Title: Hotels by Hilton Hotels in Winter Hill from CA $165 | Expedia.ca [Winter Hill Travel Guide](https://expedia.ca/Boston-Winter-Hill.dx553248635976476697)[Vacation Rentals in Boston](https://expedia.ca/Boston-Vacation-Rentals.d178239.Travel-Guide-VacationRentals)[Flights to Boston](https://expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Winter Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Hill.d553248635976476697.Car-Rental-Guide)[Winter Hill Vacations](https://expedia.ca/Winter-Hill.d553248635976476697.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 Hotels by Hilton Hotels in Winter Hill from CA $165 ![](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 Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976476697&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976476697&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976476697&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976476697&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winter Hill Hilton Hotels Hotels ![View from room](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/eedce326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/926f338a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Logan Airport Jeffries Point 9.0/10 Wonderful (3521) "Very nice hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xin CA $240 CA $279 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/82ab675e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/d4a5b47e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6238869c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Park Plaza Bay Village 8.4/10 Very good (3142) "Great area and historic place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $167 CA $251 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/10600/10575/645b1b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/10600/10575/4b7c21ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch LCD TV with satellite channels, TV](https://images.trvl-media.com/lodging/1000000/20000/10600/10575/fb88e6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10600/10575/857971b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston/Woburn Woburn 8.4/10 Very good (1179) "This place was amazing loved the hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica CA $206 CA $230 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Boston-Hotels-Hilton-BostonWoburn.h10575.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/f418fbdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/bef3e4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/3e2a1fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/08c2b375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Back Bay Fenway–Kenmore 8.4/10 Very good (1228) "Very nice room great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean CA $239 CA $321 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Hilton-Boston-Back-Bay.h5928.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/10400/10391/fb23caba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/10400/10391/9d3c9c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/10400/10391/fb5b70f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10400/10391/41b6c1ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston/Dedham Dedham 7.8/10 Good (1020) "Great bar" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $148 CA $165 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Boston-Hotels-Hilton-BostonDedham.h10391.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=2025-11-07&endDate=2025-11-08®ionId=553248635976476697&adults=2&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%2FWinter-Hill-Boston-Hotels-Hilton-Hotels.0-n553248635976476697-0--bHiltonHotels.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Hill-Boston-Hotels-Hilton-Hotels.0-n553248635976476697-0--bHiltonHotels.Travel-Guide-Filter-Hotels) ## Top Winter Hill Hotel Reviews ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Very clean room. Close to the subway and very walkable." [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Encore Boston Harbor](//images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Incredible property with luxurious amenities and very attentive service. Also had a delicious meal. Would recommend." [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![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) ## Find out more about Winter Hill ## Winter Hill Hotels Guide Expedia.ca offers a selection of 3783 hotels in Winter Hill. You are sure to find cheap deals and discount rates among them with our Best Price Guarantee. No matter what type of hotel strikes your fancy, we will let you search for your preferred one to accommodate your travel needs. Expedia.ca will not only save you time, but also money when booking your stay at a hotel in Winter Hill. Making reservations so you can stay within your budget is easy with us. Expedia.ca even provides you with a map so you may find hotels in the Winter Hill neighborhood you prefer. Go ahead. Enter your travel dates to view the best offers on hotel rooms in Winter Hill, Boston now! ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [2 Star Hotels in Somerville](https://www.expedia.ca/2Star-Somerville-Hotels.s20-0-d55192.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Somerville](https://www.expedia.ca/3Star-Somerville-Hotels.s30-0-d55192.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Agassiz](https://www.expedia.ca/Agassiz-Boston-Hotels-Boutique-Hotel.0-n553248635976472424-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Agassiz Hotels](https://www.expedia.ca/Agassiz-Boston-Hotels.0-n553248635976472424-0.Travel-Guide-Filter-Hotels) - [Hotels near Assembly Row](https://www.expedia.ca/Assembly-Row-Hotels.0-l553248635946845410-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Assembly Square](https://www.expedia.ca/Assembly-Square-Boston-Hotels-All-Inclusive-Hotel.0-n553248635976007391-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - 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