. CA $197 CA $487 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boston-Hotels-Perfetto-North-End-1brm.h102363922.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/37000000/36900000/36894700/36894649/6b797607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36900000/36894700/36894649/0d1f3379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/37000000/36900000/36894700/36894649/w919h614x0y0-648c507f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36900000/36894700/36894649/w821h579x1y1-d40b0481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Furnished Delx Studio w/ Full Kitchen & Fast WiFi | Boston Chinatown 10/10 Exceptional (1) "The photos on this unit do not do it justice. I was so happy to walk in and see that the unit was better than the pictures that were posted. The apartment was clean, the bed was super comfortable and there was a welcome kit of paper towels, coffee, tea, laundry detergent and various things that was so thoughtful. Having a washer and dryer in the unit was a game changer. This unit was spectacular. I was so happy to come back to this unit every night after work. After staying here for 2 months,... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew M. CA $226 CA $303 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Boston-Hotels-Luxury-Studio-Kitchen-WiFi-Downtown-Boston-By-GLS.h36894649.Hotel-Information) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/104000000/103120000/103113300/103113299/w719h480x0y0-36cdd484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/104000000/103120000/103113300/103113299/541085d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, shampoo](https://images.trvl-media.com/lodging/104000000/103120000/103113300/103113299/5f4c66aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, shampoo](https://images.trvl-media.com/lodging/104000000/103120000/103113300/103113299/5861dbb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio Awaits Your Next Stay! Bay Village 10/10 Exceptional (3) "Would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mark p. CA $194 CA $365 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Studio-Awaits-Your-Next-Stay.h103113299.Hotel-Information) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/90000000/89810000/89806500/89806404/6ee5d5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806500/89806404/1049e66d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/90000000/89810000/89806500/89806404/b0d9427f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806500/89806404/9464bb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hip & Chic Studio Awaits Your Stay! Bay Village 8.0/10 Very good (1) CA $200 CA $373 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Boston-Hotels-Hip-Chic-Studio-Awaits-Your-Stay.h89806404.Hotel-Information) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106122/12b94653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106122/d04e748e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106122/62b779f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/104000000/103110000/103106200/103106122/9b554023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect One Bedroom Stay In Downtown Boston! Downtown Boston 8.4/10 Very good (15) "Temple Place Suites was a great place to stay for our few days in Boston. We loved being across from Boston Commons, near great bakerys and cafes. It was a comfortable apartment with great space and plenty of amenities. Staff was great at communicating about check in, building codes and check out. Wished there were dish towels and wash cloths. Otherwise, it was great!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $200 CA $391 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Boston-Hotels-Perfect-One-Bedroom-Stay-In-Downtown-Boston.h103106122.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/43000000/42590000/42588500/42588422/2b8f674f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42590000/42588500/42588422/57563a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42590000/42588500/42588422/78d712e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42590000/42588500/42588422/w918h638x1y1-58a74c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ideal Boston 2BR w/ W/D | near Chinatown T | by Blueground Chinatown 10/10 Exceptional (1) "Our only desire, since it had two bathrooms, was to have more toilet paper and a table setting for more than two. The TV in the bedroom wouldn’t turn off so we unplugged it and when we turned it back on couldn’t get it to work." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $276 CA $371 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boston-Hotels-Spacious-Sunny-2BR-Work-From-Home-Heart-Of-Boston.h42588422.Hotel-Information) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424010/635ebd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424010/a57f4d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424010/5f9bd3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424010/f8e326dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Mi to Downtown: Salem Vacation Rental! Salem 10/10 Exceptional (2) "Great overall stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tessa CA $179 CA $429 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Boston-Hotels-Salem-Vacation-Rental-1-Mi-To-Downtown.h100424010.Hotel-Information) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/104000000/103120000/103113400/103113305/fe50e414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/104000000/103120000/103113400/103113305/6163e200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/104000000/103120000/103113400/103113305/4df7ef3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/104000000/103120000/103113400/103113305/12367c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Affordable & Simple Chic Studio Bay Village 8.8/10 Excellent (3) "Place was fine, affordable and safe location near lots of Boston’s best neighborhoods. Bathroom is tiny but linens and bed and bedding were great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $200 CA $373 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Boston-Hotels-Affordable-Simple-Chic-Studio.h103113305.