Find hotels in Winthrop, MA from $105

Top reasons to visit Winthrop

• Beautiful Beaches: Winthrop boasts stunning beaches perfect for relaxation and family fun.
• Outdoor Adventures: Enjoy world-class hiking and a variety of outdoor activities suited for all ages.
• Cultural Experiences: Attend music concerts and theater performances that enrich the local community vibe.
• Charming Downtown: Explore quaint shops and dining options in the welcoming downtown area.
• Diverse Accommodations: Find a range of lodging options catering to different traveler needs and preferences.

Find great hotels near Winthrop

Discover a range of welcoming accommodations in Winthrop, Massachusetts, perfect for any traveler. Whether you're seeking a cozy bed and breakfast or a modern hotel, you'll find options that cater to business travelers, pet owners, and those looking for an LGBTQIA-friendly experience. Explore the charm of Winthrop while enjoying convenient amenities tailored to your needs.

• Hilton Boston Park Plaza: Nestled in a historic national building, the Hilton Boston Park Plaza offers a luxurious eco-friendly experience just 5 miles from Winthrop. With a guest rating of 8.4, this 4-star property is perfect for travelers seeking a blend of history and comfort. Guests can enjoy elegant accommodations, modern amenities, and a commitment to sustainability. The hotel features a fitness center, on-site dining options, and beautifully designed event spaces, making it an excellent choice for both leisure and business travelers.
• Omni Parker House: Located only 4 miles from Winthrop, the Omni Parker House boasts a remarkable guest rating of 9.0, making it a family and pet-friendly favorite. This 4-star hotel caters to all, providing amenities such as cribs for little ones and a welcoming policy for pets. With a focus on family and business travel, the hotel offers a variety of dining options, a fitness center, and flexible meeting spaces. The historic charm and modern conveniences make it an ideal base for exploring Boston.
• The Godfrey Hotel Boston: Just 4 miles from Winthrop, The Godfrey Hotel Boston stands out with a guest rating of 9.4, offering a boutique experience that exudes style and comfort. This 4-star hotel is perfect for pet lovers, allowing dogs and providing thoughtful amenities. The uniquely designed rooms are complemented by a vibrant atmosphere and artistic decor. Guests can enjoy a 24-hour fitness center, on-site dining, and a prime location near popular attractions, ensuring a memorable stay.

Where to stay in Winthrop

Winthrop, Massachusetts, offers a delightful blend of outdoor adventures and family-friendly activities. Stroll through downtown Winthrop, where charming shops and great dining await. Enjoy breathtaking mountain views or relax on the beautiful beaches. The welcoming atmosphere and friendly locals make it a perfect getaway. Just a stone's throw away, explore nearby neighborhoods that echo urban charm and rich history, ensuring a memorable vacation experience for all.

• Boston: As a vibrant metropolis, Boston is rich in history and culture, making it a must-visit for any traveler. Situated close to Winthrop, this city attracts visitors year-round, with peak seasons in July to August and October. Travelers flock here for city-themed experiences, family-friendly activities, and cultural events. Notable attractions include historic sports stadiums, music concerts, and shopping malls. With its blend of education, entertainment, and iconic landmarks, Boston offers an enriching travel experience that is both exciting and educational.
• Downtown Boston: Located 4 miles from Winthrop, Downtown Boston is the heart of the city, known for its bustling atmosphere and urban charm. This neighborhood sees visitor numbers peak between April and June, and again in July. Travelers visiting Downtown Boston can enjoy city-themed experiences along with family and business-oriented activities. Highlights include shopping centers, urban parks, and historic venues. The area's vibrant energy makes it an ideal spot for those looking to explore the urban landscape while enjoying a variety of shopping and dining options.
• Harbor View - Orient Heights: Just 1 mile from Winthrop, Harbor View - Orient Heights is a welcoming neighborhood that offers stunning views and outdoor activities. This area is popular among travelers for its outdoor, cultural, and city-themed experiences, with peak tourist seasons in April, July, and September. Visitors can explore local beaches, family-friendly parks, and historic sports stadiums. The neighborhood's blend of natural beauty and urban convenience creates an inviting atmosphere perfect for a day of exploration and relaxation.

