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Hotels in Winthrop

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Where to stay in Winthrop?

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.

Our prices for Winthrop are cheapest in February

See average prices and weather for all months
Price trends for hotels in Winthrop
Pricing is based on two traveler single night rates
View properties in October
Currently viewing crowd sizes and weather for October.
Weather forecast for Winthrop
October
High crowds
High 17°C / low 10°C. Sunny most days.
View properties in October
17°
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October, High crowds, average high temperature 17 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
11°
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November, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature 3 degrees Celsius. Sunny most days.
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December, Low crowds, average high temperature 5 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
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January, Low crowds, average high temperature 2 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
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February, Low crowds, average high temperature 3 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
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March, Low crowds, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
13°
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April, Moderate crowds, average high temperature 13 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
19°
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May, High crowds, average high temperature 19 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
24°
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June, High crowds, average high temperature 24 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
28°
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July, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
27°
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August, Moderate crowds, average high temperature 27 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
23°
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September, High crowds, average high temperature 23 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
Monthly weather averages (˚C)

Top landmarks in Winthrop

Learn more about Winthrop

Notable for its seaside, Winthrop features attractions such as Boston Harbor Islands State Park and Winthrop Beach. This beachside city has something for everyone including restaurants as well as sights like Point Shirley Beach and Donovan Beach. All are within a scenic setting.

Check out reviews of Winthrop hotels guests love

Frequently asked questions

What accommodations do travelers like in Winthrop?
Château sur Mer Bed & Breakfast and The Winthrop Arms Hotel And Restaurant are a couple of properties that our guests really like.
Can I book a refundable hotel in Winthrop?
If you're looking for the flexibility to change your plans to Winthrop, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Winthrop be like during my visit?
The warmest months in Winthrop are usually July and August with an average temp of 70°F. January and February are the chilliest months when the average temp is 34°F. The rainiest months are October and December.
Why should I book my Winthrop hotel through Hotels.com?
There are plenty of reasons to book your Winthrop travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Winthrop

Whispers of the Tide: Discover the Enchantment of Winthrop's Coastal Charm

Nestled along the picturesque coastline of Massachusetts, Winthrop is a charming seaside gem that offers a perfect blend of relaxation and adventure. Known for its stunning beaches, such as Winthrop Beach and Yirrell Beach, visitors can bask in the sun, indulge in water sports, or stroll along scenic promenades. The town's rich maritime history is reflected in its historic sites and vibrant community. With breathtaking views of the Boston skyline across the harbor, Winthrop is an ideal destination for those seeking a tranquil escape, romantic getaways, or a family-friendly atmosphere by the sea.

Discover great hotels in Winthrop

Winthrop, Massachusetts offers a variety of hotel accommodations, from quaint boutique inns to comfortable chain hotels. Guests can enjoy well-appointed rooms and easy access to local attractions, beautiful waterfront views, and a laid-back coastal vibe, making it an ideal spot for a relaxing getaway. Here are some of the best hotels in Winthrop that our travelers love:

  1. Staybridge Suites Boston Logan Airport - Revere by IHGOpens in a new window: This inviting 3.0-star hotel is an ideal choice for leisure travelers seeking a welcoming atmosphere. Enjoy a delightful stay with amenities that ensure comfort and convenience, including a focus on LGBTQIA inclusivity. The hotel's architectural design and thoughtful layouts create a unique ambiance. Travelers appreciate the convenient pet-friendly policies, allowing for a more personal experience. The cozy spaces and warm environment make it a favored option for those looking to unwind after a day of exploration.
  2. Holiday Inn Express Boston Logan Airport - Revere by IHGOpens in a new window: Holiday Inn Express Boston Logan Airport - Revere by IHG is a charming 2.5-star hotel perfect for travelers who value comfort and a friendly atmosphere. With a commitment to LGBTQIA inclusivity, this hotel provides a welcoming environment for all guests. The property features essential amenities that enhance the overall experience, catering to those who appreciate a laid-back yet stylish setting. Visitors are drawn to the inviting spaces, ensuring a pleasant retreat after enjoying the local attractions.
  3. Hilton Garden Inn Boston Logan AirportOpens in a new window: This stylish 3.0-star hotel caters to discerning leisure travelers who seek distinctive experiences. With its focus on LGBTQIA inclusivity, Hilton Garden Inn Boston Logan Airport creates a vibrant environment that's both comfortable and chic. The hotel's architectural design and curated spaces provide a unique backdrop for relaxation. Guests appreciate the attention to detail and thoughtful amenities that enhance their stay, ensuring a delightful experience in a well-appointed setting.

Top locations to stay in Winthrop

When visiting Winthrop, Massachusetts, consider staying in Boston, Cambridge, or Revere. Boston offers a rich historical experience with its iconic sites, while Cambridge is renowned for its prestigious universities and vibrant culture. Revere, known for its beautiful beach, provides a relaxing atmosphere. For first-time visitors, Boston is the best choice due to its extensive attractions and accessibility.

