Title: Book the Best BEACH RESORTS in Winthrop, MA from CA $315 - Winthrop Hotels on the Beach| 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) ![Historic Water Tower at the coast in Winthrop Head in town of Winthrop, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175875/0fab3468-aede-4870-9973-b6fa1f9d84fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find beach hotels in Winthrop, MA from CA $315 - ![](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 Beach Hotel Tonight [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-12-09&endDate=2025-12-10&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Tomorrow [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-12-10&endDate=2025-12-11&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) ## Top Winthrop Beach Hotel ![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) ![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) ![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) ### The Winthrop Arms Hotel And Restaurant Winthrop 8.4/10 Very good (704) "Amazing friendly staff very safe neighborhood " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Billee CA $282 CA $315 total includes taxes & fees Dec 11 - Dec 12 [](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) ![Onsite parking](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/38630422.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) "Owner was easy to communicate with. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ronald [](https://www.expedia.ca/Boston-Hotels-Casa-De-Los-Clarey-Boston-Airport-Beaches-Off-Street-Parking-Available.h69769871.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116730000/116727100/116727023/04cbdf51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116730000/116727100/116727023/c921da06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116730000/116727100/116727023/89dc9d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/117000000/116730000/116727100/116727023/ca0b5483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular Oceanfront 1 Bedroom Unit in Winthrop Winthrop 10/10 Exceptional (14) "This property is a wonderful seaside retreat. The owner is friendly and helpful, unit clean and comfortable, and location could not be better. It was so nice to wake up to the ocean and end our day with beautiful sunsets. We highly recommend this property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hetti B. [](https://www.expedia.ca/Boston-Hotels-Spectacular-Oceanfront-1-Bedroom-Unit-In-Winthrop.h116727023.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114920000/114913300/114913265/08ad6cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114920000/114913300/114913265/79f9d3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114920000/114913300/114913265/b84fd029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114920000/114913300/114913265/5d69fc6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 15 mins from Boston, walk to the beach....the best of both worlds Winthrop 10/10 Exceptional (2) "Great stay, perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John K. [](https://www.expedia.ca/Boston-Hotels-15-Mins-From-Boston.h114913265.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342100/94342095/1b71ab87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342100/94342095/c77be22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342100/94342095/ea037e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom)](https://images.trvl-media.com/lodging/95000000/94350000/94342100/94342095/48382cd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Retreat w/ Deck \~ 7 Mi to Boston! Winthrop 8.0/10 Very good (1) "Comfortable place to stay on the water overlooking Boston Harbor and downtown. Sunsets are amazing behind the tall buildings of downtown. Trails close by for walking and sightseeing. Nice kitchen and bathrooms. We had trouble with getting any of the TV's to work and there was an annoying flood light shining on the back deck from the neighbors house all day and night. Other than those two things it was nice to have a house on the water with a fantastic view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl [](https://www.expedia.ca/Winthrop-Hotels-Waterfront-Retreat-W-Deck-7-Mi-To-Boston.h94342095.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/112000000/111620000/111615800/111615767/99e09ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111620000/111615800/111615767/8a4422ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111620000/111615800/111615767/cceda38a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111620000/111615800/111615767/b1027e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 14-bedroom house with WiFi, AC in brilliant Winthrop Winthrop [](https://www.expedia.ca/Boston-Hotels-Spacious-14-Bedroom-House-With-WiFi.h111615767.