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Learn more about Winthrop

Explore romantic Winthrop: its beaches, food, oceanfront, and more!

Find out more about Winthrop

Find out more about Winthrop

Top reasons to visit Winthrop

  • Family-Friendly Beaches: Winthrop boasts beautiful beaches perfect for family outings and relaxation.
  • Outdoor Activities: Enjoy a variety of outdoor adventures including golfing and scenic waterfront strolls.
  • Charming Local Culture: Explore Winthrop Center for community events and a taste of local life.
  • Historical Sites: Visit Steamboat Landing and the historical grit town to connect with the area's rich history.
  • Diverse Accommodations: Choose from cozy bed and breakfasts to luxurious hotels catering to all preferences.

Find great hotels near Winthrop

Explore a variety of hotel accommodations in Winthrop, Massachusetts, catering to every traveler's needs. From cozy bed and breakfasts to luxurious 5-star hotels, you'll find options that suit your budget and preferences. Whether you're seeking a pet-friendly stay, a business-themed experience, or LGBTQIA-friendly amenities, Winthrop has something for everyone. Discover the top hotels and enjoy a memorable vacation in this charming coastal town.

  • Hilton Boston Park Plaza: Experience a blend of history and modern comfort at Hilton Boston Park Plaza, a 4-star hotel housed in a national historic building. Located just 5 miles from Winthrop, this property is perfect for families and city explorers alike. The hotel offers family-friendly amenities, including complimentary cribs for little ones, ensuring a comfortable stay for all ages. With its central location, guests can easily access nearby attractions, making it an ideal base for your Boston adventure.
  • The Godfrey Hotel Boston: Step into a world of boutique elegance at The Godfrey Hotel Boston, just 4 miles from Winthrop. This 4-star hotel is pet-friendly, allowing you to bring your furry friends along for the journey. Unique decor and artistic touches create a vibrant atmosphere that resonates with modern travelers. The hotel’s pet policy includes fee waivers for service animals and allows dogs, making it perfect for animal lovers. Enjoy the personalized service and stylish ambiance that makes every stay memorable.
  • Harborside Inn Of Boston: Located 4 miles from Winthrop, Harborside Inn Of Boston offers a cozy 3-star lodging experience with a focus on comfort and convenience. Guests can indulge in delicious dining options, including a hearty full breakfast. For those seeking adventure, the hotel is surrounded by activities such as boat tours, bicycle rentals, and sailing opportunities nearby. Entertainment options abound with premium cable channels and DVD players in-room, while the proximity to local attractions ensures a delightful stay in the heart of Boston.

Where to stay in Winthrop

Winthrop, Massachusetts, offers a delightful vacation experience with its charming beach atmosphere and family-friendly vibe. Just a short walk away, visitors can explore the scenic Steamboat Landing and the historical grit town that showcases local culture. With friendly locals and ample amenities, Winthrop is an ideal destination for outdoor adventures and relaxation. Don't miss the chance to discover nearby neighborhoods that blend urban flair with a welcoming community spirit.

  • Boston: As a vibrant metropolis, Boston offers a rich tapestry of history and culture that draws millions of visitors year-round. Located near Winthrop, the city is renowned for its educational institutions, stunning architecture, and cultural landmarks. Popular activities include attending music concerts, exploring shopping centers, and visiting historic sites. Key attractions within proximity include iconic stadiums and event venues that host a variety of sporting and cultural events. Whether you're wandering through the Freedom Trail or enjoying a sunset at the Charles River, Boston provides an unforgettable urban experience.
  • Downtown Boston: Just 4 miles from Winthrop, Downtown Boston is a bustling neighborhood that captures the essence of city life. Known for its family-friendly atmosphere and cultural experiences, this area offers a variety of shopping options and educational venues. Visitors flock to Downtown Boston for its lively streets filled with restaurants, shops, and historic landmarks, including famous stadiums and event venues. The peak travel months from April through July bring a vibrant energy to the area, making it an ideal spot for both relaxation and exploration.
  • Harbor View - Orient Heights: Located just 1 mile from Winthrop, Harbor View - Orient Heights is a delightful neighborhood that boasts stunning views and outdoor experiences. This area is perfect for families and culture enthusiasts, with plenty of shopping centers and educational activities nearby. Visitors can enjoy the beautiful beaches that line the coast, providing a perfect backdrop for a day of relaxation or family fun. The local highlights include spacious parks and stadiums that cater to a variety of events, making it a charming and accessible destination for all.

