Title: Book the Best HISTORIC Hotels in Winthrop in 2025 | 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) ![](https://mediaim.expedia.com/destination/1/00c104233e6cc3bc913173c8db96161d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Winthrop, MA from CA $292 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winthrop Historic Hotels Tonight [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winthrop Historic Hotels ![Property entrance](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/800edf78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/bdb61f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 Queen Bed, Ocean View, Oceanfront | Beach/ocean view](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/1e290d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds, Private Bathroom](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/b1871ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Winthrop Arms Hotel And Restaurant Winthrop 8.6/10 Excellent (659) "It is an excellent restoration of a very old building. It was hard to carry suitcases up the steep stairs and the hours the desk was open is very constricted. The room was excellent and cleanliness was super.With the restaurant on main floor it was very quiet in our room as we had to go to sleep early due to early AM departure." CA $347 CA $388 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Boston-Hotels-The-Winthrop-Arms-Hotel-And-Restaurant.h12534761.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) ![Front of property](https://images.trvl-media.com/lodging/18000000/17160000/17151200/17151159/24447cee.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) ![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) ### Château sur Mer Bed & Breakfast Winthrop 8.8/10 Excellent (206) "Lovely Inn. A bit too loud for my taste due to airport noise. " CA $262 CA $292 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Boston-Hotels-Chateau-Sur-Mer-Bed-Breakfast.h17151159.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=2025-10-09&endDate=2025-10-10®ionId=175875&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Winthrop Hotel Reviews ![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Great rooms, good service" [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.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 "Always the place to stay when you have flights" [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![Midtown Hotel](//images.trvl-media.com/lodging/1000000/10000/2900/2898/e6722cab_y.jpg) ### Midtown Hotel 10/10 Excellent "The excellent location was only bested by the welcoming front desk staff!" [](https://expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Pretty cool place. Close to everything. Friendly staff and the Restaurant is good too!" [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Four Points by Sheraton Boston Newton](//images.trvl-media.com/lodging/1000000/20000/10400/10301/b08dd3b1_y.jpg) ### Four Points by Sheraton Boston Newton 10/10 Excellent "I often stay at Four Points Newton when visiting family in Boston. The combination of parking, breakfast option, clean rooms, comfy beds, and an attached restaurant/bar makes for a perfect choice. Cost per night is consistently lower than hotels just a few miles closer to Boston. Highly recommend!! " [](https://expedia.ca/Boston-Hotels-Four-Points-By-Sheraton-Boston-Newton.h10301.Hotel-Information) ![Club Quarters Hotel Faneuil Hall, Boston](//images.trvl-media.com/lodging/1000000/70000/67000/66938/1b7afb42_y.jpg) ### Club Quarters Hotel Faneuil Hall, Boston 10/10 Excellent "All went well." [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Hilton Boston Park Plaza](//images.trvl-media.com/lodging/1000000/10000/4300/4215/d4a5b47e_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "Good stay" [](https://expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Staff was extremely nice. Loved the complimentary water bottles, which really is a life saver on vacation. It was clean and in great location to the Harbor and North End." [](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 "They need a new elevator" [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Winthrop? > A trip to the historical places in Winthrop is probably on top of your sightseeing list. While you're here, why not check out the beaches and restaurants? ### How many historical hotels will I find in Winthrop? > Winthrop is home to 15 hotel accommodations bookable on Expedia but not many designated as historic hotels. ### What are the must-see historical places and other sights in Winthrop? > Favorite places to visit include Boston Harbor Islands State Park, Winthrop Beach, and Point Shirley Beach. In the area, you'll also find New England Aquarium and TD Garden. ### What is a historic hotel like in Winthrop? > By choosing a historic hotel, you can spend a night or two in a place that has a national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be turned into a historic hotel provided that it's of special interest. Traditional architecture and period features are typically preserved within the guestrooms or public spaces of historic hotels in Winthrop, giving a sense of history. ### What is the difference between a historic hotel and a heritage hotel? > You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value as well as how it influenced the community. ### Do historic hotels in Winthrop have modern facilities? > Hotels have the safety features and modern conveniences you've come to expect, but every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found in a hotel should be available at a historic hotel. 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[Mountain Hotels in Salem](https://www.expedia.ca/Salem-Hotels-Mountain-Hotels.0-0-d6600-tMountainHotels.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Salem](https://www.expedia.ca/Salem-Hotels-Waterpark-Hotels.0-0-d6600-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Salem](https://www.expedia.ca/Salem-Hotels-Winery-Hotel.0-0-d6600-tWineryHotel.Travel-Guide-Filter-Hotels) - [Hotels near Suffolk Downs Station](https://www.expedia.ca/Suffolk-Downs-Station-Hotels.d6210612.Travel-Guide-Hotels) - [Flights to Boston](https://www.expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights) - [Flights from Buffalo (BUF) to Boston (BOS)](https://www.expedia.ca/lp/flights/buf/bos/buffalo-to-boston) - [Flights from Detroit (DTW) to Boston (BOS)](https://www.expedia.ca/lp/flights/dtw/bos/detroit-to-boston) - [Flights from New York (NYC) to Boston (BOS)](https://www.expedia.ca/lp/flights/nyc/bos/new-york-to-boston) - [Flights from Edmonton (YEG) to Boston (BOS)](https://www.expedia.ca/lp/flights/yeg/bos/edmonton-to-boston) - [Flights from Halifax (YHZ) to Boston (BOS)](https://www.expedia.ca/lp/flights/yhz/bos/halifax-to-boston) - [Flights from Ottawa (YOW) to Boston (BOS)](https://www.expedia.ca/lp/flights/yow/bos/ottawa-to-boston) - [Flights from Montreal (YUL) to Boston (BOS)](https://www.expedia.ca/lp/flights/yul/bos/montreal-to-boston) - [Flights from Vancouver (YVR) to Boston (BOS)](https://www.expedia.ca/lp/flights/yvr/bos/vancouver-to-boston) - [Flights from Calgary (YYC) to Boston (BOS)](https://www.expedia.ca/lp/flights/yyc/bos/calgary-to-boston) - [Flights from Toronto (YYZ) to Boston (BOS)](https://www.expedia.ca/lp/flights/yyz/bos/toronto-to-boston) - [Rental cars Logan Intl. airport](https://www.expedia.ca/Car-Rentals-In-Logan-Intl.d5459778.Car-Rental-Guide) - [Things to do in Boston](https://www.expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities) - [Book Historic Hotels in Winthrop on Expedia.com](https://www.expedia.com/Winthrop-Hotels-Historic-Hotel.0-0-d175875-tHistoricHotel.Travel-Guide-Filter-Hotels)