Romantic Getaways

South of Boston/Plymouth welcome romantic vacationers

The South of Boston region of Massachusetts includes the historic town of Plymouth -- a excellent place to take a whale-watch cruise -- and the cranberry bogs and small town typical of New England. The region borders on Buzzards Bay to the south and Cape Cod Bay to the east. Guests seeking a romantic weekend getaway in the South of Bosto region can choose a waterfront hotel on a bay or small lake, or an inn, rental, or bed and breakfast among the many hospitable small towns. A best bet in the city of New Bedford is the New Bedford Whaling Museum and the Zeiterion Theater.

2 listings

  • Plymouth, MA

    Hotel 1620 at Plymouth Harbor

    Picturesque Plymouth, hotel’s Date Night package, the perfect romantic combination

    If your idea of romance is spending a day by the water, you need to check out (and check into) the Hotel 1620 Plymouth Harbor. The hotel, across the street from the bay and the scenic harbor, offers spacious suites, some with harbor views, plush beds with fine linens – and a Date Night Package that includes a king-bed guest room, a gift card to a waterfront restaurant, and late checkout. Go shopping, sailing or fishing. Plunk your chair down on one of several nearby beaches. Go on a whale watch or board the Mayflower II. Stroll along Town Brook in picturesque Brewster Gardens. Come back to the hotel to relax in the in indoor pool or enjoy a glass of wine together on your private balcony.

    180 Water Street 508-747-4900
  • Plymouth, MA

    3 Waves Bed & Breakfast

    Leave the Everyday Behind and Escape to a Romantic Coastal Retreat Designed for Rest, Relaxation, and Reconnection

    Escape to a romantic coastal retreat in historic Plymouth, Massachusetts. At 3 Waves Bed & Breakfast, thoughtfully designed guest rooms, delicious breakfasts, ocean views, and an innovative wellness center create the perfect setting to reconnect and unwind. After a day exploring charming waterfront shops, beaches, and restaurants, return to enjoy the hot tub, infrared sauna, cold plunge, red light therapy, massage chairs, and more, all included with your stay. Whether you're celebrating a special occasion or simply escaping the demands of everyday life, 3 Waves is designed to help you slow down, recharge, and focus on what matters most: each other.

    73 Warren Ave, 508-830-1849

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