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=2025-12-23&endDate=2025-12-24®ionId=175875&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Winthrop ### Winthrop and its attractions for beach lovers Winthrop, Massachusetts, is a hidden gem for beach lovers seeking both relaxation and adventure. Start your day at Winthrop Beach, known for its gentle waves and picturesque views of the Boston skyline—perfect for families looking to build sandcastles or enjoy a leisurely stroll along the shore. For the more adventurous, head to the nearby Deer Island where you can bike or walk the scenic loop, taking in the stunning views of the harbour and the Boston skyline from a different angle. Don't miss the charming Winthrop Shore Drive, a scenic route lined with quaint homes and vibrant seaside gardens, where you can enjoy a classic New England sunset. For those interested in local culture, the Winthrop Art Association often hosts exhibitions and events, providing a taste of the creative spirit of this coastal community. When it comes to accommodations, consider staying near Winthrop Beach, where hotels offer convenient access to the sandy shores and a variety of amenities. With attentive service and family-friendly options, you'll find the perfect retreat to unwind after a day of exploration, all while enjoying the tranquil atmosphere that Winthrop provides. ### Find the best beach hotels and resorts in Winthrop For those seeking a beach getaway in Winthrop, Massachusetts, these hotels provide a perfect blend of coastal charm and comfort. Each hotel offers convenient access to the sandy shores and stunning ocean views. [**The Winthrop Arms Hotel And Restaurant**](https://www.expedia.ca/Boston-Hotels-The-Winthrop-Arms-Hotel-And-Restaurant.h12534761.Hotel-Information) - **Why it's great for the ultimate beach vacation spot:** The Winthrop Arms Hotel And Restaurant is an ideal choice for beach lovers, featuring a guest review rating of 8.6\. With direct access to the sandy beach and stunning ocean views, guests can enjoy leisurely days by the water. The hotel's restaurant offers ocean views, making dining an experience to remember after a day of sun and surf. - **Other amenities:** This charming hotel offers a variety of features to enhance guests' stays, including a terrace for relaxation and express check-in for convenience. Golf enthusiasts will appreciate the nearby golf course and clubhouse, while families can take advantage of highchairs and children's dinnerware available upon request. With secured parking and a historic Victorian design, this hotel combines comfort with a touch of elegance for travelers looking to unwind by the sea. - **Nearby attractions:** TD Garden - 9.3 km, Revere Beach - 3.1 km, The Freedom Trail - 9.2 km [**Château sur Mer Bed & Breakfast**](https://www.expedia.ca/Boston-Hotels-Chateau-Sur-Mer-Bed-Breakfast.h17151159.Hotel-Information) - **Why it's great for the ultimate beach vacation spot:** For a quaint beach retreat, the Château sur Mer Bed & Breakfast offers a delightful stay with a guest review rating of 8.6\. This charming B&B features ocean views, allowing guests to bask in the coastal atmosphere right from their rooms. Start your day with a complimentary breakfast before heading out to explore the nearby beaches. - **Other amenities:** Guests can enjoy free continental breakfast daily, ensuring a hearty start to their beach adventures. The hotel also offers air conditioning for comfort during warmer days, alongside free self-parking for added convenience. With an inviting atmosphere and attention to detail, this B&B is perfect for those looking to relax and enjoy the beautiful coastal scenery. - **Nearby attractions:** Faneuil Hall Marketplace - 9.1 km, TD Garden - 8.9 km, Revere Beach - 5.4 km ## Top Winthrop Hotel Reviews ![Wyndham Boston Beacon Hill](https://images.trvl-media.com/lodging/1000000/30000/25700/25655/fa173b31_y.jpg) ### Wyndham Boston Beacon Hill 10/10 Excellent "Staff is very friendly and accommodating. Room was clean and the bed was comfortable. Breakfast was very good." [](https://expedia.ca/Boston-Hotels-Wyndham-Boston-Beacon-Hill.h25655.Hotel-Information) ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Comfortable bed, close to everything, very friendly and accommodating staff!" [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "Lovely hotel, clean room, incredibly comfortable bed, great breakfast, kind staff. That's all I ask for. " [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg) ### Boston Harbor Hotel 10/10 Excellent "Clean room, great staff, excellent food, great location " [](https://expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "You have to start breakfast at 6am not 7am " [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "The staff was very kind and helpful!!!" [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "The property is well maintained and ideally situated within walking distance of terminal E. Staff are great and helpful. Only gripe would be very noisy plumbing heard in our room and prices have rocketed in the eateries." [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Amazing experience Amazing staff Ramy kept checking on us which was amazing " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg) ### Omni Parker House 10/10 Excellent "Located on