Things to do near Winthrop

Winthrop, Massachusetts, is perfect for outdoor family vacations, offering a variety of activities. Enjoy local attractions, world-class hiking, and outdoor adventures. Don't miss the chance to attend music concerts and theater performances that enhance the vibrant community atmosphere. With its beautiful beaches and recreational options, Winthrop provides a delightful setting for relaxation and exploration.

Shopping

In Winthrop, you can explore local boutiques and shops for unique gifts. If you're up for a drive, head to the nearby Northgate Shopping Center for a wider selection of stores, or visit the quaint shops at the Assembly Row for an enjoyable shopping experience.

Recreation

Tewksbury Country Club offers a luxurious retreat with elegant amenities, located 19 miles from Winthrop. Enjoy relaxing spa treatments and scenic golf courses at the Country Club of Billerica, 18 miles away. For a refined experience, visit Andover Country Club, situated 22 miles from Winthrop, featuring upscale facilities.

Adventure

Explore Winthrop's scenic coastline with a bike ride along the picturesque seaside paths, offering stunning views of the Atlantic. Try your hand at kayaking to enjoy the tranquil waters, or visit the local parks for beach volleyball and picnicking surrounded by nature.

Nightlife

In Winthrop, you can enjoy a laid-back nightlife with scenic waterfront views at places like the Winthrop Arms, which offers cozy dining and drinks. For a more vibrant scene, check out local pubs where live music and friendly crowds create a welcoming atmosphere.

Booking tips and Expedia advantages for Winthrop

• 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: Expedia's search tool enables you to set your budget, choose your desired location, and more. You can organize your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly hotels that are available for booking.
• Consider bundling your trip: You can save money by combining your hotel stay in Winthrop with your flights and activities by booking a package through Expedia.

Find the best attractions in and around Winthrop

Winthrop, Massachusetts, is an ideal destination for outdoor and family beach vacations. Visitors can enjoy a variety of attractions, including urban parks, beautiful beaches, and vibrant streets. The area offers a blend of cultural experiences and outdoor activities, making it perfect for travelers seeking both relaxation and adventure. Whether you're lounging by the water or exploring the local scene, Winthrop has something for everyone.

• Winthrop Beach: Enjoy the relaxing atmosphere at Winthrop Beach, where you can soak up the sun, take a stroll along the sandy shore, and listen to the gentle waves. Perfect for beach vibes, it’s an ideal spot for families and friends to unwind.
• Fenway Park: Experience the rich history and culture of Fenway Park, one of America’s oldest baseball stadiums, located just 6 miles away. Catch a Boston Red Sox game and soak in the energetic sports vibes that define this iconic landmark.
• Boston Common: Explore Boston Common, a beautiful urban park located 5 miles from Winthrop. It’s a family-friendly destination where you can enjoy outdoor activities, scenic views, and a vibrant city atmosphere.

Best time to go to Winthrop

The best time to visit Winthrop is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	30.0°F (-1.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	31.5°F (-0.3°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	37.9°F (3.3°C)	Light Rain	Mostly Sunny	Average	Average
April	48.2°F (9.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	58.5°F (14.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	66.6°F (19.2°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	73.6°F (23.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	72.7°F (22.6°C)	Light Rain	Mostly Sunny	Average	Average
September	65.7°F (18.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	55.6°F (13.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	44.4°F (6.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	36.3°F (2.4°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly 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. Nearby hotels include the luxurious Encore Boston Harbor, InterContinental Boston, and Boston Harbor Hotel, all within a few miles of the airport. For those considering other options, Bradley International Airport (BDL) in Hartford, CT, is 93 miles away, with accommodations like the DoubleTree by Hilton Hartford, Simsbury 1820 House, and Marriott Hartford Downtown. Additionally, T.F. Green Airport (PVD) in Providence, RI, is 51 miles from Winthrop, with hotel choices including Omni Providence Hotel, Hotel Providence, and Renaissance Providence Downtown Hotel, all conveniently located nearby.