Things to do near Winthrop

Winthrop, Massachusetts, is a fantastic destination for family and outdoor beach vacations. Visitors can enjoy a variety of activities, including dancing masters, weekend parties, and exploring vintage postcards. The area also features a shopping mall center and a shopping center for those looking to indulge in retail therapy. Don't miss the chance to relax in the picnic grove and take a stroll by the water to see a few boats.

Shopping

For a delightful shopping experience, visit Faneuil Hall Marketplace, just 4 miles away, offering a vibrant atmosphere with family-friendly options. Also nearby is the Boston Public Market, perfect for local goods. If you're up for a drive, check out the Boston Design Center, also 4 miles away.

Recreation

MGM Music Hall at Fenway offers a vibrant atmosphere with live concerts that energize and uplift. For sports enthusiasts, Agganis Arena hosts thrilling events that invigorate the spirit. For a tranquil escape, Abbott Park provides serene walking paths and lush green spaces ideal for relaxation and rejuvenation.

Adventure

Experience the scenic Deer Island HarborWalk, perfect for outdoor enthusiasts, located 2 miles from Winthrop. For a more challenging adventure, explore the Irish Heritage Trail, a 4-mile hiking path with stunning scenery. Don't miss the Courageous Sailing Center, offering thrilling water sports just 4 miles away.

Nightlife

Enjoy a night at the Wilbur Theatre, just 5 miles away, where culture and romance blend perfectly. For a family-friendly experience, visit the Charles Hayden Planetarium, also 5 miles out, or take a fun ride at the Greenway Carousel, located 4 miles from Winthrop.

Booking tips and Expedia advantages for Winthrop

To save money on your trip to Winthrop, consider visiting during the off-peak months of December to February when rates are lower, especially on Sundays. Utilize public transport options like buses or bikes for budget-friendly travel. Use Expedia to find deals by filtering accommodation prices from lowest to highest and explore eco-certified hotels. Bundling your flights and hotel can lead to additional savings. Join Expedia's One Key program for exclusive discounts and earn OneKeyCash for future bookings. Look for free activities to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winthrop are December to February, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winthrop is Sunday. The most expensive day to stay in Winthrop is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to tailor your options based on your budget, desired location, and preferred type of accommodation. For instance, selecting the "Eco-certified" option will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by bundling your hotel stay in Winthrop with your flights and activities when you book an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Winthrop

Winthrop, Massachusetts, is perfect for family beach vacations and outdoor activities. Visitors can enjoy attractions like Winthrop Beach, Winthrop Golf, and scenic views from Winthrop Point. The area also features urban parks and event venues, catering to those seeking cultural experiences in a charming coastal setting. Don’t miss exploring the vibrant Winthrop Center for a taste of local life and community events.

  • TD Garden: Experience the excitement of live events at TD Garden, a premier venue located 4 miles from Winthrop. Known for its energetic atmosphere, it hosts everything from concerts to sporting events, making it a hub for entertainment enthusiasts.
  • Boston Common: A 5-mile journey will take you to Boston Common, the oldest city park in the U.S. Enjoy family-friendly outdoor activities, scenic walking paths, and beautiful gardens in this vibrant green space, perfect for a leisurely day out.
  • Copley Square: Located 5 miles away, Copley Square is a bustling modern square surrounded by iconic architecture. It's a great spot to immerse yourself in the city's vibe, with shops, eateries, and art installations to explore.

Best time to go to Winthrop

Visitor numbers in Winthrop is generally unchanged in popularity throughout the year. The best time to visit Winthrop can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winthrop falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winthrop falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January30.0°F (-1.1°C)Light RainMostly SunnyAverageSlightly Low
February31.5°F (-0.3°C)Light RainMostly CloudyAverageSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnyAverageAverage
April48.2°F (9.0°C)Light RainMostly SunnySlightly HighAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageSlightly High
June66.6°F (19.2°C)Light RainMostly SunnySlightly HighAverage
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighAverage
August72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
September65.7°F (18.7°C)Light RainMostly SunnyAverageSlightly High
October55.6°F (13.1°C)Light RainMostly SunnySlightly LowSlightly High
November44.4°F (6.9°C)Light RainMostly SunnySlightly LowAverage
December36.3°F (2.4°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Winthrop

When visiting Winthrop, Massachusetts, the closest major airport is Boston Logan International Airport (BOS), located 2 miles away. Excellent hotel options nearby include the 5-star Encore Boston Harbor, The Langham, Boston, and InterContinental Boston, all within 3 miles of the airport. Providence T.F. Green Airport (PVD) is 51 miles away, with notable hotels like Omni Providence Hotel and Graduate by Hilton Providence, both 7 miles from the airport. Manchester-Boston Regional Airport (MHT) is 45 miles from Winthrop, featuring hotels such as The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both 4 miles away. Each hotel offers convenient access to their respective airports.

