Title: Book the Best Winthrop FAMILY FRIENDLY Hotels from CA $226 - 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 $226 ![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 Family Hotels Tonight [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-09-30&endDate=2025-10-01&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-10-01&endDate=2025-10-02&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winthrop Family Hotels ![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) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/5e786b7a.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 8.4/10 Very good (1242) "For a quick getaway this place was absolutely perfect! It was in a very convenient location and everywhere was easy to walk to. " CA $289 CA $337 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Boston-Hotels-Found-Hotel-Boston-Common.h15746.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/73cb3288.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) ### The Westin Boston Seaport District Seaport District 9.0/10 Wonderful (2199) "Great hotel" CA $287 CA $383 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Boston-Hotels-The-Westin-Boston-Seaport-District.h1450057.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/9e29ca3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/0e1c57a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/38218ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/647818b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Boston Seaport District Seaport District 9.2/10 Wonderful (1298) "Perfect location to where our family needed to be." CA $306 CA $351 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Homewood-Suites-By-Hilton-Boston-Seaport.h56289302.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) ![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) ![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) ![On the beach](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/9fe7d764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Winthrop Arms Hotel And Restaurant Winthrop 8.6/10 Excellent (662) "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 $348 CA $389 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Boston-Hotels-The-Winthrop-Arms-Hotel-And-Restaurant.h12534761.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/9850f50e.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) ![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) ![Dining](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/2a44559c.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 (50) "Great stay & communication with owner! We really enjoyed our trip to Boston!" CA $282 CA $535 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Boston-Hotels-Casa-De-Los-Clarey-Boston-Airport-Beaches-Off-Street-Parking-Available.h69769871.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/e6722cab.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/1000000/10000/2900/2898/3de9ba00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/592d909a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Midtown Hotel Back Bay 7.4/10 Good (1058) "Nice room, friendly staff and good location!" CA $329 CA $378 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/a1ab1c31.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) ![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 (3874) "Nice place with nice staff." CA $309 CA $360 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311712/c2e44637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311712/3e3b7a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311712/6b243765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, steam room, Turkish bath](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311712/d6523d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Battery Wharf Hotel, Boston Waterfront North End 8.6/10 Excellent (1682) "Great place to stay!" CA $343 CA $457 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Boston-Hotels-Battery-Wharf-Hotel.h2311712.Hotel-Information) ![Standard, One Full Bed](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/25cd1f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/ca8cb62e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/0960dc96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/b167dd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charlesmark Hotel Back Bay 8.8/10 Excellent (1091) "While small rooms, it was a perfect location for our trip. " CA $287 CA $330 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Boston-Hotels-Charlesmark-Hotel.h845522.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/da61c38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/f3392579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/c5791e43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/5a4906c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nantasket Beach Resort Nantasket Beach 8.6/10 Excellent (1024) "Great little place. " CA $176 CA $226 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Nantasket-Beach-Resort.h796159.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=2025-10-14&endDate=2025-10-15®ionId=175875&adults=2&travelerType=family_friendly&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 "Staff were very friendly and very informative. Roberto was the best! " [](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 "The room was clean and well appointed." [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.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 "Hotel staff were great. Unfortunately I booked through Expedia and they would not, give a refund. Hotel changed dates and camceled dates. Unfortunately hotel did not have the top tier room on the dates I needed, even after talking to them. I.checked expedia and they had room at same rate and the.dates.i needed. This was more than 30 days in advance. 1week later I needed to cancel first date. Expedia has already billed and would not give a refund...I talked to hotel and they approved the refund but Expedia will not refund . They even charged a a no show fees and canceled the rest of my trip. I had to pay for a new night this 3 bills for 1 night.. never use Expedia " [](https://expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.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 "Very comfortable bed and room, great workout room, very quiet and clean. The staff are very friendly and professional. I can’t wait to return again!! Thank you for a wonderful stay." [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Sheraton Boston, a Marriott Hotel](//images.trvl-media.com/lodging/1000000/30000/22100/22046/dfa592c9_y.jpg) ### Sheraton Boston, a Marriott Hotel 10/10 Excellent "excellent hotel in great location. Only downside, the room was not ready until after 9pm" [](https://expedia.ca/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "A beautiful art deco age hotel, with a boutique hotel feel. Great staff very friendly and accommodating. A wonderful stay." [](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 "The room was small but it was just what we needed. Everything was clean and comfortable. " [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.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) ## 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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