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.
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Our prices for hotels in Winthrop are cheapest in January

See average prices and weather for all months

Price trends for hotels in Winthrop

Pricing is based on two traveler single night rates
Jun
$263
Average price during June is $263
Jul
$275
Average price during July is $275
Aug
$285
Average price during August is $285
Sep
$347
Average price during September is $347
Oct
$345
Average price during October is $345
Nov
$247
Average price during November is $247
Dec
$237
Average price during December is $237
Jan
$200
Average price during January is $200
Feb
$238
Average price during February is $238
Mar
$250
Average price during March is $250
Apr
$271
Average price during April is $271
May
$245
Average price during May is $245
Currently viewing crowd sizes and weather for June.

June

trending_upHigh crowds
High 74°F / low 59°F. Sunny most days.
74°
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June, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59°
82°
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July, Moderate crowds, average high temperature 82 degrees Fahrenheit, average low temperature 66 degrees Fahrenheit. Sunny most days.
66°
81°
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August, Moderate crowds, average high temperature 81 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
74°
weather_sun
September, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59°
63°
weather_sun
October, High crowds, average high temperature 63 degrees Fahrenheit, average low temperature 49 degrees Fahrenheit. Sunny most days.
49°
51°
weather_sun
November, Moderate crowds, average high temperature 51 degrees Fahrenheit, average low temperature 38 degrees Fahrenheit. Sunny most days.
38°
42°
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December, Low crowds, average high temperature 42 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
31°
36°
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January, Low crowds, average high temperature 36 degrees Fahrenheit, average low temperature 24 degrees Fahrenheit. Snow likely.
24°
38°
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February, Low crowds, average high temperature 38 degrees Fahrenheit, average low temperature 25 degrees Fahrenheit. Snow likely.
25°
45°
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March, Low crowds, average high temperature 45 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
31°
56°
weather_sun
April, Moderate crowds, average high temperature 56 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Sunny most days.
41°
66°
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May, High crowds, average high temperature 66 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
51°
Monthly weather averages (˚F)

Top landmarks in Winthrop

Learn more about Winthrop

Notable for its seaside, Winthrop features attractions such as Winthrop Beach and Boston Harbor Islands State Park. 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.

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.
Where can I find free parking with my stay in Winthrop?
These hotels offer the perk of free parking: Château sur Mer Bed & Breakfast and The Winthrop Arms Hotel And Restaurant.
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.
Where can I stay in Winthrop if I want a vacation rental instead of a traditional hotel?
You’ll find 5 vacation homes on our site. In addition, you can choose from 7 apartments.
Where can I stay if I'm traveling to Winthrop with my children?
Parents traveling with children may want to consider Château sur Mer Bed & Breakfast and The Winthrop Arms Hotel And Restaurant.
Where should I stay in Winthrop for a vacation with my partner?
The Winthrop Arms Hotel And Restaurant is a great option for a romantic getaway.
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

Find out more about Winthrop

Whispers of the Sea: Unveiling Winthrop's Coastal Charms

Discover the charming coastal town of Winthrop, Massachusetts, where sandy beaches meet stunning sea views. Nestled just a stone’s throw from Boston, Winthrop offers a serene escape with its scenic Winthrop Beach, perfect for sunbathing and seaside strolls. Explore the quaint Winthrop Center for delightful shops and eateries, or tee off at Winthrop Golf Club, boasting views of the water. With its inviting atmosphere and picturesque landscapes, Winthrop is an off-the-beaten-path gem that promises relaxation, charm, and a taste of New England's coastal beauty. Whether you're seeking romance or a family getaway, Winthrop awaits! For great hotel rates in Winthrop, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Winthrop

Winthrop offers a variety of hotel accommodations, from cozy boutique hotels to comfortable chain options. Many hotels provide easy access to local attractions and scenic waterfront views, making it a great spot for travelers seeking relaxation and exploration. Enjoy a welcoming atmosphere and convenient amenities during your stay. Here are some of our travelers' favorite hotels in Winthrop:

  1. Boston Harbor HotelOpens in a new window: This exceptional 5.0-star hotel offers a luxurious experience tailored for leisure travelers seeking comfort and convenience. With its prime location, it features a variety of amenities including a 24-hour business center, multiple meeting rooms, and family-friendly services. Guests can enjoy a stunning view from beautifully appointed rooms, ensuring a memorable stay. The hotel stands out for its excellent service, making it a favorite among travelers. The welcoming atmosphere and top-notch hospitality create a perfect setting for relaxation and enjoyment, making it ideal for those looking to explore the vibrant city of Boston.
  2. InterContinental Boston by IHGOpens in a new window: A luxurious 5.0-star hotel, this property caters to romantic travelers seeking an unforgettable getaway. Offering stunning ocean and garden views, it boasts an array of high-end amenities including a spa with sauna services, a picturesque pool area, and exquisite dining options. The hotel's thoughtful romance packages enhance the experience, making it perfect for couples. The impeccable cleanliness and comfortable accommodations provide a serene retreat, while its proximity to attractions adds to its allure. The hotel’s excellent ambiance and dedicated service ensure a delightful stay for those looking to indulge in romance amidst the charm of Boston.
  3. The LanghamOpens in a new window: This outstanding 5.0-star hotel is a haven for romantic travelers desiring an exquisite escape. It features essential amenities such as an indoor pool, steam room, and delightful dining options, all designed to elevate the guest experience. The luxurious atmosphere is complemented by elegant accommodations and thoughtful services that prioritize relaxation and indulgence. With a perfect location that allows easy access to Boston's main attractions, this hotel is ideal for couples seeking both tranquility and adventure. Its commitment to exceptional service and attention to detail creates a wonderful setting for a memorable romantic getaway.