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/74000000/73130000/73124700/73124640/2cff64bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, memory foam beds, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/74000000/73130000/73124700/73124640/ef3bcee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73130000/73124700/73124640/37310689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/74000000/73130000/73124700/73124640/7b30d7b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed Loft in the Heart of Downtown Boston Downtown Boston 10/10 Exceptional (35) "It was my first time staying here, and the room was very clean and fresh. The staff were extremely friendly and helpful, and the facilities were perfect. I will definitely stay here again, and I highly recommend it to anyone." ![Japan](https://a.travel-assets.com/egds/marks/flags/jp.svg) MINEKI CA $250 CA $531 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boston-Hotels-King-Bed-Loft-In-The-Heart-Of-Downtown-Boston.h73124640.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40230000/40226000/40225928/5289c813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40230000/40226000/40225928/61c102ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/41000000/40230000/40226000/40225928/4603bd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/41000000/40230000/40226000/40225928/797eccc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Central Boston Beacon Hill 2brm Beacon Hill 9.2/10 Wonderful (20) "Ideal location for a quick overnight visit—nestled right in Beacon Hill, just a short stroll from shops, restaurants, and the beautiful Charles River. A convenient and charming base for exploring the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan Q. CA $351 CA $709 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Boston-Hotels-Central-Boston-Beacon-Hill-2brm.h40225928.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118180000/118177400/118177334/ccebdfa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118180000/118177400/118177334/a0c3028b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118180000/118177400/118177334/6f6b60d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118180000/118177400/118177334/09e259e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio w/Full Kitchen, Close to MGH, Multiple walkable train lines Beacon Hill 8.0/10 Very good (2) "Our stay in Beacon Hill was fabulous. Check in and communication with our host was flawless. David was quick to respond to all our questions and requests. The location was ideal. Two main subway lines were within 2-5 minute walk for longer destinations and we were able to walk to everything else. Small groceries, numerous restaurants, etc. We certainly had a memorable vacation and enjoyed our stay in David’s rental. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joy c. CA $250 CA $568 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Beacon-Hill-Studio-With-Full-Kitchen.h118177334.Hotel-Information) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/59000000/58650000/58647900/58647817/db6353a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/59000000/58650000/58647900/58647817/eee7c201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/59000000/58650000/58647900/58647817/12588a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58650000/58647900/58647817/8d9fd555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Retreat: Stylish Boston Studio Beacon Hill 8.2/10 Very good (36) "Excellent location for walking to all the sites!!!The communication was excellent! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sung Hui L. CA $222 CA $524 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Boston-Hotels-Downtown-Retreat-Stylish-Boston-Studio.h58647817.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=2025-11-06&endDate=2025-11-07®ionId=175481&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Apartments.d175481-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Apartments.d175481-aaApartments.