TOP 30 Vacation getaway in Winthrop, Massachusetts

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Winthrop Beach Inn and Suites is a charming lodging establishment located at 312 Shirley Street in the picturesque town of Winthrop, Massachusetts, United States. Situated just steps away from the beautiful Winthrop Beach, this inn offers comfortable accommodations and modern amenities for a relaxing stay by the seaside. Guests can enjoy spacious suites, complimentary breakfast, free Wi-Fi, and friendly service from the staff. Whether you are visiting for business or pleasure, Winthrop Beach Inn and Suites provides a convenient and welcoming retreat for all travelers.

Winthrop Hotels & Resorts is a luxurious lodging institution located at 18 Amelia Drive in the beautiful island of Nantucket, Massachusetts, United States. Offering top-notch hospitality services, exquisite accommodations, and breathtaking views, Winthrop Hotels & Resorts is the perfect destination for those seeking a relaxing and indulgent getaway. With a prime location near the beach and various attractions, guests can enjoy a memorable stay filled with comfort and convenience. Whether you are looking for a romantic retreat, a family vacation, or a weekend escape, Winthrop Hotels & Resorts is the ideal choice for a truly unforgettable experience.

The Winthrop Elks is a charming lodging institution located at 191 Washington Avenue in Winthrop, Massachusetts, United States. Nestled in a quaint seaside town, this cozy lodge offers comfortable accommodations and a warm, welcoming atmosphere for guests to enjoy. With its convenient location near the beach and local attractions, the Winthrop Elks is the perfect place to stay for a relaxing getaway or a fun-filled vacation. Whether you're visiting for business or pleasure, you'll find everything you need for a comfortable stay at this inviting lodge.

Winthrop Estate is a luxurious lodging institution located at 101 Yokun Avenue in the charming town of Lenox, Massachusetts, United States. Nestled in the heart of the Berkshires, this historic estate offers guests a unique and unforgettable experience. The elegant accommodations, stunning gardens, and impeccable service make Winthrop Estate the perfect destination for a romantic getaway, family vacation, or special event. With its rich history and picturesque surroundings, Winthrop Estate truly embodies the essence of New England charm and hospitality.

Castle by the Sea is a charming lodging institution located at 100 Sargent Street in the picturesque coastal town of Winthrop, Massachusetts. This unique establishment offers guests a one-of-a-kind experience with its castle-like architecture and stunning views of the sea. Whether you are looking for a romantic getaway or a relaxing retreat, Castle by the Sea provides a tranquil and luxurious setting for your stay. Indulge in the elegant accommodations, impeccable service, and serene surroundings that make this institution a truly unforgettable destination.

The Mercury Hotel Provincetown is a charming lodging establishment located at 12 Winthrop Street in the picturesque town of Provincetown, Massachusetts. This historic hotel offers a unique blend of modern amenities and old-world charm, providing guests with a comfortable and memorable stay. The hotel's central location makes it easy to explore the vibrant art galleries, shops, and restaurants that Provincetown has to offer. Whether you're looking for a relaxing weekend getaway or a fun-filled vacation, The Mercury Hotel Provincetown is the perfect choice for your accommodations.

Watership Inn is a charming lodging establishment located at 7 Winthrop Street in the picturesque town of Provincetown, Massachusetts. Situated in the United States, this quaint inn offers cozy accommodations and a warm, welcoming atmosphere for guests to enjoy. With comfortable rooms and a convenient location near the town's attractions, Watership Inn is the perfect choice for a relaxing getaway in Cape Cod. Whether you're visiting for a weekend retreat or an extended vacation, you'll love the hospitality and charm of Watership Inn.