Frequently asked questions

What are the best hotels in Winthrop that travelers recommend?
The Winthrop Arms Hotel And Restaurant is a charming choice for those visiting Winthrop, earning a review score of 8.4. This hotel features splendid sea views and offers attentive wedding services, making it ideal for couples celebrating special occasions. Guests rave about the couples' dining experiences, where they can enjoy exquisite meals complemented by champagne service, creating unforgettable memories together.

For a cozy and intimate experience, Château sur Mer Bed & Breakfast is another excellent option, with a great rating of 8.6. This quaint B&B offers air-conditioned rooms for comfort, ensuring a restful stay for travelers. It's superb for those seeking a laid-back atmosphere while being close to local attractions and the serene coastal charm of Winthrop.
What are the best family hotels in Winthrop?
The Winthrop Arms Hotel And Restaurant is a delightful choice for families seeking comfort and convenience in Winthrop, Massachusetts. With an excellent review score of 8.4, this hotel offers a warm, inviting space that caters to both parents and children alike. Find more child-friendly accommodations in Winthrop.
What hotels in Winthrop offer free breakfast?
Château sur Mer Bed & Breakfast in Winthrop is a delightful choice for travelers seeking a cozy retreat with convenient amenities. Guests appreciate the complimentary continental breakfast, making it easy to start the day with a satisfying meal before exploring the beautiful surroundings. This charming bed and breakfast also offers partial ocean views, allowing you to enjoy the serene coastal atmosphere right from your room. Find more hotels with free breakfast in Winthrop.
What are the best budget hotels in Winthrop?
Château sur Mer Bed & Breakfast is an inviting option for budget-conscious travelers seeking comfort and charm in Winthrop. This cozy bed and breakfast boasts complimentary toiletries and a delightful continental breakfast, superb for starting your day. Guests appreciate the free WiFi available in their rooms and the partial ocean views that add a lovely touch to their stay. With a solid review rating of 8.6, it's clear that visitors enjoy the friendly setting and attentive service.

The Winthrop Arms Hotel And Restaurant also stands out as an excellent choice for budget travelers, featuring a rich Victorian design and located in a historical district. This hotel offers various amenities, including free self-parking, a 24-hour airport shuttle service, and a delightful dining experience superb for couples. With a review score of 8.4, guests are consistently pleased with the overall experience, making it a lovely option for families as well, especially those who appreciate easy access to nearby golf courses and local attractions. View all budget hotels in Winthrop.
What are the most romantic hotels in Winthrop for couples?
The Winthrop Arms Hotel And Restaurant is a delightful choice for couples seeking a romantic getaway in Winthrop, boasting a review score of 8.4. This charming Victorian property offers a blend of modern comfort and historical elegance, making it an inviting retreat for couples. See all romantic hotels in Winthrop.
When is the best time to go to Winthrop?
The most popular time to visit Winthrop is during the summer months, particularly July. With average temperatures ranging from the mid-70s to low 80s Fahrenheit, this period offers great weather for outdoor adventures such as hiking, biking, and river rafting. The long days and clear skies create an friendly space for exploring the stunning landscapes of the North Cascades and enjoying the charming, Old West-style town.

During the peak season from June to August, Winthrop comes alive with various events and activities. Visitors can participate in local festivals, farmers' markets, and live music performances, all contributing to a vibrant community feel. If you appreciate attentive service and quality experiences, consider booking accommodations and activities in advance to ensure a seamless and stress-free trip.

For those who prefer a quieter experience, September is also a fantastic option. The weather remains pleasant, with temperatures still in the 70s, and the summer crowds begin to wane. This is an excellent time for scenic drives through the surrounding areas, as the fall colors start to emerge, providing breathtaking views without the hustle and bustle of peak tourist season.

Additionally, if you're looking for a more budget-friendly visit, early October can be an ideal choice. With fewer tourists and lower accommodation rates, you can enjoy the beauty of Winthrop in a calm and intimate setting, while still taking advantage of the region's recreational activities.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline -- this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winthrop hotel for you.
How can I save on a Winthrop hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Winthrop hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Winthrop hotel?
Prices for hotels in Winthrop often vary, but you can find a great deal from $113 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.