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Omni Boston Hotel at the Seaport](//images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "room is very clean ,good location , facilities are great ." [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Hampton Inn Boston - Logan Airport](//images.trvl-media.com/lodging/1000000/580000/578500/578419/w3839h2488x0y0-d5429574_y.jpg) ### Hampton Inn Boston - Logan Airport 10/10 Excellent "The staff were able to drop off an item i left behind all the way to the airport as i needed the item for my little girl. They went above and beyond for me and i am forever grateful. " [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport.h578419.Hotel-Information) ![The Godfrey Hotel Boston](//images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Everyone was very nice" [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Hilton Boston Logan Airport](//images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Love staying here before an early morning flight. Quick, easy and stress free walk to the airport through the sky bridge " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![The Langham, Boston](//images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "We enjoyed everything about the hotel and its location. I will be booking here again! " [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) ![citizenM Boston Back Bay](//images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "A cruise ship sized room with universal remote capabilities ..It's not fancy but it's unique and extremely easy to adjust to. My favorite part is mood lighting and soundproof feel topped with electric dark and day window screen technology and quirky signage. This location is one of the best for back bay access . " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Great staff, friendly, helpful. Nice cafe, beautiful, comfortable room. Clean rooms, lobby, elevators. " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](//images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "This is a great hotel for solo travelers because they offer a smaller size room with a full-sized bed for a reduced rate. Rooms are clean/modern and have mini-fridges (w/ tiny freezer) and free bottled water. There is a guest kitchen on the first floor with vending machines and free 24/7 coffee/tea. Also on the first floor is a small gym with a treadmill, elliptical, and weights. Service is impeccably professional and the property is very quiet, despite being steps away from the Prudential Center Mall, Copley Plaza, and Boylston/Newbury Streets. This hotel has become my new go-to when I'm coming into the city for events. " [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![citizenM Boston North Station](//images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "Great hotel. Location is perfect! Staff were a little odd, very young, they didn’t have the best hospitality." [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ## Find out more about Winchester ## Winchester Apartments information | Number of reviews | 811 | | --- | --- | | Accommodation | 1864 Apartments | | Lowest Price | CA $242 | | Highest Price | CA $709 | ## Frequently asked questions ### What's it like to stay at an apartment in Winchester? > There are plenty of places to stay with in the Boston area, with 3839 hotels and accommodations including 2087 apartments. Discover some favorite places in the larger area like TD Garden and Fenway Park. ### Why choose apartments instead of traditional hotels? > Often more spacious than a traditional hotel room, an apartment includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples looking for something with a more local feel. ### What's the best apartment I should consider for a stay in Winchester? > Here are some of the more popular apartments in the area: [Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93](https://www.expedia.ca/Boston-Hotels-Sleep-Up-To-4-Guest-New-Apt-10-Mins-To-Boston-Easy-To-I-93.h33567914.Hotel-Information): Located in Winchester, 1.9 mi/3.1 km from the heart of Winchester. Includes laundry facilities, free WiFi, and separate dining areas. Onsite laundry facilities and a water park are on site. [Temple Place Suites](https://www.expedia.ca/Boston-Hotels-Temple-Place-Suites.h45791512.Hotel-Information): Located 7.7 mi/12.4 km away in Boston. Amenities include free WiFi. Access to onsite laundry facilities is available on site. [Maverick Suites at 28 Fenway](https://www.expedia.ca/Boston-Hotels-28-Fenway.h95348090.Hotel-Information): Located in Boston, 7.7 mi/12.5 km away. Includes free WiFi and Smart TVs. Onsite laundry facilities and concierge services are on site. [Apartments in Salem](https://www.expedia.ca/Boston-Hotels-Apartments-In-Salem.h18121062.Hotel-Information): 13.3 mi/21.4 km away in Salem. Free WiFi and separate dining areas are included. [Quiet neighborhood and Walking destination to Downtown Salem](https://www.expedia.ca/Boston-Hotels-Quiet-Neighborhood-And-Walking-Destination-To-Downtown-Salem.h94854232.Hotel-Information): Located in Salem, 13.1 mi/21.2 km from Winchester. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. ### What can I expect from the weather in Winchester? > Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Winchester. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 5 inches of snowfall. ### What should I see and do in Winchester? > Explore the area and family-friendly sights such as Winter Pond, or get out into nature at a spot like Boston Common. You'll find favorite places to visit like TD Garden and Fenway Park in the larger area. ### What's the best way to get to and around Winchester? > Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is located 7.7 mi (12.3 km) away from the city center. Otherwise, look for flights into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 8.4 mi (13.5 km) away. 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