Hotels in Winthrop

Coastal Charms: Discover Winthrop's Hidden Seaside Treasures

Nestled just minutes from Boston, Winthrop, Massachusetts, is a charming coastal gem perfect for beach lovers and those seeking a serene escape. With its picturesque Winthrop Beach and the stunning vistas of Crystal Cove, visitors can savor sun-soaked days by the sea. Explore the town’s rich history at the Winthrop Museum and pay homage at local memorials. Stroll through the vibrant center, where quaint shops and eateries await. Whether you’re looking for a romantic getaway or a family-friendly retreat, Winthrop offers a delightful blend of coastal charm and urban accessibility. For the best hotel rates in Winthrop and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Top locations to stay in Winthrop

Some of the best places to stay in Winthrop are Back Bay, Seaport District and Beacon Hill. Winthrop, Massachusetts, offers charming spots like Back Bay, Seaport District, and Beacon Hill. Back Bay is ideal for first-time visitors with its vibrant shopping and dining. The Seaport District boasts modern attractions and waterfront views, while Beacon Hill enchants with historic streets and quaint homes. Accommodations range from luxury hotels to cozy inns in each area, providing options for every traveler. For those looking for hotels with parking, the nearby Braintree area offers convenient choices. Enjoy your trip! Here are some of the most popular hotels with our guests in Winthrop:

1. Back BayOpens in a new window: Back Bay is a vibrant neighborhood known for its beautiful Victorian brownstones and proximity to cultural landmarks like Fenway Park and Boston Common, making it ideal for families and business travelers alike. The area offers a range of luxurious accommodations, such as The Newbury BostonOpens in a new window, which features family-friendly amenities and pet-friendly policies, making it suitable for those traveling with children and pets. Another excellent option is Four Seasons Hotel One Dalton Street, BostonOpens in a new window, catering to business travelers with its comprehensive facilities, while Mandarin Oriental, BostonOpens in a new window combines a boutique experience with amenities for both families and business guests.
2. Seaport DistrictOpens in a new window: The Seaport District is a bustling area known for its waterfront views and proximity to exciting attractions like TD Garden. This neighborhood is perfect for adventure seekers and families alike. For a relaxing stay, consider Omni Boston Hotel at the SeaportOpens in a new window, which offers a full spa and pool service, or The Westin Boston Seaport DistrictOpens in a new window, known for its adventure sports options and business amenities. The Envoy Hotel, Autograph CollectionOpens in a new window also provides a comfortable stay for business travelers with its central location and pet-friendly policies.
3. Beacon HillOpens in a new window: Beacon Hill is a charming neighborhood characterized by its historic architecture and cobblestone streets, making it a delightful place for families and business travelers to explore. With its close proximity to major attractions, XV BeaconOpens in a new window is an excellent choice, offering unique decor and family-friendly amenities. Four Seasons Hotel BostonOpens in a new window and The Ritz-Carlton, BostonOpens in a new window both cater to business travelers and families, featuring multiple meeting spaces and amenities designed for children, ensuring a comfortable and convenient stay in this picturesque area.

Things to do in Winthrop for first time

Three days in Winthrop offer a delightful blend of stunning beaches, serene parks, and picturesque coastal views. Visitors can enjoy leisurely strolls along sandy shores, explore lush forests, and partake in various outdoor activities, making it a perfect escape for nature lovers and beach enthusiasts alike. Here's a quick itinerary to make the most of your trip to Winthrop:

• Day 1: Start your adventure at Fenway Park, where you can soak in the iconic atmosphere of one of the oldest ballparks in Major League Baseball. After enjoying the sights and sounds of a game, make your way to the Prudential Tower. Here, take the elevator up to the Skywalk Observatory for stunning panoramic views of Boston. Conclude your day at the Boston Museum of Fine Arts, where you can explore an impressive collection of art spanning various periods and cultures, making it a perfect blend of history and creativity.
• Day 2: Begin your exploration at Boston Common, the oldest public park in the United States, where you can stroll through lush greenery and historical monuments. From there, head over to the Boch Center, a vibrant venue for performing arts, where you might catch a live show. Finally, visit the Old South Meeting House, a historic church that played a significant role in the American Revolution, offering a glimpse into Boston's rich history.
• Day 3: Kick off the day at Copley Square, surrounded by stunning architecture and bustling energy. After taking in the sights, head to Revere Beach, where you can relax on the sandy shores and enjoy the ocean breeze. Finally, wrap up your day at Boston Harbor, where you can take a scenic walk along the waterfront, enjoy fresh seafood at a local restaurant, and watch the sun set over the water, providing a perfect end to your trip.

5 tips to find a great Winthrop hotel deal

1. Book for the cheapest times: The most affordable time to visit Winthrop is during January, February, and December, when hotel rates are at their lowest. For a budget-friendly getaway, a stay of at least 2-3 days is recommended to fully enjoy the area’s main attractions, including its beautiful beaches and scenic coastal views. This destination offers great value for money, making it an excellent choice for those looking to explore on a budget.
2. Look for last-minute deals on Hotels.com: If you're looking for last-minute hotel deals in Winthrop, check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com. You could find attractive discounts on accommodations as your travel date approaches. To enhance your chances of snagging a great rate, consider enabling email alerts or push notifications from Hotels.com. This way, you're more likely to stay informed about flash sales and exclusive last-minute promotions, giving you the opportunity to save on your stay in Winthrop.
3. Be flexible with dates: Hotel prices can fluctuate depending on factors like the location, star rating, and the time of year. As a result, being flexible with your travel dates may help you save on hotel expenses in Winthrop.
4. Consider your location: Staying close to the city center and local attractions in Winthrop is usually more expensive. If you opt for accommodations further away from the center, you can take advantage of transportation options like a car, bus, or bike to explore the area while potentially saving on costs.
5. Upgrade with One Key: Join Hotels.com's free One Key program and book your next stay in Winthrop. As a member, you can earn and use rewards points for hotel bookings. Progress through Blue, Silver, Gold and Platinum tiers to unlock various benefits like room upgrades when available, special discounts, and exclusive deals for members. Sign up today.

What to eat in Winthrop

Here are some top-rated dishes in Winthrop, Massachusetts, United States of America:

• Clam Chowder: This creamy soup, often made with fresh clams, potatoes, onions, and celery, is a New England staple that embodies the region's rich maritime heritage. Traditionally served in a bread bowl or with oyster crackers, clam chowder is perfect for a casual lunch or a cozy dinner, allowing you to savor the flavors of the Atlantic coast. Enjoying a bowl while overlooking Winthrop's waterfront adds to the experience, making it a delightful way to connect with local culture.
• Lobster Roll: A quintessential New England dish, the lobster roll features succulent chunks of lobster meat lightly dressed with mayonnaise and served in a toasted, buttered bun. Whether enjoyed at a seaside shack or a refined restaurant, this dish is not just a meal but a celebration of the region's abundant lobster harvest. Pair it with a side of fries or coleslaw for a truly authentic 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 are usually the wettest months. April, June, and July are the peak travel months in Winthrop, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, with light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.