Title: Book the Best Winthrop FAMILY FRIENDLY Hotels from CA $177 - Kid-Friendly Hotels in Winthrop, MA | 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 Family Hotels in Winthrop, MA from CA $177 - ![](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 availability on Winthrop Family Hotels Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Top Winthrop Family Hotels ![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/9850f50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/2a44559c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/9232456b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/w4032h3022x0y0-a3d8c82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa de Los Clarey Boston Airport Beaches Off Street Parking Available Winthrop 10/10 Exceptional (52) "Enjoyed my stay here. Good location. Clean place. Would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles V. CA $125 CA $333 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Boston-Hotels-Casa-De-Los-Clarey-Boston-Airport-Beaches-Off-Street-Parking-Available.h69769871.Hotel-Information) ![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) ![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) ![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) ### The Winthrop Arms Hotel And Restaurant Winthrop 8.4/10 Very good (697) "Room was great. Close to the city and the restaurant was fantastic! Great food and even better vibes " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $275 CA $307 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Boston-Hotels-The-Winthrop-Arms-Hotel-And-Restaurant.h12534761.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/w6102h4419x0y0-1bd063ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/c830360d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/f21696a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### citizenM Boston Back Bay Fenway–Kenmore 9.4/10 Exceptional (1979) "Clean, comfy rooms, amazing location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $195 CA $228 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/5e10c317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/7fdd8c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/3da48020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/f7a78de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Found Hotel Boston Common Bay Village 8.2/10 Very good (1247) "Convenient and a good price for boston" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Timothy CA $152 CA $177 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Found-Hotel-Boston-Common.h15746.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6dc716eb.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) ![Presidential Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/573419fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Park Plaza Bay Village 8.4/10 Very good (3162) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $174 CA $260 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/f8efea04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/b4b93ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/40a54799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaport Hotel Boston Seaport District 9.6/10 Exceptional (3664) "Excellent property, we really enjoyed the dining options nearby." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $226 CA $270 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/e1a64100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/a1ab1c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/ce275009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copley Square Hotel, a FOUND Hotel Back Bay 8.6/10 Excellent (3868) "Amazing hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $152 CA $177 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/60cb4bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/bce045e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/2d4804d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/ce2ce7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Boston Seaport District Seaport District 9.2/10 Wonderful (2250) "Everything from the rooms to the food to the restaurant and the staff were all great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $175 CA $253 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Boston-Hotels-The-Westin-Boston-Seaport-District.h1450057.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/3521e55a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/328c763f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/8fdf5334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dagny Boston Downtown Boston 9.4/10 Exceptional (6664) "Always great when we stay here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $200 CA $282 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/00fcedcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/a2b908c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/96fcb2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/0f2e267f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Midtown Hotel Back Bay 7.4/10 Good (1012) "Even during renovation they are very clean. Rooms are beautiful. Loved staying here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kayla CA $172 CA $200 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.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=2025-11-18&endDate=2025-11-19®ionId=175875&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Winthrop Hotel Reviews ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "The room was very clean. The staff was knowledgeable and very helpful. The location was perfect for our needs. " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Hyatt Regency Boston](//images.trvl-media.com/lodging/1000000/20000/17900/17845/24991d94_y.jpg) ### Hyatt Regency Boston 10/10 Excellent "Very clean, staff was very friendly and helpful. Would stay there again, excellent location " [](https://expedia.ca/Boston-Hotels-Hyatt-Regency-Boston.h17845.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 "Friendly staff. Nice, clean boutique hotel. Great location. Would stay there again." [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.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 "Staff was great and very helpful!! " [](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 "Room was great with a nice skyline view. Staff were very friendly. Candy cart was a nice touch. Ate at attached restaurant and was a great meal with even better drinks. Super short walk to opera house. Great breakfast and coffee morning after. Will defiantly plan another stay/Theatre visit. " [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.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 "Good location" [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![YOTEL Boston](//images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311_y.jpg) ### YOTEL Boston 10/10 Excellent "Very clean, friendly staff" [](https://expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.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 "Great location " [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Everything was sooo perrfect...." [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ## Frequently asked questions ### What's Winthrop like for family-friendly vacations? > The welcoming destination of Winthrop is a great choice if you've been considering a vacation with the kids. The beaches and cafes are just a few things that make this an attractive spot for a family vacation. Fly into Logan International Airport (BOS), which is the closest airport, or Boston, MA (BNH-Boston Harbor Seaplane Base), which is located 2.7 mi (4.3 km) from the city center. ### When's the best time to book a family-friendly vacation in Winthrop? > The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Winthrop is 50 inches. ### What's there to see and do with your family in Winthrop? > While you are visiting Winthrop, you and the family might want to check out some interesting spots such as New England Aquarium, TD Garden, and Fenway Park. Make sure you have plenty of time to take in activities in the area like Boston Harbor, Faneuil Hall Marketplace, and Encore Boston Harbor. ## Explore a world of travel with Expedia - Lodging - Flights - Cars - Other - More ways to book - [Adults Only Resorts & in Boston](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Cheap-Hotels.0-0-d178239-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Golf-Hotel.0-0-d178239-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Green-Sustainable.0-0-d178239-tGreenSustainable.Travel-Guide-Filter-Hotels) - 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[Hotels with Free Breakfast in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Hotels-With-Free-Breakfast.0-0-d223-tHotelswithFreeBreakfast.Hotel-Filter-Destinations) - [Mountain Hotels in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Mountain-Hotels.0-0-d223-tMountainHotels.Hotel-Filter-Destinations) - [Scuba Diving Hotels in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Scuba-Diving-Vacations.0-0-d223-tscubadivingvacations.Hotel-Filter-Destinations) - [Green Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Green-Sustainable.0-n6340396-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Hotel-With-Wifi.0-n6340396-0-tHotelwithwifi.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Hotels-With-Bar.0-n6340396-0-tHotelswithBar.Travel-Guide-Filter-Hotels) - 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[Hotels with Early Check-in in Orient Heights](https://www.expedia.ca/Orient-Heights-Boston-Hotels-Hotel-With-Early-Check-In.0-n142091-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Orient Heights](https://www.expedia.ca/Orient-Heights-Boston-Hotels-Hotels-With-Bar.0-n142091-0-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Orient Heights](https://www.expedia.ca/Orient-Heights-Boston-Hotels-LGBT-Friendly-Hotel.0-n142091-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Revere](https://www.expedia.ca/Revere-Hotels-Beach-Hotel.0-0-d6023-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Revere](https://www.expedia.ca/Revere-Hotels-Cheap-Hotels.0-0-d6023-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Revere](https://www.expedia.ca/Revere-Hotels-Golf-Hotel.0-0-d6023-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Revere](https://www.expedia.ca/Revere-Hotels-Hotel-With-Pool.0-0-d6023-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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