the Freedom Trail in historic Boston; close to the T. Staff was consistently friendly. Our room was well kept and comfortable." [](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ## Frequently asked questions ### What are the best beach hotels in Winthrop? > The 3-star Château sur Mer Bed & Breakfast, with an 8.8 rating, offers partial ocean views and complimentary continental breakfast. Guests frequently comment on its excellent location and clean rooms. > > > The Winthrop Arms Hotel And Restaurant, also a 3-star property with an 8.4 rating, provides sea views and is located near the ocean. It is much-loved for its excellent food and restaurant, and guests often mention the nice, clean rooms. ### How much does a beach hotel in Winthrop cost? ### Which Winthrop hotels are near the best beaches? > The 3-star Château sur Mer Bed & Breakfast, with an 8.8 rating, offers partial ocean views and complimentary breakfast. Guests frequently comment on its excellent location and clean rooms. > > > The Winthrop Arms Hotel And Restaurant, also a 3-star hotel with an 8.4 rating, provides sea views and is located very near the ocean. Its restaurant and bar often receive positive feedback. ### Which beach hotels in Winthrop are good for families? > This 3-star hotel, with an 8.4 rating, offers rooms with ocean views and is located near the sea. Guests frequently comment on the excellent food in the hotel's restaurant and the fun atmosphere of the bar. It is situated in a beautiful, walkable neighbourhood. ### What are the best Winthrop hotels with ocean views? > The 3-star Château sur Mer Bed & Breakfast, with an 8.8 rating, offers partial ocean views and complimentary breakfast. Guests frequently comment on its excellent location and clean rooms. > > > The Winthrop Arms Hotel And Restaurant, also a 3-star property with an 8.4 rating, provides sea views and is located near the ocean. Its restaurant and bar receive high praise from guests. ### Which beach hotels in Winthrop are good for couples? > The 3-star Winthrop Arms Hotel And Restaurant, with an 8.4 rating, offers lovely ocean views and is located very near the sea. Guests often comment on the excellent food and restaurant, as well as the fun bar. ### Which area of Winthrop is best to stay in for beaches? > This area is primarily residential and offers direct access to several lovely beaches. You'll find many homes here that are available for holiday rentals, often with private beach access or just a short stroll to the sand. The layout is quite relaxed, with winding streets leading to various coves and stretches of coastline. > > > Couples looking for a peaceful seaside escape will find Point Shirley ideal. It's superb for long walks along the shore, enjoying the sea air, and watching the boats. You can spend your days relaxing on the beach or exploring the nearby Deer Island, which offers scenic walking paths and views of Boston Harbour. > > > Families will also appreciate the quiet nature of Point Shirley's beaches. The shallower waters in some areas are suitable for children, and the residential setting means less traffic and a calmer environment. ### What is the best time of year to stay in a beach hotel in Winthrop? > As another option, June presents a wonderful alternative. While still offering delightful weather for beach outings, with temperatures typically in the low 20s, it can be easier to secure reservations at the area's best beach hotels and you may find better value on premium accommodations. ### How can I save on a beach hotel in Winthrop with Expedia? ### What beach activities should we do in Winthrop? > Winthrop boasts several pleasant beaches, with Winthrop Beach being the most prominent. It's a long, crescent-shaped stretch of sand that's great for leisurely strolls, sunbathing, or simply enjoying the ocean breeze. You'll find it along Winthrop Shore Drive, offering clear views of the Boston skyline in the distance. It's a great spot for families looking for a relaxed day out by the sea, with plenty of space for children to play and build sandcastles. > > > For those interested in more active pursuits, kayaking and paddleboarding are popular options, particularly around Deer Island. Several local outfitters offer rentals and guided tours, allowing you to explore the coastline from a different perspective. It's a fantastic experience for couples or solo travellers who enjoy being on the water and want to discover hidden coves and enjoy the natural beauty of the area. The calm waters in certain areas make it suitable for beginners as well. > > > Additionally, the Winthrop Greenway offers a network of walking and cycling paths, many of which provide access to or run alongside the beaches. It's a wonderful way to explore the coastline at your own pace, connect with nature, and perhaps even spot some local wildlife. ### Is it cheaper to book flights and a beach hotel in Winthrop as a package? ### Can I cancel my beach hotel reservation on Expedia? ## 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) - 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