Top locations to stay in Winthrop

When visiting Winthrop, Massachusetts, the Seaport District, Beacon Hill, and Back Bay are excellent areas to stay in. The Seaport District offers stunning skyscrapers and vibrant museums, while Beacon Hill enchants with its historic architecture and monuments. Back Bay features impressive churches and lively shopping spots. For first-time visitors, the Seaport District is best suited due to its dynamic atmosphere and attractions.

  1. Seaport DistrictOpens in a new window: The Seaport District is an exciting place to stay in Boston, known for its modern skyscrapers and stunning waterfront views. This vibrant area is home to a mix of cutting-edge architecture and cultural attractions, including the Boston Children's Museum and the Institute of Contemporary Art. You can enjoy leisurely strolls along the Deer Island HarborWalk, which offers beautiful views of the harbor. For those looking to shop, Copley Place and Faneuil Hall Marketplace provide a fantastic range of options. The Seaport's cultural scene is vibrant with venues like the Wilbur Theatre and Colonial Theatre offering a variety of performances, ensuring that your evenings are filled with entertainment.
  2. Beacon HillOpens in a new window: Staying in Beacon Hill immerses you in one of Boston’s most picturesque neighborhoods, characterized by its charming cobblestone streets and historic architecture. This area is perfect for those who appreciate beautiful monuments and classic New England charm. While you can easily explore nearby attractions like Boston Common and Copley Square, the neighborhood itself is a joy to wander, featuring unique shops and cozy cafes. The cultural offerings here are highlighted by the nearby Charles Playhouse, where you can catch engaging performances that reflect the city's rich artistic heritage.
  3. Back BayOpens in a new window: Back Bay is a fantastic choice for travelers seeking a blend of historic elegance and modern amenities. This area is renowned for its stunning architecture, including impressive churches and the iconic Boston Public Library. You’ll find a variety of shopping options at The Shops at Prudential Center and Copley Place, making it easy to indulge in some retail therapy. Plus, cultural attractions like Fenway Park are just a short distance away, providing an opportunity to catch a game or explore the surrounding area. Back Bay truly offers a unique mix of charm and convenience, perfect for your Boston getaway.

Things to do in Winthrop

Nestled by the sea, this charming destination boasts stunning beaches and scenic coastal views. Travelers can enjoy leisurely strolls along sandy shores, explore inviting parks, or play a round of golf surrounded by lush landscapes. With its blend of natural beauty and recreational activities, it’s a perfect getaway for relaxation and fun.

  • Boston CommonOpens in a new window – Take a leisurely stroll through this historic urban park, where you can enjoy scenic views, gather with friends, or relax on the lush lawns. It’s an ideal spot for a picnic or simply soaking up the vibrant atmosphere of Boston.
  • Copley SquareOpens in a new window – Explore this modern square that serves as a hub of activity. Marvel at the stunning architecture surrounding you, grab a coffee at a nearby café, or enjoy the many events and activities that often take place in this lively space.
  • Boston HarborOpens in a new window – Head to the marina for a refreshing experience by the water. Whether you want to take a scenic boat ride or simply enjoy the salty breeze, Boston Harbor offers a perfect escape from the city hustle.
  • Revere BeachOpens in a new window – Dive into the sun and sand at this beautiful beach, where you can swim, sunbathe, or take a leisurely walk along the shore. It’s a great place for families and friends to gather and create unforgettable memories.
  • Museum of ScienceOpens in a new window – Get ready for an exciting adventure at this science museum! Explore interactive exhibits, watch captivating demonstrations, and engage with science in a fun and educational way. It's perfect for curious minds of all ages.

5 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 are lower. For those on a budget, a stay of at least 2 to 3 days is recommended to fully explore the area's key landmarks and cultural attractions, including the picturesque beach and the scenic sea views. This timeframe offers great value for money, allowing visitors to appreciate the historical and cultural richness of Winthrop while enjoying budget-friendly accommodations. Additionally, prices for hotels may drop, making this an ideal period for a cost-effective getaway.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals for hotels in Winthrop, you may want to visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you're more likely to see discounted rates as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and special promotions, helping you snag the best hotel deal. Additionally, the Smart ShoppingOpens in a new window feature in the app allows you to compare room rates and amenities, ensuring you make an informed choice. With these tools, you'll be well-equipped to find great savings for your getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at a Winthrop hotel. If you're seeking something a bit different, boutique hotels often provide a more personalized experience and may offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below average. If the price is on the higher end, we can suggest more budget-friendly dates to help you find a better deal.
  4. Consider your location: Hotels near the city center usually tend to be pricier, 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 some lesser-known nearby towns, there’s often excellent value to be found. Opting for these alternative destinations can provide a more authentic and budget-friendly experience.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Winthrop. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

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 are typically the wettest months. If you’re looking to soak up the lively atmosphere in Winthrop, April, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, accompanied by light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.

Winthrop is a family-friendly place surrounded by beach and seaside views. Why not take time to see places like Winthrop Beach and Boston Harbor Islands State Park? Popular sights in the surrounding area include TD Garden and Copley Square.