  1. BostonOpens in a new window: As one of the most iconic cities in the U.S., Boston is a fantastic choice for your stay. Rich in history, you can walk the Freedom Trail to explore significant landmarks that tell the city’s story. The vibrant cultural scene features numerous museums, theaters, and art galleries. You’ll also find fantastic shopping options from high-end boutiques to local artisan shops. Plus, Boston's waterfront offers beautiful views and leisurely strolls along the harbor. The diverse dining scene, ranging from classic New England seafood to international cuisines, ensures you’ll never run out of delicious meals to enjoy.
  2. CambridgeOpens in a new window: Just a short distance from Boston, Cambridge is a charming area known for its unique blend of cultural attractions and lively neighborhoods. The picturesque streets are lined with indie shops and cafes, perfect for a leisurely day of exploring. You can also visit the historic sites and enjoy cultural events, including art exhibitions and local festivals. Cambridge is celebrated for its vibrant community atmosphere, making it an inviting place to experience local life and enjoy a variety of culinary offerings.
  3. RevereOpens in a new window: For a more relaxed stay, Revere offers beautiful beaches and a friendly, laid-back vibe. It’s perfect for enjoying sunny days by the shore, whether you want to sunbathe or take a stroll along the boardwalk. The area features a mix of local shops and eateries, where you can indulge in casual dining. Revere is also close enough to Boston and Cambridge, making it easy to venture into the city for additional sightseeing while coming back to a more tranquil atmosphere at the end of the day.

Things to do in Winthrop

Nestled by the sea, Winthrop boasts stunning beaches and serene waterfronts, perfect for sunbathing, picnicking, or leisurely strolls. With inviting parks and lush landscapes, outdoor enthusiasts can enjoy hiking and nature walks while soaking in breathtaking views. It’s a charming escape for relaxation and exploration.

  • Fenway ParkOpens in a new window – Step into the heart of baseball history at this iconic stadium, where you can catch a game or take a guided tour. Feel the excitement as you walk through the halls adorned with memorabilia and soak in the electric atmosphere that has made Fenway a beloved landmark.
  • Copley SquareOpens in a new window – Discover the vibrant hub of Copley Square, surrounded by stunning architecture and lively street performances. Take a moment to admire the impressive buildings, grab a coffee at a local café, or enjoy the farmers' market that often pops up here.
  • Boston HarborOpens in a new window – Set sail on an adventure at Boston Harbor, where you can embark on a boat tour or simply relax by the waterfront. Take in the beautiful skyline and breathe in the fresh sea air while watching boats glide across the water.
  • Newbury StreetOpens in a new window – Stroll down Newbury Street, a charming stretch filled with boutique shops, art galleries, and delightful eateries. Indulge in some retail therapy or enjoy a delicious meal at one of the many outdoor cafés that line the street.
  • Boston CommonOpens in a new window – Unwind in Boston Common, the oldest public park in the United States. With its sprawling lawns, walking paths, and picturesque pond, it’s the perfect spot for a leisurely picnic or a casual stroll among the trees.

4 tips for savvy savings when booking a hotel in Winthrop

  1. Book for the cheapest times: The most affordable time to visit Winthrop is during January, February, and December, when hotel prices tend to be lower. For a great value for money, a stay of at least 2 to 3 days is recommended to fully explore the city’s significant landmarks, historical sites, and cultural attractions. While you're there, you can enjoy the scenic beauty of the area, visit charming cafes, and experience the friendly atmosphere that Winthrop offers. With a budget-friendly approach, your trip could be both memorable and economical.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Winthrop, visit the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates close to your travel date. By enabling email alerts or push notifications from Hotels.com, you could stay updated on flash sales and special promotions that might help you save. Additionally, use Smart Shopping, a comparison tool available via the app, to compare hotel prices and amenities. This way, if prices drop or rooms become available, you'll be among the first to know, increasing your chances of booking a great last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate due to various factors, including the hotel's location, star rating, and the time of year. Being flexible with your travel dates might help you save on your stay at a Winthrop hotel. For those seeking a unique experience, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book with Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that may be more affordable, increasing the likelihood that you’ll find a better deal.
  4. Consider your location: Hotels near the city center usually tend to be more expensive, but thanks to Winthrop's great public transportation options, you might discover a more affordable independent hotel a bit farther out that still has good connections. For those interested in exploring alternative, less crowded neighborhoods or even lesser-known nearby cities, there’s often excellent value to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Winthrop

Winthrop experiences its lowest average temperature in January, at 30.0°F (-1.1°C), while July is the hottest month, with an average temperature of 73.6°F (23.1°C). October, and December tends to be the wettest months.The peak travel months to visit Winthrop are April, June, and July, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.

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